Ian Faison & Dylan Steele 42 min

The Benefits of Data-Driven B2B


Dylan Steele shares his insights into the benefits of data-driven B2B, why sales enablement matters, and why mapping the customer journey is important.



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[MUSIC]

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Welcome to Demand Gen Visionaries.

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I'm Ian Faison, CEO of Caspian Studios.

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And today, I am joined by a special guest, Dylan.

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How are you?

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Great.

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Good to be with Ian.

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Glad to connect again.

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Yeah, great to have you on the show.

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Excited to have you on this show.

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We've chatted with you on other podcasts in the past.

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And really excited to be talking about coalition,

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talk about demand gen, talk about marketing,

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your background, and everything in between.

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So let's get started.

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What was your first job in demand?

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My first job in demand-- well, I think my first true marketing

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job was at Salesforce as a product marketer,

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where I helped position the Salesforce platform

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and the ability to develop apps with low code.

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Now, low code is everywhere.

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But you think it's hard to create demand with customers.

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Imagine doing the work to try to create a new category

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and get low code app development on the radars

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of the gardeners and foresters of the world.

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Perhaps, though, I'll go back even further and say,

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my first true demand gen job was working

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for a small political campaign in Colorado,

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where I grew up for county commissioner.

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And people say service jobs are great ones for learning,

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interacting with people.

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But I'll tell you what's even harder

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and gives you a lot even more empathy

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is going door to door around your neighborhood

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and meeting your neighbors, trying

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to convince them to learn more about your candidate,

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care about your candidate, and leave preconceived notions

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behind.

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So a lot of learning from that first demand gen experience

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and a lot of miles walked through the neighborhoods

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of Jefferson County, Colorado.

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Let's get into our first segment.

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The trust tree, this is where we can go and feel honest and trusted,

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and you can share those deepest, darkest demand gen

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secrets.

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What is coalition?

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What does the company do?

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Yeah, so coalition.

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First, let's start with the problem

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that I think a lot of companies experience,

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and then we'll talk about how coalition solves it.

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I think today it's no surprise if you look at the headlines,

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you see the amount of organizations

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that are facing cyber risk and potential cyber attacks.

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And there's just many different types of cyber risks,

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cyber attacks that can come from anything

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from spearfishing to ransomware, but funds transfer fraud

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and other technical risks that you might not traditionally

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associate with the cyber sphere.

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And what we found is there are a lot of organizations

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who are just simply falling through the cracks

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of the traditional cybersecurity industry.

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And take small businesses and medium-sized organizations,

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for example, who can afford to buy an expensive cyber security

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tool and may not have an in-house C so,

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even a cyber security expert, sometimes not even someone

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running IT, it's outsourced for them.

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So kind of what options do they have to protect themselves?

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Well, they can try to find someone to part-time help them.

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They can try to implement a more expensive tool.

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You can try to find third-party help.

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But often what we see is they don't get any help,

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and they don't take action, and they're left quite vulnerable.

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And we actually find that there's a lot of small companies

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that are now on the receiving end of cyber security attacks.

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And so coalition came up with a really interesting idea,

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which is to help small businesses,

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you not only need to give them a little bit of technical help,

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but you actually have to align the incentives,

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the financial incentives and the business incentives

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to help protect an organization.

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So coalition combined cyber security tooling and support

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with insurance.

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And what we do is we offer folks what we call

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an active insurance policy.

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And with active insurance, you get kind of the protection

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of traditional insurance so we can help you

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make you financially whole if you suffer a catastrophic event

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that can threaten your business.

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But we also offer support from the beginning

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before a cyber attack through a potential issue

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all the way to post-attack, to hopefully help prevent

4:06

an issue before it occurs, to help you manage your risk,

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close potential loopholes, and potential threat vectors,

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and then offer you incident response and support

4:17

if an attack does occur to get a company back up and running.

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And so I think kind of a novel approach through active insurance

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to help manage, transfer, and mitigate risk

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for really small and medium businesses.

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For example, like yourself, who probably doesn't manage

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a physical office and worried about fire and flood,

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but has the majority of their IP stored in digital systems.

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- And so how many customers do you all have?

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What is the size of the organizations that you all are

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talking to?

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It seems like there could be a pretty big group there.

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- Yeah, I mean, we have a large customer base

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and it's continuing to grow.

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We have over 140,000 customers and there are different types

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of customers that we have, some are policy holders,

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some access, some of our expertise and software tools

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on their own.

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So like any business can go to control.coallitioning.com

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and get a free risk assessment and just understand,

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get a picture of their existing cyber risk,

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and use that as a tool to perhaps get some tips

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on how to remediate some of those risks.

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So we have 140,000 customers,

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mostly mid and small businesses,

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but we roll right policies to businesses up to $1 billion

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in revenue.

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And when we think about, we have a really unique motion

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and this is where I'll say, we don't have to follow

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the demand-gen framework one to one for myself

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and a lot of your listeners should probably come

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from a variety of industries,

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but we actually go to market through trusted partners,

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which are brokers.

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And businesses go to brokers to purchase a range of risk,

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transfer and risk protection.

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So our goal is to help brokers understand the value

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of active insurance, the need for cyber insurance

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and help bring that to policy holders all over the US.

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Right now we're in the US and Canada,

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expanding to the UK soon.

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So we have a couple of different motions through the brokers

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and also direct to potential small businesses

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with cyber risk assessments, et cetera.

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- One of the reasons I was so excited to have you

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on the show is I did this, I went to coalitioning.com

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and I did a assessment back on March 8th

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when we last spoke and no we deal with zero critical

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vulnerabilities for cast-meant studios.

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But it was an extremely cool process and as a marketer

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my ears were perked way up because I thought it was such

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a cool value add.

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And just in the past couple of days we've had

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a bunch of different spear fishing types, stuff happen.

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It's just this, and I think I told you

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that we're doing this crazy cybersecurity podcast.

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It's this fictional series that we're doing called

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The Hacker Chronicles with our partner.

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And it's been this really fun journey.

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And so we've been in the world of cyber security a ton.

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And I was thinking about you and I was thinking about

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this idea of like this is what you want as a small business.

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You just wanna be like, can you just take a look real quick,

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tell me where I'm at and then show me a couple solutions

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of like what is possible.

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And I don't know what a broker is, you know,

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as a small business owner, I don't know how to go to brokers.

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There's all that sort of stuff.

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So I'm so curious how you think about, you know,

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going to market when you kind of have this,

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this, you know, this business owner out there

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in the wild who might know they have a problem.

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They might not have a problem.

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They might, you know, need, might not understand the space

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at all or cyber security in general or the landscape.

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- Yeah.

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Well, first of all, thank you for going

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and taking a risk assessment and congratulations

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on not having any critical issues at the moment.

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And now part of what's so interesting and so challenging

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about cyber and cyber risk is that it's constantly evolving.

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It's changing all the time.

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And so an assessment at any one point time is great.

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But the idea that you can assess

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and then monitor is actually even more important.

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And this is where kind of our world diverges

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significantly from more traditional insurers.

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When you think about just like insurance,

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which has been around for hundreds of years

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and was like originally created to protect ships at sea

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and distribute the risk and transfer the risk around

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should something happen to those ships,

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they're traditionally designed to take a look

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at historical risk and then try to make some assumption

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of your current risk and future risk.

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So they look and say, say like, you know,

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what's the likelihood that you're gonna have a flood

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in your area based on a hundred years of data,

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50 years of data, project that forward in the future?

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Cyber risk is just changing too quickly.

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There are new threat vectors popping up all the time.

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Sometimes it's because of something you did.

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Sometimes it has nothing to do with you.

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It can be your whole technology supply chain

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that's evolving and changing.

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And so what's really unique about coalition

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is not just our ability to help people with cyber tools,

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but behind the scenes is really interesting technology.

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That's scanning the public web,

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scanning open ports to actually get a picture

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of your live risk.

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And we use that to do all kinds of interesting things.

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Underwrite you if you want an insurance policy

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through a broker who are amazing trusted partners.

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Help you monitor and assess your risk.

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If we see something that looks suspicious

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or we know you're running a certain operating system

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and there's a new vulnerability,

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we'll actually email and alert you as a business owner

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or as well as your broker to help you close that.

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And again, that's that whole incentive alignment,

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which is, you know, we aren't just selling software

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and saying, good luck, hope you implement it.

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We're actually selling you an insurance policy.

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We would prefer that you not have a cyber incident and get hacked.

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I suspect most people would hope that the same is true for them.

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So now our incentives are aligned.

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And so when you buy an active insurance policy,

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you actually are safer.

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And the data backs that up.

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When we look at the industry average,

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you know, coalition policy holder had 70% fewer claims

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than the industry average for cyber policies all up.

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And that's just goes to show you if we can assess your risk,

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but then we can actively monitor and respond to that risk

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before something bad occurs,

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we can actually make companies safer

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and incent them to close their security loopholes.

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So that's just a little bit on the product.

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We think about the go-to-market motion

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when we talk a little bit about brokers.

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I mean, yes, brokers essentially have been the stewards

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of risk management and risk transfer.

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So they're great partners for us.

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Helping them reimagine their role

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is also a key part of what we do at coalition.

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Imagine your job always being, hey, I'm here

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when something bad happens

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and thinking about how to help a customer respond to risk.

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And suddenly we're saying, hang on, with active insurance,

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you can actually help prevent risk at your customers.

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Like this is a reimagine of your role

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from just reactive to proactive.

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So that's been a fun journey to go on with our brokers

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to help them rethink their role in helping not just respond

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to risk, but actually identify spot

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and prevent it before something bad occurs.

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- So I'm curious, you know,

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from marketing strategy perspective,

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you have a lot of SMBs.

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And like you said, companies up to a billion dollars.

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How do you think about going to market

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to those different types of organizations?

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Do you have, is there a different approach?

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What's that GTM look like?

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- Yeah, I mean, our GTM strategy is a little bit different

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because it's a channel strategy via brokers.

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So, you know, we think about becoming trusted partners

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for those brokers and doing what we can

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to help them learn cyber.

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And again, they helping them understand the cybersphere.

11:58

Sometimes it's making, helping take complex concepts

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and making them digestible.

12:03

It's also helping them bring the idea

12:06

of cyber insurance to their policy holders

12:08

by helping them understand their risk.

12:09

So in addition to the coalition control,

12:12

which anyone can access as a business owner,

12:14

we also put a coalition risk assessment

12:16

in the hands of our brokers

12:17

that they can bring to potential businesses

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to understand their risk.

12:21

A lot of our engagement happens with brokers

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and the channels where they engage regularly.

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We engage with them via email,

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a lot of work happens via email.

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It's a very in-person business.

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Someone once referred to it as stakes and handshakes to me.

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So a lot of deals happen while you're eating those stakes

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and doing those handshakes.

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So we spend time getting in front of brokers,

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getting to know them.

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We've got a great sales team,

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both inside sales and BD team.

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And they work to help those brokers get onboarded,

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help them understand the process and the challenges,

12:52

help them explain the cyber insurance to his value

12:55

to potential small businesses and nurture them

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through the experience.

13:00

Now, that being said,

13:01

we end up developing a relationship

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with the policy holders as well,

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not so much on the sales side,

13:05

but more to help them make sure they're closing

13:07

their security loopholes, they're hearing from us,

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they understand that our role is to help

13:11

not just sell them an insurance policy,

13:13

but actually keep them protected.

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And so, you know, you can come into coalition

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either through coalition control of your policy holder,

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or it may be through a broker introduction

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when your policy gets activated, we reach out

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and we begin to build a relationship that way.

13:27

So a little bit of a different model

13:28

and traditional SaaS as we go through

13:29

a primarily kind of channel focused business.

13:32

- Yeah, so I'm curious,

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did you have experience with that,

13:38

with that type of channel first approach

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before you came into this as coming into CMO,

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how did you approach coming into the role?

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- Yeah.

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- It's been a really interesting journey for me

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and one I've actually enjoyed.

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I've spent the last 15 years primarily focused

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on kind of B2B sales, so I spent some time at Salesforce

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and then it's Splunk, both selling enterprise software

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and Visa before that.

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So it was a shift, it was actually a shift I was looking for.

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You know, I'm an anthropologist by training

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with some more with an MBA after the fact.

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So I enjoy the challenge of,

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hey, here's a new audience, here's a new market.

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How do we understand what the brokers' needs are?

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How do we spend time with them to do the first party research

14:24

so that we understand where they find challenges,

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where they see opportunities, what they care about.

14:31

So a lot of my early time joining Coalition

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was spending a little time getting to understand

14:37

the needs of the brokers, how that interaction happens

14:40

between them and the policy holders, where they see value

14:43

and what channels can be most effective to us.

14:46

So it's been a bit of fun.

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And I always say, you know, when you think about marketing skills

14:51

that are super valuable, everyone lists,

14:52

like there's so many technical skills

14:54

and there's writing skills, but just the ability to listen,

14:57

to do the simple research can be incredibly valuable

15:01

and go a really, really long way.

15:03

- So tell me a little bit more about the brokers

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and how you structure your organization

15:10

to go after the brokers and how that would be different

15:13

from like a traditional enterprise SaaS approach.

15:18

- Yeah.

15:19

So first of all, I think structuring our organization

15:24

to understand the broker model.

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And I kind of joke sometimes that, you know,

15:28

our marketing model and our business model

15:30

is more like a rideshare company than it is B2B SaaS.

15:33

And I say that because a rideshare company

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not only needs to sign up a driver,

15:38

but signing up a driver is not enough.

15:41

They have to continually work with them

15:43

and then send them to try.

15:44

So we're doing the same with the broker.

15:45

We need to activate them to be able to sell

15:48

our coalition's hybrid insurance.

15:49

And then we need to nurture that relationship as we go.

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So it's a bit of a different design.

15:54

We have a team that focuses when you think about our sales team,

15:58

we have inside sales that brings brokers in

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and gets them to that kind of first quote, first bind,

16:04

and then a business development team that carries them

16:06

from that first bind and do an ongoing relationship with us

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that hopefully is a happy and healthy one.

16:11

So our marketing team is also designed

16:13

to kind of support both pieces.

16:14

We've got an amazing growth team

16:17

that's really has been focused on acquisition

16:19

and doing a ton of interesting experiments

16:21

to get to the right mix of kind of outbounding,

16:24

using outbound channels to drive interest.

16:27

A lot of that early on was done with email

16:29

and now we're getting a more kind of robust

16:31

and complete marketing mix of developing

16:33

an inbound channel, outbound channel.

16:35

Inside of my marketing team, I also have a brand team

16:38

that focuses on high level message and story.

16:40

We've kind of driven some meaningful changes.

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So my call it category creation,

16:46

I think it's all about getting really good

16:48

at your positioning and then scaling that out

16:50

to understand how to communicate that differentiation.

16:54

We've got a product marketing team.

16:55

I'm a reformed product marketer.

16:57

I think they drive a lot of a strategy.

17:00

So they, for better or worse, have to spend a lot of time

17:02

with me, but they're really skilled and wonderful.

17:05

And then as our online presence becomes a bigger part

17:09

of what we do and scales up, we have a digital

17:12

and demand team as well.

17:14

So we're running, we're doing a lot more

17:16

on the digital side to drive inbound interest,

17:19

specifically for brokers, but also for potential

17:22

small businesses and policy holders as well.

17:24

So I think all those pieces kind of work together

17:28

and depending on the time and the quarter

17:29

and where we are managing our funnel,

17:31

we're turning on and off resources

17:33

across those different groups.

17:35

- Let's get to our next segment, the playbook,

17:38

where you open up the playbook and talk about the tactics

17:40

that help you win.

17:42

You play to win the game.

17:44

Hello, you play to win the game.

17:51

You don't play it, it just play it.

17:55

- So this is interesting.

17:56

So it is channel sales, but what are your three tactics

18:01

that are your uncuttable budget items

18:03

to try to get those brokers fired up

18:06

about doing business with coalition?

18:09

- So first I'll say, we're in an interesting time

18:12

and as we watch the economy go through shifts and changes

18:16

and business approaches go through shifts and changes,

18:18

I almost say like it's important for me,

18:20

I say I wouldn't put anything off the table from being cut.

18:24

Anything can be cut as buyer preferences change.

18:27

When I think about our most effective tactics right now,

18:29

we've really focused in on a few things.

18:31

One, we do a ton, again, without bounding to our brokers,

18:34

we're perhaps boiled and that many brokers are registered

18:38

in their states and they share a lot of information publicly

18:41

because they are sales people.

18:42

And so taking advantage of data that's already out there

18:45

is an incredible resource for us to get to know

18:47

where those brokers are and what they need.

18:50

We've done a lot, I mentioned some of the work we've done

18:52

on the brand and the category creation side.

18:54

I think that's a major investment for us in an industry

18:57

where a lot of insurance products are commoditized

19:01

and the differentiation isn't clear.

19:03

Helping us tell the story of our differentiation

19:05

through a number of different channels,

19:07

a number of them are kind of paid social,

19:09

also our organic social channels as well.

19:12

Primarily LinkedIn has been incredible.

19:14

If you know who your audience is,

19:15

not just by demographic, but actually who they are

19:17

and you have their email information,

19:19

you can be incredibly targeted.

19:22

So that's been critical for us as well.

19:24

And then I mentioned just getting out

19:26

and spending time with brokers

19:27

because there's so much involved

19:28

in kind of long-term relationships with those brokers.

19:31

We drive a number of different retention activities.

19:34

Some of those are events driven when we can

19:37

and as we figure out the path forward out of lockdown,

19:41

I think spending time strengthening those relationships

19:43

in person remains kind of critical.

19:46

But we also do simple things, webinars and others

19:50

that allow us to engage with those brokers

19:52

on a regular basis and keep up relationships.

19:55

So there is nothing sacred that we wouldn't cut

19:59

if we felt that broker preferences change

20:01

and finding a way to stay on top of what's working

20:03

and what's not working, it's critical for us.

20:07

- Yeah, I'm curious about from a content piece

20:11

and what they're engaging with

20:13

because obviously cybersecurity is so critical to you all.

20:19

How concerned are they with running their orgs

20:26

versus cybersecurity versus, you know,

20:29

like how do you break down the type of content

20:32

and things that you're creating webinars

20:34

and events and things like that?

20:36

- Yeah, so it's interesting to do a split across

20:39

kind of three categories.

20:41

One is kind of thought leadership

20:43

or driving some understanding of category differentiation

20:46

as we try to change people's minds

20:48

or guide them down a new path.

20:49

So we have that kind of umbrella work that we do

20:52

around active insurance and reimagining your role

20:55

as a broker, so we're investing at a high level.

20:57

Then there's activities that are all about

21:00

how understanding the opportunity

21:02

and how to do your job better.

21:03

So we call it kind of becoming a cyber savvy broker.

21:06

And part of that is what's the monetary value

21:10

of being a cyber savvy broker,

21:12

getting smart about helping your customers

21:14

see the value in cyber.

21:16

And I think, you know, the cyber savvy broker work

21:18

that we're doing has been super valuable

21:20

as we think through the broker experience

21:23

and the broker journey of getting smart

21:25

on technical subjects where you may not have

21:27

a lot of technical background and expertise.

21:30

So spending time helping them get more educated

21:33

has been kind of a key pillar for us.

21:36

And we always say like the best marketing provides value

21:39

before you ask for value.

21:41

So the idea is we want to help brokers get smart

21:43

about cyber or if they use that to position

21:46

and sell coalition wonderful, if they use it

21:47

to do something else and sell another competitor,

21:50

that's the cost of doing business.

21:51

And we think that's great too.

21:52

We bet that rising title I'll float everyone's

21:55

about including our own.

21:57

So we're driving those types of activities as well.

22:00

Other types of work and campaigns

22:01

that are really important for us are just,

22:04

you know, as we get lower down the funnel,

22:05

just explaining the product, the how to, how to use our product.

22:10

What's interesting about coalition is,

22:12

you know, we have a broker experience in broker dashboards

22:14

where you can get access to not only all the quotes

22:19

and potential claims that you might be processing,

22:21

but also things like a risk assessment

22:23

for every potential customer.

22:25

So think of it as a selling aid.

22:26

If you can go to a customer and say to them,

22:28

kind of here's your personalized risk assessment

22:30

rather than we think you have a cyber risk,

22:33

that can be a really effective tool.

22:34

So helping brokers understand that,

22:36

get into the experience, use that as part

22:39

of their selling process has been really valuable for us as well.

22:42

- I love the cyber savvy.

22:47

It's great.

22:48

I think that that's a really cool positioning.

22:51

I'm curious how much of your work is just trying

22:59

to create either bingeable or little tidbits or things like that,

23:04

like short form versus like medium form

23:07

or more of those like deep dive type things.

23:09

'Cause I'd imagine that a broker is sitting there saying,

23:13

hey, with 10% of my, you know, bandwidth,

23:18

I need to be learning about stuff.

23:20

And of that 10%, I don't know, 0.5%

23:23

is gonna be getting cyber savvy, for example.

23:26

Or maybe they don't even know that.

23:27

And then this is their first foray into it.

23:29

So how do you think about creating that cyber savvy

23:32

sort of content?

23:35

- Yeah.

23:37

Well, as a challenge for every marketer,

23:41

how you balance your audience and their level of,

23:45

not just knowledge about your product,

23:47

but just their level of complexity and knowledge

23:50

about your industry and your offering

23:52

is something we always think about.

23:54

And that's true in the broker space

23:56

as it is kind of in cybersecurity as a whole,

23:58

where you have just different knowledge levels.

24:00

So we're actually kind of operating at two levels.

24:03

One is kind of welcoming new brokers in,

24:06

perhaps folks who know that cyber insurance exists,

24:09

but are perhaps less comfortable selling

24:12

and making that digestible to them is something,

24:14

you know, definitely something we think about.

24:15

And, you know, we'll probably start with blog posts

24:19

and think in terms of how do we codify this material

24:22

as something written, see if there's interest.

24:24

And there's so much you can do taking that written content

24:27

at blog posts and spinning it off into a couple

24:29

of little short videos that are easily digestible,

24:31

perhaps some interviews.

24:33

If we create a whole set of blog posts that we like

24:37

that can live together as a series,

24:38

compiling those into a larger downloadable asset,

24:41

which can actually drive leads for us.

24:45

And then there are actually, we do have a number of brokers

24:49

who are really smart on cyber,

24:51

wholesome brokers who spend all their time on that.

24:53

So we also have to kind of continue to show

24:56

our cyber chops and cyber differentiation.

24:58

What's also amazing about coalition is like,

25:01

almost half of our company has a technical background

25:04

and is working on either as a software developer,

25:07

security experts, security engineer,

25:09

instant response team, et cetera.

25:10

So we also want to show off our deep expertise and knowledge.

25:14

So we're generating some of that short snackable content

25:17

for people who are perhaps new.

25:19

We also have some of the more advanced people

25:20

where we're pushing out, you know,

25:22

what you need to know about the log4j vulnerability

25:25

so we can act as an expert and resource for them as well.

25:28

So we have to work on two different paths.

25:30

I think a lot of marketers kind of grapple with,

25:32

hey, I've got either different audiences

25:34

or audiences at different levels of complexity.

25:36

And oftentimes the answer is not,

25:38

have to pick one or the other.

25:39

It's do a little bit of both.

25:41

- Yeah, I think one of the things you said it is really

25:44

fascinating to me about this idea of comfort level,

25:47

that when you're using channel sales,

25:52

they have to be really comfortable to be able to talk about it.

25:56

'Cause otherwise they're never gonna sell, right?

25:59

It's like, no matter if everybody's beating down their door

26:03

to want cybersecurity insurance, sure,

26:07

they're gonna be able to get smart on it.

26:10

But that the savvy person who says,

26:13

hey, I just saw this ad for this webinar

26:16

that's like everything you need to know about cyber insurance

26:20

or everything a broker needs to know,

26:21

like one-on-one level, whatever it is,

26:24

like, okay, you can get them to the level of comfort

26:28

where they say, okay, yeah, I can do this.

26:30

Like, this is something I could make a concerted effort for.

26:34

And then to be able to share that content

26:37

with their customers, right?

26:40

I mean, that's the other piece is like

26:43

getting them smart enough to know about it is one thing,

26:45

but then they wanna be able to share that

26:47

with all the people that they know,

26:48

say, hey, we're the place to go for that.

26:50

And I think that the way that you set it of comfort level

26:54

is a lot more important, you know, here than in enterprise sales

26:59

where, yeah, I could, you know, the stakeholder

27:02

or the champion, the internal champion.

27:06

Yeah, I need to get them comfortable

27:07

to be able to talk about it internally.

27:09

But at the end of the day, like,

27:10

a bunch of people are gonna see our pitch deck,

27:12

a bunch of people are gonna do this.

27:14

They don't need to necessarily be fluent in the solution.

27:16

Whereas for you, for the channels,

27:19

they have to be pretty darn fluent.

27:22

Yeah, that's exactly right.

27:24

And, you know, the savvy product marketers

27:27

or others who may be listening might say,

27:29

hey, a lot of his work sounds like

27:31

just more intense sales enablement.

27:34

And so if you wonder, you know, does product marketing

27:36

actually help you as you go out in your career

27:38

and other jobs across marketing,

27:40

whether it's marketing leadership or elsewhere?

27:43

Like I use a lot of tools, I bring a lot of tools

27:44

out of my sales enablement playbook

27:46

because essentially the channel reps are, you know,

27:49

there are salespeople only, it's more complicated

27:51

because they're not inside and they could choose tomorrow

27:53

to sell someone else's product instead of our product.

27:56

So we use a ton of great tools from sales enablement

28:00

and, you know, things I've learned over my career

28:02

and marketing to help make sure they're empowered

28:04

that they have the resources that they need

28:06

to really be impactful on our behalf

28:09

and hopefully see the value in what they're selling

28:12

and what we've created.

28:14

I'm curious, how do you view your website?

28:15

You have two, so you have Colishnay.com,

28:19

and then you also have control.coallishnay.com.

28:22

How do you view those two websites?

28:24

How do you view websites in general?

28:26

- Yeah, so when I joined the company, I would say,

28:30

the website was not a meaningful contributor

28:32

of leads for us and pipeline and for us, of course,

28:36

we think of mostly about those leads as broker leads,

28:39

getting them signed up and activated.

28:40

So we did a nice retooling of our web experience,

28:44

really designed around those brokers

28:47

to help tell the story for them,

28:48

to help highlight our differentiation.

28:50

And again, when we talk about active insurance

28:53

as a differentiated product offering,

28:56

we try to break that down for brokers,

28:58

both from the technology under the hood

28:59

that you might never see,

29:00

but that just plays out in the risk alerts.

29:03

The thing you might only see as an email,

29:04

but the complex work that happens

29:06

underneath a security alert email

29:08

is pretty astounding to do,

29:11

to not just run a scan of our policy holders

29:15

or potential customers,

29:17

but also to output,

29:19

like to analyze the data from that scan

29:21

and cross-reference it to potential vulnerabilities,

29:24

as well as with data that we have as proprietary claims data,

29:28

instant response data that created risk levels.

29:30

So telling that story has been really important to us.

29:33

We've really been focused on my team jokes

29:35

and Steve Ballmer style.

29:37

If you see any of his old keynote where he got up

29:40

and talked about developers and screamed on stage,

29:42

I've done the same thing around brokers

29:44

who really focus this on our audience in the near term.

29:46

Get the broker journey right,

29:48

figure out how to optimize for broker on-boarding

29:50

and broker activation after education.

29:53

So the journey goes quickly from education

29:55

about active insurance to potentially some resources

29:58

we have on offer,

29:59

whether it's on the e-book on active insurance,

30:01

what it means or our cyber claims report,

30:04

and then give them the opportunity to get activated

30:06

or get appointed, which is really key for us.

30:08

Control is different.

30:09

What's interesting, complex, some days infuriating,

30:13

but mostly fun, is that we're also offering a free product

30:17

and tool to small businesses, right?

30:20

And you don't have to necessarily access

30:22

that tool via brokers.

30:23

So anyone can get their free cyber risk assessment.

30:25

Controls a related domain that you can access

30:28

from our homepage or go direct to control.collisioning.com.

30:32

And so essentially we're slowly creating bifurcated

30:34

experiences for the broker and for small businesses

30:38

or potential policy holders.

30:39

And I think we're still in early days.

30:41

We fully optimize for the broker now.

30:43

I think we're getting better and more measured

30:45

about that journey.

30:46

But we're also kind of slowly stepping

30:48

into the policy holder space,

30:50

or at least the small business space.

30:51

Not because we're trying to sell the insurance

30:53

direct to the policy holder,

30:54

but we're just trying to provide them the tools

30:57

to keep their business safe

30:58

and understand the value of the security capabilities

31:02

we offer.

31:03

So it's a bit of a split audience.

31:04

I think for a marketer,

31:05

that's actually one of the more difficult challenges

31:08

you'll face is how do we create an ecosystem around this

31:11

where you need a healthy ecosystem of demand

31:13

from the broker and from the policy holder.

31:15

And that's something that we work on regularly

31:17

and debate within our organization.

31:20

- Let's switch gears

31:24

to our next segment.

31:28

- The dust up.

31:29

- This is where we talk about healthy tension,

31:31

whether that's with your board, your sales team,

31:33

your competitors or anyone else.

31:35

Don't have you had a memorable dust up in your career?

31:38

- Oh man, well,

31:41

I would say a healthy company in general

31:44

is a marketplace for ideas.

31:46

And I think it needs to be a place for debate

31:49

and a place where you can kind of approach them

31:51

constructively and align on goals.

31:53

So I'll say like, I encourage debate

31:56

and conversation within my own team.

31:59

And like we get into healthy conversations,

32:01

I think all the time,

32:02

especially when there's so much unknowns either

32:04

you're doing something that's never been done before

32:07

or you're taking a new approach to a market

32:09

that might be channel sales,

32:11

whatever it may be,

32:12

or you're debating, I'll tell you,

32:14

things like category and positioning

32:16

are sometimes the hardest challenges

32:18

for marketing and marketing leaders to navigate.

32:21

Because essentially it becomes a conversation of opinions

32:26

without a lot of fact.

32:27

And so I absolutely,

32:28

I've been in those conversations

32:30

that in every job I've ever had,

32:32

there's a combination of like,

32:35

how to pull the right data

32:36

to get some kind of insights,

32:39

not just from your company,

32:40

but also your customers or prospective customers.

32:42

They won't tell you when you're right,

32:44

but they'll tell you when you're way off and you're wrong.

32:47

Then there's a little bit of,

32:49

building internal support.

32:51

And oftentimes that support comes from other leaders

32:55

across the organization.

32:57

And then ultimately figuring out who has to either decide

33:01

and push us to decision or disagree and commit.

33:03

And I would say,

33:04

in every big marketing, positioning,

33:07

and category conversation,

33:09

because it's so subjective,

33:10

there's always someone who has to be the disagreeing committer.

33:13

I've been that person before who said,

33:14

I don't know if this is the idea,

33:15

but if this is the way we're marching, let's go.

33:17

So you have to create that space to have the debate,

33:19

but you also have to be able to drive to decision.

33:22

I'm very lucky in coalition,

33:24

you know, as with the launch of active insurance,

33:25

which could have been a bit controversial.

33:28

Getting to a good place and a good understanding

33:30

with our executive team,

33:32

the goals we were trying to accomplish,

33:34

the ways in which we were trying to do it,

33:35

setting the stage that we will not be fully factually accurate,

33:39

and exact technically to every specification,

33:41

which is sometimes a trap that marketers fall in

33:44

when they're trying to create high level positioning,

33:46

is nailing everything to a technically specific detail.

33:49

You need to set the stage with your high level language

33:51

and then dive into the supporting technical explanation

33:55

and documentation.

33:56

So we were able to get kind of those foundational elements

33:58

decided early on,

34:00

and ultimately, the decision like that comes either the CMO

34:03

or the CEO, hopefully in partnership,

34:05

and that's something that we drove successfully at coalition.

34:08

But also in previous jobs, hasn't always been so easy.

34:12

Disagree and commit models, sometimes a good one

34:14

to help a team navigate a sticky decision.

34:19

Positioning always, always brutal, always, always,

34:23

it's where you gotta have the data,

34:26

everybody's talking about it,

34:27

dated for everything, but you really gotta have like,

34:30

well, this is what our customers physically say,

34:33

this is what people are searching for on the internet.

34:37

This is what, you know, like whatever.

34:38

And this is where we believe the future is headed

34:42

sort of a thing rather than just the like,

34:43

well, I like this word better, you know,

34:47

or this color better or whatever.

34:49

- I like to say that marketing and HR

34:53

often have the hardest jobs because their job is to work

34:57

with people and deal with people and do things for people.

35:00

And we are all people, so we all have opinions

35:02

on how those things should work

35:03

and how they should resonate with us.

35:05

You're right that you should have data,

35:06

data can get you, like I said, really helpful insights

35:10

and tell you if you're way off base,

35:11

but sometimes the magic is figuring out the combination

35:15

of what your customer says they want,

35:18

what's aligned to their value,

35:20

how much you have to shift their perception

35:22

and change their mindset of what your product can be

35:24

and can do and then find the sweet spot

35:28

with a little bit of hopefully someone who has

35:30

some messaging and positioning experience

35:32

as well as some writing experience.

35:33

So I will say data purely as your guide,

35:36

data will get you perhaps 60% of the way they are,

35:39

but there are a number of additional steps

35:41

that you need to take into consideration as well.

35:44

- Let's get into our quick hits.

35:47

These are quick questions and quick answers,

35:49

just like how quickly you can talk to someone

35:52

on qualified.com, we love qualified.

35:55

They are just amazing partner for the show

35:59

and they have been since the very beginning

36:02

qualified prospects are on your website right now

36:04

and you can talk to them quickly with qualified.

36:07

Quick and easy, just like these questions,

36:08

go to qualified.com to learn more,

36:10

Dylan, are you ready?

36:12

- Let's do it.

36:14

- Number one, what is a hidden talent or skill

36:19

that's not on your resume?

36:20

- I grew up in Colorado,

36:23

so spending out time outdoors was kind of de-rigger,

36:27

so spending time was a big snowboarder for a very,

36:29

very long time and it tried to keep it up.

36:32

COVID made it a little harder,

36:33

but spend a lot of time on the hill when I can.

36:36

- Do you have a favorite book, podcast, TV show

36:39

that you've been recently checking out?

36:41

- I mean, I've really loved watching all the recent,

36:47

we crashed and the Theranos and Superpumps

36:50

just seeing the dark side of what can happen

36:53

when we pump up too many folks with perhaps too much VC money.

36:57

I've really enjoyed those and I think they are both

37:00

and enjoyable to watch and perhaps a cautionary tale

37:03

for folks as they navigate the business reality right now.

37:07

- Do you have a favorite non-marketing hobby

37:10

that sort of maybe kind of indirectly

37:12

makes you a better marketer?

37:14

- Beyond the basics of kind of continually reading

37:19

and writing all the time, I'll say travel's always wonderful.

37:21

I mentioned, I think at the top of the show,

37:23

I studied anthropology before I ended up

37:25

in the marketing world and studied journalism,

37:27

so the ability to travel and make connections

37:30

and kind of open yourself up to new ideas around the world.

37:33

It's super critical to be able to make those connections

37:36

with people and at the end of the day,

37:38

that's what marketers are tasked with doing

37:40

is building connections.

37:41

So it's always good to get out of your home,

37:43

especially now that we all work and live and sleep

37:46

and eat in the same four walls.

37:48

- Do you have a favorite marketing campaign

37:52

that you've run recently or over the years?

37:54

- Well, I'm biased in that I've been thinking on

37:58

and coalition terms and active insurance terms,

38:01

which I've been pretty proud of the transformation

38:04

we've been trying to drive.

38:04

We held a huge launch event at the beginning of March

38:08

and it was fun, we got to do everything from

38:09

actually have some people in person

38:11

at an insurance industry event in New York City.

38:15

But we also got to engage some celebrity folks.

38:18

So we had the Eli Manning come to our live event

38:20

in New York City.

38:22

We did a live webcast, active webcast with Brendan Hunt

38:25

known as Coach Beard from Ted Lasso.

38:27

So sorry you won't find that out on the web

38:29

because it was a one time use,

38:31

but the ability to tell that active story

38:34

was a really fun one for us to lean into.

38:37

And I think there's a lot more still we can do with it

38:39

to kind of change perceptions in a legacy industry.

38:43

- If you weren't in marketing, what do you think you'd be doing?

38:47

- If I wasn't in marketing, well, I mentioned

38:52

I'd run some political campaigns in the past.

38:56

And while, I think it's less about working

38:59

on the politics side, but more perhaps in public service.

39:03

I do think about like, you know, as I think about my career

39:06

in multiple chapters and my journey

39:08

and there was a public service journey,

39:10

the marketing and private sector journey has been quite fun.

39:12

I'd love to find myself back in public service in the future.

39:16

I think a lot of our doesn't have to be at the national level.

39:20

I know it can be polarizing at the national level,

39:21

but in our local communities and at local pounds,

39:24

there's a lot of impact that I think people can have.

39:26

So I'd probably find myself back in the public sector,

39:31

or perhaps doing some writing or journalism

39:35

for a local community as well,

39:38

which is perhaps another underserved part

39:41

of our national conversation and our world right now.

39:46

It's just great local journalism as everything's been consolidated

39:49

and moved to the national sphere.

39:51

So hopefully that's not too polarizing for folks,

39:53

but that's where I'd see myself spending my time.

39:56

In that next chapter.

39:57

Absolutely.

40:05

Yeah, well, I would say I've mentioned spending some time

40:18

getting to know your customers and understanding them

40:22

and their journey.

40:23

It's very easy to get caught up in the data of why things are working

40:27

and the data is critical, right?

40:29

You need to be informed by why things are working,

40:31

but sometimes it's not clear the short term or long term trade-offs

40:36

you are making.

40:37

You may have created a really successful campaign that's driven

40:41

a lot of short term interest,

40:43

but what is that doing to your long term brand perception,

40:47

relationships with customers, et cetera,

40:49

depending on the tactics you've used?

40:51

So spending time getting to know customers

40:54

or your prospective customers,

40:56

meeting with them, finding a way to build a bit of a relationship.

40:59

Those relationships always pay off,

41:01

and I'll say that's probably something that's been instilled in me

41:03

from the sales first days is just spending time with customers

41:07

and prospects of understanding who they are,

41:09

what their needs are that will never be due astray.

41:14

So I would highly encourage you to get out,

41:15

spend some time with the folks who are important to you.

41:18

And that will, at the very least,

41:19

just inform the messaging, the positioning, and the tactics

41:22

you decide to use as a marketer going forward.

41:24

- Dylan, that's it.

41:27

That's all we got for today.

41:28

Any final thoughts, anything to plug?

41:31

- No, I'm super thankful for being a part of the podcast

41:34

with you and getting a chance to reconnect again.

41:37

And we already mentioned all the fun stuff you can do

41:40

with Coalition.

41:41

So if you are a small business and you're trying to figure out

41:43

help, go to control.coallitioning.com

41:45

and you can hop on there and get a risk assessment.

41:48

And talk to your broker if you think you need a little bit

41:51

of coverage.

41:52

We're happy to help with that too.

41:54

So I'm glad we got a chance to talk.

41:57

- Yeah, thanks so much Dylan.

41:58

We really appreciate it and take care.

42:01

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