Ready to build your own Founder-Led Growth engine? Book a Strategy Call
Frontlines.io | Where B2B Founders Talk GTM.
Strategic Communications Advisory For Visionary Founders
Sola doubled down on their initial onboarding experience a year ago—thorough explanations, hand-holding, transparent selling—which became their primary growth lever. In industries with multi-generational gatekeepers (insurance agencies operating 50-100+ years), the first interaction sets the entire relationship trajectory. Wesley spent two years building this motion before hiring a sales team to scale it. B2B founders entering channels where reputation is inherited across generations should over-index on onboarding quality and systematize it before attempting to scale volume.
Sola attended independent agency conferences in secondary markets—Wichita, the Ozarks, Gulf Shores—purely for operator discovery. They learned agencies think about hail constantly but never consider working with new carriers. This insight shaped everything: their positioning as complementary (not competitive), their Lloyd's of London backing as a trust signal, and their claims experience as the real differentiator. B2B founders should use industry events in non-tier-one markets to understand channel economics and decision criteria before building any sales collateral.
Sola asks for referrals after 1-2 months or after the first quarter—specific moments when trust is established but recent enough to act on. They also built referral mechanisms into their platform. But the forcing function is that agencies proactively call each other to ask "How did Sola handle claims for your customer?" before recommending them. B2B founders should identify the 2-3 milestone moments where customers have conviction, build prompts into those touchpoints, and ensure their highest-stakes product moments (like claims) create organic word-of-mouth through peer verification.
Sola built sales infrastructure first because agency distribution was validated. They scaled that to Series A. Only now—with proven product-market fit—are they hiring content specialists, SEO experts, visual designers, and marketing strategists to build brand authority and generate inbound leads. Wesley explicitly states "we know that will be extremely important...it just happened that we started with sales motion first." B2B founders should resist the pressure to build balanced GTM orgs and instead sequence investments based on which constraint—distribution, product, or awareness—is actually limiting growth at each stage.
The traditional indemnity claims process is subjective: roofers knock on doors post-storm claiming they can get insurance to pay regardless of actual damage, leading to unnecessary replacements, attorney involvement, and insurance companies paying out to avoid litigation. Sola eliminated this entirely by using objective parametric triggers—hail diameter, storm duration, damage indicators—to determine when roofs actually need replacement. This reduced fraud, lowered loss ratios, enabled affordable premiums, and compressed claims time to days. B2B founders should identify where their industry has systematic inefficiency or fraud and build products that architecturally eliminate it rather than making the broken process slightly better.
Most insurance startups die trying to break into a channel controlled by multi-generational family businesses. Sola Insurance did the opposite: they turned those gatekeepers into their primary growth engine.
In a recent episode of BUILDERS, Wesley Pergament, Co-Founder and CEO of Sola Insurance, shared how his company evolved from a weather data insight into a Series A-backed natural disaster insurance provider—without running outbound sales for over a year.
The insight that started everything came from an unusual place. Wesley had joined a flood insurance startup, drawn not by insurance itself, but by weather data. “What intrigued me was not the insurance component as much, but more so the weather data and how they were using satellite imagery, aerial imagery, and NOAA National Weather Service data,” Wesley explains.
The data revealed something that traditional insurance wasn’t exploiting: it could pinpoint exactly where damage occurred. This led Wesley to a fundamental question: “If the data is telling us exactly where the damaged areas are, why can’t we actually bake it into the core insurance product itself? Rather than needing to send out adjusters who estimate the value of the loss, we could use that data to be able to get money into the hands of homeowners faster, build a more objective claims experience.”
Sola launched with tornado insurance, expecting to go live within months. Nine months later, they finally launched—insurance regulatory approval moves slower than most founders anticipate.
But those nine months of relationship-building with agencies and reinsurers revealed something critical. “It was about month two or three when we started to realize that hail was a really big issue,” Wesley recalls. “We kept hearing hail over and over again. And at some point were like, maybe we should look into this.”
The data confirmed what agents were signaling. Hail officially crossed over as the costliest natural disaster in the U.S. this year, surpassing hurricanes and wildfires over the last 25 years. The market timing was perfect—agents were experiencing the problem acutely, and carriers were actively retreating from the risk.
Understanding Sola’s positioning requires understanding the structural shift in home insurance. “You might have been able to get a home insurance policy in like Dallas, Texas, for example, with maybe it was $2,000 a year with $1,000 deductible,” Wesley explains. “Now that same policy might be $4,000 a year. And now you might have a separated out wind and hail deductible, where your normal deductible might be $2,000, for example, and then your specific wind and hail deductible might be 15 or $20,000.”
The economics broke for homeowners. Roof replacements cost $10,000-$20,000. Wind and hail deductibles jumped to $15,000-$20,000—effectively excluding roof coverage entirely. “Roofs were the number one home insurance claim” five years ago, Wesley notes. Now they’re functionally uninsured.
This created Sola’s strategic positioning: complementary infrastructure, not competition. “It’s not that we’re kind of like a nice to have or an add on. We’re becoming a fundamental part of that home insurance package,” Wesley emphasizes. Homeowners now answer the question “Who’s your home insurance with?” as: “Nationwide or Allstate and then the Sola policy to be that primary coverage on my roof.”
Sola’s distribution strategy started with regional conference immersion—not in tier-one markets, but in Wichita, Kansas, the Ozarks in Missouri, and Gulf Shores, Alabama. Pure discovery, zero selling.
What Wesley learned shaped their entire GTM approach. Independent insurance agencies are multi-generational businesses. “Their grandfather ran the business, their father’s running the business and now they’re running the business. And so they’ve been in a community for could be 50, 100 plus years,” he explains.
This matters operationally. When agencies recommend a carrier, they’re staking inherited community trust on that decision. “When a new carrier comes to them, of course they’re skeptical. They want to make sure that they’re doing right by their customers and they’re providing the right coverage,” Wesley notes.
The discovery revealed the real constraint: agencies think about hail constantly but never consider working with new carriers. The barrier wasn’t relevance—it was trust infrastructure.
Sola’s solution combined credible backing (Lloyd’s of London, A.M. Best rated paper) with exceptional onboarding execution. “About a year ago, we really doubled down on just our first call onboarding experience. Hand holding everything, transparently selling the products, making sure everything is very thoroughly explained and that they know that we’re going to take care of their customers when they need it,” Wesley shares.
This investment unlocked something remarkable: pure referral growth at scale. “For the last year or so, we have done no outbound. It has all been insurance agents referring other insurance agents who are like, hey, I know hail is an issue for you. It’s an issue for everyone. You should check out Sola. They have a great product, they have a great team. They’ll get you set up and fully explained everything.”
The mechanics are systematic, not accidental. Sola asks for referrals at specific trust milestones: “After they’re going for a month or two months or maybe after their first quarter, we’ll start kind of asking the question, hey, do you know other insurance agents in your area? So that’s baked into our sales motion.” They also built referral mechanisms directly into their platform.
But the forcing function runs deeper than prompts. The insurance agent community is tightly networked, and they verify with each other before making referrals. “The way that we handle claims is often really important because the insurance agent will be in the know of how that claims experience went,” Wesley explains. “When we’re talking to a new insurance agent, they’ll ask the old insurance agent, hey, how was the claims experience with Sola? How did the homeowner respond to the claims experience?”
The product’s highest-stakes moment—claims handling—became the peer verification point that drove organic referrals.
Traditional hail claims are structurally broken. “After a hailstorm happens, a roofer will knock on your door and say, hey, I can get your roof replaced and your insurance company to pay for it, regardless of even knowing if there was damage or not,” Wesley describes.
The result: unnecessary replacements (often just cosmetic granule loss with no structural issues), attorney involvement to pressure payouts, and insurance companies settling to avoid litigation. Claims take months. The subjectivity creates both fraud and terrible unit economics.
Sola eliminated the entire process architecturally. “Rather than the subjective claims experience, we use objective weather data,” Wesley explains. “If you can pull together like hail diameter, duration of the storm damage indicators, you can actually build an objective system that figures out when a roof needs to be replaced.”
They rebuilt policy forms and modeling from scratch around parametric triggers—weather data thresholds that objectively determine damage. “We can greatly reduce our fraud, lower our loss ratios, and then pass those savings on to the homeowner in the form of more affordable premiums,” Wesley notes.
The claims experience became a competitive advantage: “Our average claims time is a few days to a week rather than months.” This speed, combined with objective determination, is what agencies verify with each other before making referrals.
Sola’s GTM build-out followed a deliberate constraint-based sequence: sales infrastructure first, product scaling at Series A, marketing investment now.
“We built out the company with a priority around kind of like our sales motion and like territory sales managers and account managers,” Wesley explains. That validated the agency channel and proved the referral mechanics worked. Series A funding enabled product scaling and hiring more sales team members.
Only now—with proven distribution and product-market fit—are they investing in marketing. “As our company is scaling and we’ve closed our Series A and the wind and hail product has really just exploded…marketing is becoming an extremely important part of what we need to do. And so actually we now have a lot of roles open around marketing. We’re hiring like content and SEO specialists and visual designers and marketing strategists.”
The goal shifts from distribution access to brand authority: “How can we naturally funnel more people to us and also not only that, but establish ourselves as a professional authority around this wind and hail related damage.”
Wesley is explicit about the sequencing logic: “We know that will be an extremely important part of the future of the company. It just happened that we kind of started with our sales motion first.”
This approach avoids the trap of building balanced GTM organizations prematurely. Instead, Sola over-indexed on the single constraint limiting growth at each stage: first distribution access (sales), then scaling proven channels (Series A product investment), now awareness generation (marketing).
Sola’s long-term thesis extends beyond hail. “If we find there’s a lot of fraud going on in the insurance industry and we can reduce that fraud, we can then lower those premiums and pass those savings on to the homeowner,” Wesley explains.
Hail represented the largest fraud opportunity—tens of millions of affected homes annually, tens of billions in losses, and systematic abuse of subjective claims processes. But the parametric model applies to other natural disasters.
“Eventually, we want to become the go to natural disaster insurance provider, not only across homeowners, but also across commercial insurance,” Wesley shares. The hypothesis: once they build trust and reputation solving hail, customers will seek them out for other coverage. “People in California from wildfires or people in Florida with hurricanes will actually seek out a company, seek out Sola, and be like, hey, do they offer a wildfire product? I know what they did in the wind and hail space. I want to be working with a company like that.”
The vision: “We see ourselves as becoming the premier go to solution for natural disaster risk for commercial and homeowner properties.”
Sola’s journey reveals that in regulated industries with entrenched distribution channels, the path to scale isn’t product innovation alone—it’s perfecting the first-call experience so thoroughly that gatekeepers stake their inherited reputation on referring you. By systematizing referral asks at trust milestones, rebuilding claims around objective triggers, and sequencing GTM investments around validated constraints, they built a growth engine that runs without outbound. The lesson for B2B founders: identify your highest-stakes product moment, make it peer-verifiable, and let gatekeepers do your selling.