
What does it take to build a startup that transforms an old-school industry? In a recent episode of the Startup Growth Podcast, Travis Hedge – co-founder and Chief Revenue Officer of Vouch – shared his journey of building an insurance startup by founders, for founders. From his entrepreneurial upbringing to scaling Vouch from zero to 6,000 customers and over $100 million in revenue, Hedge’s story is packed with insights on identifying market gaps, hustling for early traction, leveraging technology, and knowing when to shift from growth to profitability. This article distills the conversation’s key themes into actionable insights for startup founders and operators. We’ll explore Hedge’s entrepreneurial DNA, how Vouch is solving a critical gap for tech companies, strategies for go-to-market and product-market fit, the role of AI in modern insurance, essential insurance knowledge for startups, and the inflection points that defined Vouch’s growth. Let’s dive in.
Travis Hedge’s Entrepreneurial DNA and Background
Travis Hedge’s pathway to entrepreneurship was shaped long before Vouch launched. He “grew up in an insurance business,” with parents who worked as insurance brokers. In Hedge’s words, “our dinner table was the boardroom,” indicating how business and risk management were common dinner conversations in his household. This early exposure instilled in him the DNA of entrepreneurship – a comfort with business discussions and a knack for identifying opportunities – from a young age. Despite initially wanting to follow in his parents’ footsteps as a broker, Hedge took a detour that would prove invaluable: he built a career in venture capital, focusing on insurance and fintech startups. He worked on venture investing at Nationwide’s corporate VC arm and later at SVB Capital (the venture arm of Silicon Valley Bank). This experience gave him a front-row seat to the startup world. He evaluated and invested in early-stage tech companies, including notable startups like Root Insurance and Opendoor, which were reinventing traditional industries. Observing these innovative companies, Hedge noticed a recurring problem: many startups with great ideas were “held back by insurance that hadn’t changed at all.” In other words, while technology companies moved fast and broke new ground, their insurance options remained stuck in the past. This blend of family business insight and venture capital experience formed the perfect storm for Hedge’s entrepreneurial leap. He had deep industry know-how from dinner-table lessons and a broad perspective from evaluating dozens of startups as an investor. These insights converged in 2018 when Hedge co-founded Vouch, an insurance platform exclusively designed for startups. As he puts it, he was driven to fix the problem he kept seeing: innovative companies shouldn’t fail or be stunted due to outdated insurance. This mission — “companies should fail for the right reasons” (i.e., not due to avoidable risks) — became a guiding principle for Vouch’s creation.
Spotting a Gap in the Insurance Market for Tech Startups
Traditional insurance companies didn’t understand startups – and that disconnect created a huge market gap. Hedge saw firsthand that buying insurance was a nightmare for young tech companies. Startup founders often found the process confusing, slow, and misaligned with their needs. In fact, many legacy insurers simply couldn’t grasp the business models and risks of tech startups. As one Silicon Valley founder lamented, getting insured felt “like pulling teeth,” with cumbersome applications, months of waiting, unclear pricing, and mandatory coverages that didn’t fit. Such horror stories were common: policies could take 6–9 months to secure and arrive bloated with irrelevant provisions, all while founders struggled to understand what they were even paying for. Why was it so hard? In short, most insurance providers didn’t cater to the unique profile of startups. They treated a two-person software startup the same way they’d treat a traditional small business, resulting in mismatches and frustration. Hedge observed that incumbent insurers were out of sync with how startups operate. Startups move fast, pivot quickly, and often lack the lengthy operating history or stable risk profile insurers typically want. The result was an underserved market: thousands of new tech ventures with real risks but no easy way to protect against them. Vouch was born to bridge this gap. Hedge and his co-founder (Sam Hodges) set out to create “a new kind of insurance company for startups, built by founders for founders.” This meant redesigning business insurance from scratch with the needs of technology companies in mind. Instead of paper forms and one-size-fits-all policies, Vouch built a digital-first platform that streamlines the entire insurance process. They leveraged data and technology at every step. For example: rather than making a founder fill out dozens of confusing questions, Vouch can pull relevant data or use smart intake forms to gather info. And rather than relying solely on centuries-old actuarial tables, Vouch uses proprietary algorithms to underwrite policies, pricing coverage based on metrics that make sense for startups. By doing so, they often slash costs and cut down approval times compared to traditional insurers. Importantly, Vouch tailored its products to cover startup-specific risks. Typical general liability insurance might overlook things like a lawsuit over a software bug or a co-founder dispute – but those can be existential threats to a young tech company. Vouch’s policies are designed to cover scenarios that tech founders worry about, from cyberattacks on a cloud service to lawsuits over intellectual property or even the failure of an algorithm. For instance, Vouch introduced new offerings like “Work From Anywhere” coverage (to protect remote startup teams’ equipment) and enhanced cloud outage coverage for tech firms. They even launched a first-of-its-kind “AI Insurance” product to help AI startups survive potential lawsuits in the emerging generative AI industry. All of these are responses to gaps that old insurers didn’t address. In sum, Hedge identified a classic entrepreneurial opportunity: a fast-growing customer base (tech startups) ignored by existing providers. By understanding startups on a granular level, Vouch could provide faster, easier, and more relevant insurance. As a result, it quickly became “the go-to insurance provider for the startup ecosystem,” a status it earned by solving a pain point that Hedge knew all too well from his VC days.
From 0 to 6,000 Customers: Scaling an Insurtech Startup to $100M Revenue
Launching Vouch was just the beginning – the real challenge was scaling it. In the few years since its founding (Vouch launched its first policies in 2019), the company has grown explosively. Hedge shared that Vouch went from ground zero to serving over 6,000 customers, on its way to $100 million in annual revenue. This kind of growth is exceptional in the insurance industry, which is notorious for high barriers to entry. How did they do it?
The journey from zero to 6,000 customers wasn’t smooth every step of the way – Hedge would be the first to admit that startups rarely grow in a straight line. But by focusing on a real market gap, delivering value, and scaling intelligently, Vouch built a genuine growth engine. For founders reading this, the takeaway is: if you solve a hair-on-fire problem and keep your focus, rapid growth can follow. But acquiring those first customers is often the hardest part, which brings us to the next lesson.
Hustling for Early Customers vs. Relying on Partnerships
In the early days of a startup, brute-force customer acquisition is often necessary. Travis Hedge emphasized that new founders shouldn’t count on big partnerships or channels to magically deliver customers at the start – you have to hustle and win them one by one. With Vouch, the team rolled up their sleeves and went directly to where founders hang out: tech meetups, accelerator demo days, online startup forums, and personal introductions. Hedge himself tapped into his VC network, reaching out to investors and founders he knew to evangelize Vouch’s offering and snag those crucial first clients. This hands-on, outbound hustle was key to getting initial traction.
Why not simply partner with big players for distribution? Hedge learned that early-stage startups have little leverage to form impactful partnerships. Before Vouch had a track record, large banks or platforms were hesitant to stake their reputation on an unknown insurance provider. Instead of waiting for an “easy button” partnership, Vouch created its own momentum. They personally onboarded dozens of startups, which then became referenceable case studies. This grass-roots approach is often what it takes to prove value. As Hedge shared, you have to do things that don’t scale in order to scale later on – meaning the founders might be cold-emailing customers, providing white-glove service, and manually handling processes initially to build trust and learn what works.
However, partnerships did become important once Vouch had established itself. Hedge described it not as an either/or but a timing issue. In the beginning, brute force is your best bet; later, partnerships can accelerate growth exponentially. Vouch eventually forged alliances with many of the key players in the startup ecosystem: leading VC firms, accelerators, law firms, and banks. Through these relationships, Vouch could be introduced to startups as a trusted provider via someone the founder already trusts (their bank or investor). They also pursued embedded insurance – integrating Vouch’s services into platforms startups use. These channels now produce a steady flow of customers at scale, far beyond what cold-calling could do.
The key lesson is sequencing: nail your direct sales motion first, prove out customer love for your product, and then leverage that success to form partnerships on favorable terms. Early on, Hedge advises, don’t be afraid to pound the pavement yourself. The insights you gain from those hands-on sales – what messaging resonates, which features close the deal, what objections customers have – are invaluable. That knowledge not only helps refine the product but also makes you a better partner when you do sit at the table with bigger potential allies. You’ll know your customer and value proposition inside out, which makes for more convincing partnership discussions.
In summary, “brute-force” customer acquisition is the ignition; partnerships can be the fuel for the fire once it’s lit.
Blending Venture Capital and Operator Experience: Key Lessons
Travis Hedge’s unusual career path gave him a dual perspective: he’s been the investor evaluating startups and the operator building one. This blend of venture capital insight with hands-on operating experience yielded several key lessons:
In essence, Hedge’s dual background taught him to think like an investor, but execute like an operator. For founders, cultivating both mindsets can be powerful: the investor mindset ensures you’re always considering the return on effort and the long-term strategy, while the operator mindset keeps you grounded in customer needs and execution realities. Not everyone will have worked in venture capital, of course. But you can simulate that by seeking mentorship from investors or experienced board members who push your strategic thinking – and then combining it with your own deep knowledge of your business’s nuts and bolts.
Go-to-Market Strategy and Finding Product-Market Fit
How did Vouch find product-market fit (PMF) in an industry as complex as insurance? Hedge’s approach to go-to-market (GTM) strategy offers useful lessons:
For founders seeking product-market fit, Hedge’s approach underscores a few takeaways: know your customer’s pain intimately, target a specific niche to start, make your early users wildly successful (and vocal about it), and keep improving your product-market alignment through feedback. Even in a complex domain, these basics hold true. Vouch’s success was not about some growth hack; it was about doing the fundamental things right in their go-to-market until the product fit the market so well that growth became self-sustaining.
Leveraging AI and Automation in Modern Insurance (and Sales)
No modern startup story would be complete without mentioning technology like AI. Vouch operates in an old industry, but it’s as much a tech company as it is an insurance company. Travis Hedge spoke about how AI and automation have been woven into Vouch’s DNA from the start – and how they’re increasingly important in both the insurance product and the company’s internal processes.
On the product side, Vouch uses data science and AI to do things that once required armies of underwriters. Traditionally, getting an insurance policy meant lots of human effort to assess risk. Vouch instead built an automated underwriting platform that can evaluate a startup quickly. It pulls in data and uses algorithms to predict risk and price the policy. These proprietary algorithms enable Vouch to undercut traditional insurers on cost and response time.
For example, where a legacy insurer might manually review a 20-page application over a week, Vouch’s system can instantly flag the key risk factors and auto-approve standard cases. This doesn’t just save time; it also means lower operating costs, which can translate into more affordable premiums for customers. Hedge also highlighted how automation improves the customer experience. Vouch’s online platform can automatically generate Certificates of Insurance or proof of coverage for customers 24/7.
Internally, the team can use AI tools to draft outreach emails or analyze which sales approaches yield the best conversion, saving countless hours. Hedge noted that embracing these technologies early gave Vouch a competitive edge in efficiency. While older insurers are only now exploring AI, Vouch was built with a modern tech stack, so adding an AI feature is relatively frictionless for them.
A very tangible example of Vouch’s tech-forward approach is their response to new industries: when the wave of AI startups surged, Vouch didn’t just create a policy for them, they did so in a data-informed way. They published an “AI Risks Decoded” report highlighting the top 5 risk sources for AI startups and used that insight to craft their AI Insurance offering.
Startup Insurance 101: Timing, Costs, and Types of Coverage
One of the most actionable parts of Travis Hedge’s discussion was about insurance essentials for startups. Many founders are unfamiliar with business insurance – it’s often an overlooked topic until it’s suddenly critical. Hedge offers a mini playbook on what coverage startups need, when to get it, and how to think about costs.
Inflection Points in Vouch’s Journey: From Hyper-Growth to Profitability
Every scale-up faces moments where it must adapt to new realities. In Vouch’s growth story, Travis Hedge highlighted a few major inflection points – strategic shifts or milestones that defined the company’s trajectory:
For startup founders, what do these inflection points teach us? A few things:
Hedge’s journey with Vouch illustrates that startups are not a static strategy – they evolve. The best founders navigate inflection points by staying clear-eyed about their long-term vision (in Vouch’s case, modernizing insurance for the tech economy) while being flexible in execution tactics as conditions change. Vouch’s current chapter, where it’s aimed at profitable growth, might be less headline-grabbing than its early hyper-growth days, but it’s arguably the more critical one for building an enduring company. As Hedge would likely agree, growth for growth’s sake is fleeting – building a sustainable, profitable business is the real endgame.
Conclusion
Travis Hedge’s experience with Vouch offers a rich case study in modern entrepreneurship. From identifying an overlooked problem through personal insight, to methodically building a solution and scaling it, to adapting when the winds shift – each phase has lessons that any startup founder can apply. To recap some of the key takeaways for founders and operators:
In the end, Travis Hedge and Vouch underscore a hopeful message: even in a legacy industry like insurance, innovation and customer-centric thinking can create massive value. For all the founders reading, the intersection of an old problem with a new approach is fertile ground – if you have the grit to pursue it. As Hedge might say, insure your startup’s success by combining entrepreneurial passion with thoughtful risk management and relentless execution. The journey from 0 to 6,000 customers is tough, but with insights like these, you’ll be better equipped to navigate it. Onwards and good luck building the next big thing!