Coyote, Pruven, Honeycomb: The Sure Shot Entrepreneur Newsletter


Hello Reader,

Sure Ventures primarily invests in the pre-seed and seed stages. We recently attended a conference for emerging manager VCs where Peter Walker, Head of Insights at Carta, shared a comprehensive analysis of industry trends. His presentation, which draws on approximately 500,000 transactions recorded since 2018, offers valuable insights into the current challenges and opportunities in venture capital. You can view the presentation here.

Upcoming Event:

I will be speaking to student entrepreneurs at Santa Clara University on Friday, April 17th. If you're in the area and available, we invite you to join us.

– Gopi Rangan, Host of the The Sure Shot Entrepreneur podcast

Startup Corner: Honeycomb

Honeycomb was recently named one of the newcomers on the Forbes 2026 Fintech 50, a list spotlighting the most innovative fintech startups and the founders shaping the future of financial services.

Honeycomb is redefining how financial protection products are distributed and embedded, bringing modernization to an industry long overdue for change. The company now insures more than 30,000 buildings and closed 2025 with $275 million in annualized gross written premiums.

Recognition at this level signals disciplined execution and strong market traction, which is the kind of focused, category-defining momentum that underpins enduring fintech platforms.

New Podcast: Improve Healthcare Access for Overlooked Populations

In Episode 184, I sat down with Jessica Karr from Coyote Ventures to discuss what it truly takes to expand healthcare access in America. Jessica unpacks the structural barriers that keep care fragmented, expensive, and inequitable, and why innovation alone doesn’t fix systemic gaps. We explore how technology, policy, and distribution must work together to reach underserved communities, and why building in healthcare demands patience, regulatory fluency, and deep empathy for patients and players navigating complex systems.

Jessica also reflects on the responsibility founders and investors carry when operating in essential sectors. Improving access is not just about efficiency or margins; it’s about trust, dignity, and long-term outcomes.

Connected Insights: Look Where Others Are Not Looking

My guest in episode #55 was Ramneek Gupta, the founder of Pruven Capital. Ramneek urged founders and investors to “look where others are not looking.” Like Jessica, Ramneek emphasizes serving underrepresented and overlooked communities—not as charity, but as opportunity. Durable companies are often built in markets incumbents ignore. The common thread is conviction and the willingness to engage with complexity, regulation, and long sales cycles in order to serve populations that truly need better solutions.

Community Involvement: Reproductive Freedom for All

Beyond her professional work, Jessica Karr supports Reproductive Freedom for All, an organization dedicated to advancing reproductive health, rights, and justice. Its mission centers on ensuring individuals have the autonomy and access necessary to make informed healthcare decisions.

For Jessica, improving healthcare access extends beyond startups; it’s about protecting the broader systems that empower people to control their own health journeys.

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Sure Shot Entrepreneur Newsletter

Enable Peace of Mind for all. We believe in mission-driven entrepreneurs at the earliest stages before the rest of the world realizes the impact of their visionary ideas. This newsletter pairs well with our podcast that shares all the funders and founders' knowledge to startup and scale your ideas. All the best, Gopi

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