Mistral, K9, TrustLayer: The Sure Shot Entrepreneur Newsletter


Hello Reader,

Your attention is valuable, and we never take it for granted, even when you've chosen to open this email. In this edition, venture investor Pablo Srugo shares his insider playbook for founders looking to capture (and keep) investor attention.

While I have your attention, don't miss an eye-opening analysis on AI adoption trends from researchers Peter Zemsky and Ricky Wong, who've mined Github data to uncover which companies, regions, and industries are leading the AI revolution.

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

Startup Corner: TrustLayer

TrustLayer and Nationwide have joined forces to simplify and secure insurance verification for commercial customers. This innovative partnership enables real-time validation of insurance policies, eliminating outdated, paper-based processes.

Rob Chenoweth, VP of National Technical Underwriting at Nationwide, explains, "This relationship with TrustLayer is designed to simplify the insurance verification process for our customers and distribution partners."

TrustLayer’s AI-powered platform ensures businesses can securely automate verification for insurance, licenses, and compliance documents—addressing a significant pain point for enterprises across industries.

Now on to the new podcast episode!

New Podcast:

Look for Early Believers, Not Just Capital Providers

My guest in Episode #158 was Pablo Srugo, partner at Mistral Venture Partners and host of The Product Market Fit Show, shares his journey from co-founding startups like Gymtrack to becoming a venture capitalist focused on seed-stage investments.

Pablo reflects on the lessons he learned as both a founder and an investor, including raising $6 million for a wearable tech company and facing the challenges of a failed acquisition. He emphasizes the importance of founder passion, solving top-priority customer problems, and understanding the "why" behind ventures. With only 10% of first meetings turning into investments, Pablo offers an honest look at what makes founders stand out and succeed.

Connected Insights: How Venture Capital Drives Real-World Change from Sandhill Road

In episode #111, my guest was Manu Kumar, founder and partner at K9 Ventures, who invests at the "frighteningly early" pre-seed and seed stages. Manu explained how his solo GP model enables him to build deep, high-conviction relationships with founders during the inception of their ideas. Like Pablo Srugo, he emphasizes the importance of founder conviction and solving meaningful, impactful problems.

Manu highlighted the transformative potential of venture capital when paired with founder passion and a clear vision. His investments in Twilio and Lyft exemplify the power of high-conviction bets. Reflecting on Twilio, he shared: "I ended up sitting next to a Twilio co-founder at a dinner. He described how they were putting telephony in the cloud. Having worked with expensive hardware for the same problem, I knew instantly that this was brilliant."

His story with Lyft (originally Zimride) underscores the value of persistence. Although he couldn’t align on terms with the founders in 2009, Manu stayed in touch for over a year. Impressed by their determination, he joined their seed round when the opportunity arose.

Community Involvement: AchieveKids

For more than a decade, I have volunteered as a board member at AchieveKids. For over 60 years, AchieveKids has created opportunities for students between the ages of 5 and 22 in special education through exceptional schools and collaborative educational services. They enable students with special needs to achieve the maximum possible self-reliance and quality of life, and look to the future with confidence.


Have questions or feedback? Reply to this message and we will get back to you

This message is sent to Reader from: 616 Ramona St, Suite 20, Palo Alto, CA 94301

Unsubscribe · Preferences

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

Read more from Sure Shot Entrepreneur Newsletter

Hello Reader, At Sure Ventures, my strategy is to build a focused portfolio of 15 to 20 startups per fund. The philosophy behind this concentration is the commitment to founders that every investment is important. This approach requires that VCs like me have the necessary intent, bandwidth, and skill to actively support founders in their journey toward building a successful business. A fund with 75 companies is considered highly diversified, a style that is seen as controversial because it...

Hello Reader, The venture capital landscape is constantly changing. New talent joins the ecosystem at junior levels, developing their skills over time. Experienced leaders transition from successful careers into senior VC roles or launch their own firms. For me, launching Sure Ventures meant stepping away from lucrative, prestigious roles mid-career. It has been incredibly rewarding and, truly, the best job in the world. This week, I'm highlighting two different perspectives on the industry....

Hello Reader, This September, I had the pleasure of interviewing Oren Zeev at the Counterpart Ventures annual conference for corporate VCs. We discussed his notably independent thinking and penchant for making bold, contrarian bets. Just last week, one of the companies where he was the very first investor, Navan, went public at a spectacular $6.2 billion valuation. You can see my Linkedin post highlighting both Oren’s and the startup's incredible success. My latest podcast episode features...