Ever wondered what makes the Shaan Puri portfolio such a source of fascination in the startup world? If you’re a founder or investor seeking to decode what separates top-tier angel investors from the crowd, you’ve probably considered how Shaan Puri picks companies, what patterns he sees, and what you can apply to your own journey. This article unpacks Shaan’s most notable startup investments, dives into case studies and exit outcomes, and pinpoints founder lessons—leveraging insights and analysis you won’t find anywhere else, including exclusive research from Capitaly.vc.

You’ll get:
Shaan Puri is a former CEO, serial founder, and host of the popular "My First Million" podcast. But his reputation as an angel investor—backed by a dynamic, high-conviction portfolio—puts him at the epicenter of Silicon Valley conversations. Shaan combines hands-on startup experience with a relentless curiosity. As a result, his bets often ride the edge of new-vs-proven, winning him both acclaim and attention.
The Shaan Puri portfolio is famously diversified, but certain themes emerge. From a Capitaly.vc analysis, we see heavy weighting in:
This tilt is no accident; it mirrors Shaan’s worldview that platforms empowering new kinds of work and collaboration will drive outsized returns.
Shaan has publicly confirmed more than 40 startup investments as of 2023, though some sources estimate the true number is closer to 60+. His typical check size ranges from $25,000 to $500,000, depending on deal stage and conviction.
Portfolio exits turn theory into reality. Here are a few headline-making Shaan Puri exits:
For more strategies on building toward an exit, see our analysis: The Anatomy of a Successful Startup Exit.
No investor bats 1.000. Shaan Puri’s portfolio includes duds, too. He’s notably transparent here—sharing stories on X (Twitter) about missed opportunities or write-offs, like over-indexing on fads (one example: a now-defunct NFT project), and what he learned each time.
Shaan prefers early-stage rounds:
He openly prioritizes founders and markets over "perfect" traction.
Shaan looks for “momentum behind the momentum” plays—betting on inflection points. For instance, he invested in Clubhouse just as audio social apps boomed, and in Notion when remote collaboration demand spiked. This approach relies more on intuition and founder signaling than conventional TAM analysis.
Capitaly.vc’s pattern recognition surfaces these three:
If you’re a founder, build these traits into your own pitch—it's what resonates most!
Unlike some VCs who get lost in spreadsheets, Shaan spends most of his diligence time interacting with founders. He asks:
He backs people, then bets on products.
Many founders cite Shaan as one of the fastest "yes" deciders. He's shared stories of wiring money within hours of seeing a deck—when conviction is high. His tweetstorm on “investing in a DM,” went viral for precisely this reason. For advice on fundraising speed, check out: Speed Matters in Early-Stage Fundraising.
Shaan generally “sprays” smaller initial checks to learn quickly, then “prays” for the true outliers by doubling down on breakout winners—mirroring a barbell approach. He’s more likely to participate in follow-ons when companies hit habitual usage by users or clear product-market fit.
The Shaan Puri portfolio is dotted with co-investors like Naval Ravikant, Sahil Bloom, and some of the best-known syndicate leads. Shaan often leverages his podcast and Twitter presence to share deals, building a "power network." Often, companies see a funding bump after a public nod from him.
Worth noting—more than two-thirds of Shaan Puri’s portfolio comes through:
This flywheel gives him continuous, high-quality deal flow with minimal cold outreach. For more on filling your pipeline, read How to Build a Robust Investor Network as a Founder.
Shaan rarely gets bogged down in heavy diligence. He relies on frameworks like:
He’s openly skeptical of early financial projections—like most seasoned angels.
Landing early in Notion, now a productivity unicorn, came down to Shaan’s ability to:
As Notion crossed 1 million users, the signal was clear—the right bet, at the right time.
Unlike most investors, Shaan is wary of “too much fundraising polish”—if a startup’s fundraise deck looks like a Fortune 500 project, he loses interest fast. He watches for:
In his words: “Ugly but useful beats polished but pointless.”
Shaan is known for brutal, clear, and incredibly valuable advice—delivered in DMs, calls, or podcast shout-outs. Portfolio founders report:
Looking across his less successful bets, common startup fail-modes include:
Steer clear, and watch for these traps in your own company.
The best cold approaches reflect:
Even better—get referred by a founder in his portfolio.
Our research finds Shaan has created a “personality-driven” investment model for this new era:
It’s a playbook any modern founder—or angel—can adapt. And if you want to dive deeper into actionable angel investment tactics, read the expert analysis at How to Make Your First Angel Investment.
The Shaan Puri portfolio stands as a living case study for modern startup investment. Founders can learn the importance of founder-first investing, speed, and community-driven deal flow by analyzing how Shaan makes decisions, supports companies, and iterates his process. Adapt the founder patterns, tools, and outreach tips outlined above to unlock your own fundraising advantage. And don’t forget—success is about smart relationships as much as smart bets. For more exclusive investor research and actionable analysis, subscribe to Capitaly.vc Substack and raise capital at the speed of AI.