3563: Vijay Rajendran on Why Startup Advice Fails When Reality Kicks In

What really happens after the startup advice runs out and founders are left facing decisions no pitch deck ever prepared them for?

In this episode of Tech Talks Daily, I sit down with Vijay Rajendran, a founder, venture capitalist, UC Berkeley instructor, and author of The Funding Framework, to discuss the realities of company building that rarely appear on social feeds or investor blogs. Vijay has spent years working alongside founders at the sharpest end of growth, from early fundraising conversations through to the personal and leadership shifts that scaling demands. That experience shapes a conversation that feels refreshingly honest, thoughtful, and grounded in lived reality.

We explore why building something people actually want sounds simple in theory yet proves brutally difficult in practice. Vijay explains how timing, learning velocity, and the willingness to adapt often matter more than stubborn vision, and why many founders misunderstand what momentum really looks like. From there, the discussion moves into investor relationships, not as transactional events, but as long-term partnerships that require founders to shift their mindset from defense to evaluation. The emotional and psychological dynamics of fundraising come into focus, especially the moments when founders underestimate how much power they actually have in shaping those relationships.

A big part of this conversation centers on leadership identity. Vijay breaks down the messy transition from being the “chief everything officer” to becoming a true chief executive, and why the most overlooked stage in that journey is learning how to enable others. We talk about the point where founders become the bottleneck, often without realizing it, and why this tends to surface as teams grow and decisions start happening outside the founder’s direct line of sight. The plateau many companies hit around scale becomes less mysterious when viewed through this lens.

We also challenge some of the most popular startup advice circulating online today, particularly around fundraising volume, pitching styles, and the idea that persistence alone guarantees outcomes. Vijay shares why treating fundraising like enterprise sales, focusing on alignment over volume, and listening more than pitching often leads to better results. The conversation closes with practical reflections on personal growth, co-founder dynamics, and how leaders can regain clarity during periods of pressure without stepping away from responsibility.

If you are building a company, leading a team, or questioning whether you are evolving as fast as your business demands, this episode will likely hit closer to home than you expect. And once you’ve listened, I’d love to hear what resonated most with you and the leadership questions you’re still sitting with after the conversation.

Useful Links

• Connect with Vijay Rajendran
• The Funding Framework Startup Pitch Deck

Thanks to our sponsors, Alcor, for supporting the show.