After meeting 50+ enterprise-AI founders at TechCrunch Disrupt 2025, I realized how consistent the biggest questions are — regardless of whether someone is a first-time founder or on their second or third venture.
Across my journey as a founder, investment banker, and early-stage investor, these same questions come up every cycle.
Here are the 7 questions founders asked most in our roundtable conversations:
- How should founders approach the fundraising process?
- How do I identify and target the right investors?
- How do VCs actually make early-stage investment decisions?
- What patterns do VCs look for that signal a successful company?
- What does a typical VC due-diligence cycle look like?
- How can founders create positive “patterns” before they fundraise?
- What advice would you give your younger entrepreneurial self?
Fundraising can be stressful — the uncertainty, the repetition, the pressure.
But having a clear punch list brings clarity and control to a process that otherwise feels unpredictable.
I shared detailed answers to each question in the full write-up here – https://www.linkedin.com/pulse/how-approach-investors-sunil-grover-y2yvc?trk=public_post_feed-article-content
If you’re building in enterprise AI or vertical software and preparing for your next milestone, happy to connect.