Startups • 11 Episodes • Weekly
Founder Files
Behind-the-scenes stories from startup founders, investors, and innovators — the fundraisers, failures, and comebacks that never make the press release.
About the Show
What Building a Company Really Feels Like
Host Daniel Osei has sat on both sides of the pitch table. His long-form interviews go past the origin story into term sheets, co-founder breakups, layoffs, pivots, and the quiet months where everything nearly ended.
Investors join monthly for the “Other Side of the Table” segment, explaining what they actually look for — and the red flags founders never hear about.
- New episode every Friday
- 45–60 minute deep dives
- Monthly investor roundtable episodes
Latest Episodes
Start With These Favorites
Ep 11 — The Bridge Round That Saved Us
52 minEp 10 — Firing My Co-Founder, Keeping My Friend
48 minEp 09 — Other Side of the Table: Pre-Seed 2026
55 minEp 08 — From Layoffs to Profitability
46 min
Daniel Osei
HOST
Daniel founded a logistics startup, shut it down honestly, then spent three years advising founders. He earns guests' trust fast — which is why they tell him things they've never said publicly.
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