Gilad Uziely - Serial Entrepreneur & Startup Advisor | The Brutal Truth About Why 90% of Startups Fail

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References & Resources

Gilad Uziely

Serial Entrepreneur & Startup Advisor

Gilad Uziely, a serial entrepreneur, shares the brutal truth about startup failures, including his own experience with his first company, Lance, which crashed despite raising $8M. He discusses lessons learned from failure, the importance of emotional detachment from ideas, and strategies for handling investors. The episode also covers his new venture, Sequence, a financial OS for freelancers, and touches on the future of bookkeeping with AI.

Key Topics

Startup Failure and ResilienceDetaching from Ideas and Handling InvestorsFinancial OS for Freelancers (Sequence)Fundraising StrategiesFuture of Bookkeeping and AI

Companies & Organizations

Lance

Gilad Uziely's first startup that raised $8M, hit 30K users, but ultimately crashed due to fraud and bad assumptions.

Sequence

Gilad Uziely's current venture, a financial operating system for freelancers and small businesses managing multiple accounts.

Show Notes

Gilad Uziely is the Co-founder and CEO of Sequence, a fintech startup backed by $7.5M in venture funding and building the world’s first financial “router” to tackle the $25 trillion global consumer banking market. A serial entrepreneur, he previously co-founded the neo-bank Lance, launched the guided-tour marketplace Mekomy, and led major innovation initiatives for Tel Aviv Global. Born in Jerusalem and raised in Tel Aviv, Gilad served in the IDF, earned a degree in International Business from the University of Technology Sydney, and now lives in Tel Aviv with his wife and two daughters.

➡️ Talking Points

00:00 — Intro

01:33 — The Highs and Lows of Entrepreneurship

03:09 — Why Gilad Chose Entrepreneurship

04:34 — Lessons from a Failed First Company

06:42 — How Even Pros Get Core Assumptions Wrong

08:29 — Detaching Emotion to Make Better Decisions

16:04 — The Big Mindset Shift Behind Sequence’s Success

17:41 — Handling Investors in Tough Times

27:25 — Founders’ Guide to Surviving Desperate Times

30:58 — Smart Strategies for Raising Capital

39:27 — What Makes Sequence Different from Competitors

46:33 — How Sequence Changes Users’ Lives

50:06 — Financial Safeguards You Can Trust

53:44 — Will AI Make Bookkeepers Obsolete?

57:40 — The Future of Banking

1:00:18 — How to Extract Value from Failure

1:01:17 — Keeping Morale High in a Brutally Honest World

1:03:49 — The Best Advice Gilad Ever Received

1:04:09 — The #1 Lesson for His Children