Ever wondered what it’s really like to build a business in your twenties, ride the rollercoaster of entrepreneurship, and come out the other side? In this episode, Natalie sits down with Teachable founder Ankur Nagpal to spill all the tea on the evolution of online education and the booming creator economy.
Together, they take a trip down memory lane, sharing the highs and lows of startup life (spoiler: it’s not always pretty). Ankur also dives into the juicy details of navigating market saturation, using AI to shake up course creation, what happens to your identity after a big business exit, and how he really spends his money after the $250M buy out.
If you’re obsessed with entrepreneurship, creating impact, or staying ahead of the trends in online learning, this episode is packed with value— plus, you’ll learn what his second venture is, why he couldn’t just “live the travel life” + what he’s doing differently in business this time around.
TIMESTAMPS
00:00 The Journey Begins: From Teachable to New Ventures
03:13 The Evolution of Online Courses and the Creator Economy
05:51 Navigating Identity and Growth in Entrepreneurship
08:53 The Decision to Sell: Reflections on Success and Freedom
11:49 Financial Freedom: The Shift After Selling Teachable
14:53 Building Again: Lessons from the First Venture
17:58 Hiring and Team Dynamics: The Balancing Act
21:00 The Challenges of Industry and Team Management
24:03 Personal Finance for Business Owners: Key Insights
27:09 The Importance of Mindset in Business Ownership
30:12 Maximizing Financial Benefits: Tax Strategies for Entrepreneurs
32:53 The Psychology of Spending: Balancing Wealth and Humility
35:54 The Impact of Upbringing on Mindset
39:08 Understanding Financial Management for Business Owners
43:47 The Importance of Recurring Revenue
46:53 Navigating the Challenges of Building a Fintech Company
49:57 Marketing Strategies and Audience Engagement
52:17 Getting Started with Financial Tools
54:37 Balancing Personal Life and Work
01:06:04 Redefining Success Beyond Money
RESOURCES + LINKS
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FOLLOW
bossbabe: @bossbabe.inc
Natalie Ellis: @iamnatalie
Ankur Nagpal: @ankurna
436: I Exited My Company for $250M, Here’s The Mistakes I Won’t Repeat Again with Ankur Nagpal | the bossbabe podcast - Listen or read transcript on Metacast
