Episode 10: How to Lose Friends and Millions

Ever thought lending a little money to friends, buying a flashy house, or investing in your buddy’s “next unicorn” was harmless?

Congrats, you’ve just met the graveyard of wealth that eats entrepreneurs alive.

In Episode 10 of UnicornPrn, Melissa and Lloyed bare it all on the biggest money mistakes they made after coming into wealth for the first time. From toxic founder empathy to rapper-level spending sprees, this one’s a masterclass in what NOT to do when you hit a financial windfall.

In this episode, you’ll learn:

✅ Why lending money to friends almost always kills the friendship
✅ How “toxic empathy” with founders leads to subsidizing bad businesses
✅ The hidden cost of flexing: mortgages, taxes, and regret
✅ How taxes (and bad advisors) quietly rob millions from unsuspecting founders

Hot Takes:

✅ “When you win the lottery, stop buying more lottery tickets.”
✅ “Never take advice from people who haven’t been where you want to go.”

Listen to this one before you Venmo your buddy, sign that 30-year mortgage, or spray angel checks like champagne at a nightclub.

Tune in. Wake up. Protect your wealth before it vanishes.

Contact UnicornPrn

• Find show notes of each episode on UnicornPrn.com - hit subscribe like it owes you money

About our hosts

• Melissa Kwan is Cofounder and CEO of eWebinar, and a 3X bootstrapper who has spent the last 14 years building companies without ever raising a cent of venture capital.
• Lloyed Lobo is a WSJ bestselling author, Cofounder of Boast.AI and Traction founder community, startup advisor, angel investor, board member, and LP in multiple VC funds — he’s seen startup chaos from both sides of the term sheet.
• LinkedIn: Melissa Kwan and Lloyed Lobo
• Instagram: @themelissakwan and @lloyedlobo⁠⁠
• YouTube: @themlissakwan and @StartupTraction
• Subscribe to 'your founder next door' at melissakwan.com, Melissa's bi-monthly newsletter on how to build a company without an abundance of resources and friends in high places.
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