What’s the scariest moment you’ve faced as an entrepreneur?
For Halloween, I asked Side Hustle Show listeners to share theirs. You’ll hear about a 1.1 million-follower Instagram account deleted overnight, a Google update that wiped out 60% of one freelancer’s income, a warehouse that miscounted inventory right before the holidays, and 10,000 unusable DVDs.
You’ll also hear from entrepreneurs who chose to be scared: quitting a job, walking away from an eight-figure business, and laying off a team they loved.
I’ll share a few of my own along the way, including a Google ad ban on my first day of full-time self-employment, a ladder crash from my house-painting days, and a Bitcoin ransom email that came from my own address.
Tune in to Episode 767 of the Side Hustle Show to learn:
how platform risk (Meta, Google, logistics partners) can wipe out revenue or an entire following overnight, and what to do when it happens
why owning your audience through email and your own website matters more than ever
how entrepreneurs recovered from lost accounts, blown inventory, costly mistakes, and layoffs — and what they'd do differently
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