Side Hustle School

Ep. 3255 - Q&A: “When is uneven side-hustle income safe to rely on?”

Nov 29, 2025
A caller reveals they earn more from their weekend pen business than their day job, sparking a discussion on income stability. The host shares tips on assessing revenue against fixed expenses before making a leap. They explore strategies for smoothing out seasonal income, like deposits and subscriptions. Transitioning to fewer workdays or consulting is suggested as a safe bridge. Finally, the episode outlines key signals for quitting, stressing the importance of financial cushioning.
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ANECDOTE

Weekend Pen Business Outpaces Salary

  • Jasper from Boise earns about $4,500 monthly selling hand-turned hardwood pens and sometimes exceeds his corporate salary.
  • His income swings wildly from $8,000 in peak months to $1,000 in slow wedding seasons, creating cash-flow stress.
INSIGHT

Predictability Matters More Than Average Income

  • Focus on proof the business can carry you now, not just averages or best months.
  • Reliable decision-making hinges on worst-month coverage plus a cash buffer.
ADVICE

Quit Only When Worst Month Covers Bills

  • List every fixed bill and confirm your side-hustle can cover those even in its worst month.
  • Add runway (3–6 months of living costs) before quitting to avoid a dangerous income gap.
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