Side Hustle School

Ep. 3367 - Q&A: “I’m ready for more passive income—what should I do?”

5 snips
Mar 21, 2026
A listener shares he earns over $50,000 from three side projects and wants income to be more passive. The conversation covers designing projects with automation and fewer touch points. The host outlines a two-step path to true passive income and stresses balancing customer value with better quality of life. A one-year challenge to apply these ideas is proposed.
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ANECDOTE

Listener Turned Multiple Side Hustles Into $50K

  • Roger has started many side hustles and stuck with three that now generate over $50,000 per year.
  • He used earnings to prepay his mortgage, take vacations, and reduce job-loss anxiety, showing tangible life impact.
INSIGHT

Two Stages Of Passive Income

  • Passive income is a staged goal: first get payments arriving, then remove any required work when payments arrive.
  • Chris frames true passive income as waking up to money that requires no follow-up because systems were built earlier.
ADVICE

Design New Projects For Low Touch Operations

  • Design your next side project with passive-income in mind by reducing touch points and automating processes.
  • Chris recommends building systems and processes up front so operations require minimal ongoing effort.
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