Per My Last Email

When A Side Hustle Is (and Isn’t) Worth It

22 snips
Apr 21, 2025
Dive into the world of side hustles and discover what makes them worth pursuing. The hosts unpack the fine line between passion projects and financial necessity, particularly in pricey cities like New York. Explore the ethical dilemmas of juggling a side gig with a full-time job, including company policies on conflicts of interest. They share personal anecdotes, discuss workplace dynamics, and examine both the creative boosts and stressors side hustles can bring. It's a light-hearted look at whether chasing your dreams is truly viable or just a societal expectation.
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ANECDOTE

Kyle's Dog Walking Hustle

  • Kyle did dog walking through Rover in New York to help with expenses after moving there.
  • He and his husband often had multiple dogs at their small apartment, enjoying the experience despite challenges.
ANECDOTE

Kaila's Podcast and Startup Hustle

  • Kaila had two significant side hustles: a podcast and a startup accelerator venture.
  • She managed producing two podcasts concurrently and participated in fundraising and product prototyping.
INSIGHT

Side Hustle vs. Second Job Reality

  • The term "side hustle" is glorified as a cooler rebranding of a second job.
  • Many do side hustles because their main job's income is insufficient for desired lifestyles.
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