April 22, 2025

144: Why Now Is the Smartest Time to Start Your Side Hustle

144: Why Now Is the Smartest Time to Start Your Side Hustle

Feeling uncertain about your job or the economy?

Discover why now is the smartest time to start your side hustle - with a mindset shift, real-world examples, and practical steps to take action, even if you don't feel ready yet.

You can catch it on video too:

Feeling uncertain about the economy, your job, or what comes next?

You’re not alone.

But in this solo episode, host Joan Posivy shares why—despite all that—now is the smartest time to start your side hustle.

She offers;

  • a powerful reframe on uncertainty,
  • tells her personal story of diving into a side hustle during a downturn, and
  • explains why taking action now—before you feel “ready”—can help future-proof your income.

You’ll also get practical steps you can take this week to move from stuck to started.

If you’ve been hesitating, this might just be your sign to begin—and don’t forget to join the newsletter at Side Hustle Hero for early access to Smart Start: From ‘Idea’ to ‘It’s Live’ in 7 Steps, an in-depth free guide to help you launch with clarity and confidence.

Do you like what you're hearing? Consider giving it a caffeinated thumbs up. We'd really appreciate it!

Need a little (and sometimes big) push to start and stay focused to grow your side hustle? Dive into Joan's online Masterclass: How To Turn Your Thoughts Into Wanted Things.

What You’ll Hear:

00:03   Introduction: Embracing Uncertainty

01:14  “Smart Start: From Idea to It’s Live in 7 Steps” 

02:00 The Need for a Side Hustle

02:36 Why MSI’s Are a Path to Financial Stability

03:20 Personal Story: Overcoming Doubts and Challenges

05:09 The Power of Vision and Action

06:42 A Cross-Promotion Win-Win

07:55 There Are Winners In Any Economy

08:05 Bridging the Gap to Your Success

09:38 “If You Can Hold It In Your Head, You Can Hold It In Your Hand”

10:00 More Reasons To Start Your Side Hustle

10:55 3, Actionable Steps to Kickstart Your Side Hustle

12:15 Share, But Be Selective

14:09 Wrap Up

Connect with Joan:

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About Joan

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Tell us about your side hustle success story!