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The Simplicity SessionsAuthor: Jenn Pike
Simplicity living tips and tools for women to optimize their own personal health, hormones, wealth, mindset and create a life they love with more simplicity and ease in all they do. Language: en Genres: Alternative Health, Health & Fitness, Nutrition Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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#579: How a Side Hustle Can Redefine Your Financial and Personal Future
Episode 579
Thursday, 30 April, 2026
This week's conversation was inspired by something we keep hearing from our community: people who feel capped — financially and creatively — in their current jobs and are wondering what to do about it. Do you add something on the side to generate more cash flow? Or is it time for a full-on career change? What we talked about: The difference between a "side hustle" and a career change — and why I'm personally trying to retire the word "hustle." I prefer thinking of it as a lateral option to generate more cash. Why spending less isn't the only answer. We talk a lot about budgeting as a society, but what about creating cash injections? Most of us have skills we're seriously undervaluing. Chris painted our entire house for under $3,000 — saving us $15,000 in contractor quotes. That's a real-world example of a monetizable skill most people don't even think about. When a career change makes more sense — you've hit your income ceiling, you're dissatisfied, or (as many people are experiencing right now) you're doing the same or more work for less pay. The golden handcuffs conversation — we talked honestly about what it feels like to be 15 years away from a pension in a job you hate. That's a hard truth. Chris's career change from construction to financial services — he shares what it really took, and why having a mentor who followed up made all the difference. What to ask yourself before you leap: Can you handle inconsistent income? Do you have a buffer (ideally 6 months of expenses)? Are you willing to give up some evenings and weekends while you're building? Is your job the problem — or your income level? What does success feel like (not just look like) for you? Multiple profit streams — my mentor Jack told me early on: never have just one. Even if you're in a niche, build more than one way to generate revenue. Lifestyle shifts when you change careers — especially if you go from something physical (like construction) to something sedentary. We talked standing desks, walking pads, and our 2-3 daily walks. Our own retirement vision — we plan around 60-65 and think in terms of best case and minimum case scenarios. Luxury for us means slow mornings, walks, and a warm mug — not a Four Seasons lifestyle. Let's dive in! Thank you for joining us today. If you could rate, review & subscribe, it would mean the world to me! While you're at it, take a screenshot and tag me @jennpike to share on Instagram – I'll re-share that baby out to the community & once a month I'll be doing a draw from those re-shares and send the winner something special! Click here to listen: Apple Podcasts – CLICK HERESpotify – CLICK HERE This episode is sponsored by: withinUs | Use the code JENNPIKE20 at withinus.ca for a limited time to save 20% off your first order and 20% off your first subscription order St. Francis | Go to stfrancisherbfarm.com and save 15% off your all your orders with code JENNPIKE15 Eversio Wellness | Go to eversiowellness.com/discount/jennpike15 and save 15% off every order with code JENNPIKE15 /// not available for "subscribe & save" option Free Resources: Free Perimenopause Support Guide | jennpike.com/perimenopausesupport Free Blood Work Guide | jennpike.com/bloodworkguide The Simplicity Sessions Podcast | jennpike.com/podcast Get 20% on thewalkingpad.com using code "JENNPIKE20" Metabolic Guide | jennpike.com/metabolic-guide Get discounts at happybumco.com using code "JENNPIKE" *code doesn't apply with Black Friday sale* Programs: Ignite: Your 8-Week Body Transformation Program | https://jennpike.com/ignite The Peri & Menopause Project - Join the Waitlist | jennpike.com/theperimenopauseproject Synced Virtual Fitness Studio | jennpike.com/synced Services: Work With Jenn | https://jennpike.com/work-with-jenn/ Functional Testing | jennpike.com/testing-packages Business Mentorship | The Audacious Woman Mentorship: jennpike.com/theaudaciouswoman Connect with Chris: Instagram | @chrisborsellino Finance Discovery Session | Book Here Connect with Jenn: Instagram | @jennpike Facebook | @thesimplicityproject YouTube | Simplicity TV Website | The Simplicity Project Inc. Have a question? Send it over to hello@jennpike.com and I'll do my best to share helpful insights, thoughts and advice.
