EPISODE · May 21, 2026 · 45 MIN
#585: The Simple System for Building Wealth
from The Simplicity Sessions · host Jenn Pike & Chris Borsellino
This week, Chris and I are sitting down together to talk about one of our favorite topics: building real, sustainable wealth without the overwhelm. If you've ever felt like you're behind, like it's too complicated, or like you just don't know where to start — this episode is for you. What We Cover: We break down the four pillars of wealth that Chris uses with his clients every single day: The Safety Pillar — Your emergency fund. This is priority number one. We talk about why three to six months of expenses matters, what that actually looks like for your life (hint: it's different for everyone), and the magic of just having enough to sleep at night. The Future Pillar — This is your retirement strategy. RRSPs, TFSAs, first home savings plans, permanent life insurance — we break down why diversification here is non-negotiable and why the tax strategy behind your withdrawals matters just as much as the saving itself. The Freedom Pillar — Our favorite one to talk about. This is where your money starts working for you — rental income, dividends, non-registered investments — the assets that buy back your time and give you options. Could you retire earlier than you think? Maybe. The Legacy Pillar — What do you want your money to do after you're gone? We get into wills, estate planning, life insurance, and charitable giving — and why taking care of yourself first is actually the most loving thing you can do for the people you leave behind. We Also Talk About: Why building wealth is honestly kind of boring (and why that's a good thing) The stats on why women tend to outperform men as long-term investors Why lottery winners go broke (and what that teaches us about money mindset) The most common wealth-building mistakes: starting too late, keeping cash under the mattress, spending your raise before you get it, not having a will, and trying to time the market Opportunity cost — why your daily latte isn't the villain, but your intention behind it matters How Chris breaks down $1,000/month across all four pillars (a simple rule of thumb you can actually use) Why your definition of financial freedom might be different from your partner's — and why that conversation is so important Questions to Ask Yourself After This Episode: Which pillar am I strongest in right now? Which pillar needs the most work? Do I have a will? Do I have life insurance? What does financial freedom actually look like for me? What's one thing I can do this month to strengthen my weakest pillar? 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 [email protected] and I'll do my best to share helpful insights, thoughts and advice.
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#585: The Simple System for Building Wealth
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