HeyJaredInside Out Money
A personal finance podcast redefining wealth from the inside out. Weekly podcasts with host Maggie and a rotating set of co-hosts: Greg, Liz, Andrew, and Erica.
- Indexed episodes, last 90 days
- 12
- Latest publication
- Sep 20, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 5, 2026
Latest episodes
181. Avoiding Deathbed Regrets - How to Reverse-Engineer Your Money and Life (opens the original)
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Examining our deathbed regrets is the ultimate framework for reverse-engineering how we spend our time and money today. We unpack the difference between resume virtues and eulogy virtues, challenging the common instinct to hoard resources for a distant retirement when our peak energy and time with family are happening right now. We explore the power of life-stage time buckets, why buying back time during the messy parenting years beats waiting for traditional retirement, and how to find the midd
180. Social Comparison Theory and 7 Ways to Cure Aspirational Fatigue (opens the original)
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Social comparison theory explains why our brains constantly compare our lives to everything we see on social media, leaving us with a heavy dose of aspirational fatigue. We unpack how measuring ourselves against algorithmic facades quietly drains both our mental well-being and our wallets. We share seven ways you can cure aspirational fatigue, including practical steps to reset your digital inputs, implement the humility hack, and use intentional generosity to dismantle a scarcity mindset. By fo
179. Mindset Shifts - Changing Our Minds About Money and Life Choices (opens the original)
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We’ve certainly had some mindset shifts about our financial and life choices over the years, and according to Sahil Bloom, adapting your beliefs is the ultimate sign of intelligence. We get incredibly honest about the things we’ve changed our stance on over the years, and why. We unpack how our shifting mindsets have evolved alongside our lives, like downsizing to a smaller home, paying off our mortgages, and even our closely held beliefs about eyelash curlers. From rethinking our strict views o
178. Leaving It All Behind - When Burnout Screams for a Boundary (opens the original)
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We are experiencing burnout, so we fantasize about leaving it all behind. What does this mean, and how can we find the middle way to achieve balance, boundaries, and ultimately a happy and content life? It turns out it’s normal to fantasize about packing it all in, ditching the corporate grind, and running away to live in a tree with the squirrels. Rather than just daydreaming about abandoning all our adult responsibilities, we explore how to bring that elusive "cabin in the woods" peace directl
177. The Ultimate FIRE Bridge - The Truth About Deferred Compensation Plans vs. Brokerage Accounts (opens the original)
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Are Deferred Compensation Plans (DCPs) the strategic and supercharged path to FIRE, or can a taxable brokerage account get you to the exact same place? We break down exactly how DCPs work, their risks, their realities, and how they've worked for each of us personally. The forced-savings approach of a DCP could be the ultimate in forced savings, or the flexibility of a taxable brokerage account could be just the solution we all have access to. Are you missing out if you don’t have access to a DCP
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