We kicked off this episode with a great question: What's a purchase you've never regretted? That surprising discussion then led us into a much deeper topic: gifting, legacy, and charitable giving. We unpack how intentional gifting can actually be a core part of your financial plan, aligning your money with your personal values. Colin and Wheeler break down various strategies for giving, including the annual exclusion amount for family and friends , options like super funding a 529 for college , and using a Qualified Charitable Distribution (QCD) from your IRA to save on taxes.

In this episode, we dive into more advanced charitable strategies like Donor-Advised Funds (DAFs) and Charitable Remainder Unitrusts (CRUTs). Wheeler and Colin explain how a mechanism like the CRUT can allow you to receive income for life while benefiting a charity and even fund a life insurance policy (ILIT) to leave a tax-free legacy for your beneficiaries. We also discuss the big tax changes coming in 2026, especially regarding charitable floors and ceilings.

The biggest takeaway is that you don't need a lot of money to be charitable —small acts of kindness and giving your time count just as much. We encourage you to move past any sense of guilt and focus on the positive outcomes of giving, seeing it as a powerful tool for building wonderful things and a way to embrace your capacity for more.

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• Instagram: https://www.instagram.com/compoundgrowthpod
• YouTube: https://www.youtube.com/@CompoundGrowthPodcast
• TikTok: http://www.tiktok.com/@compoundgrowthpod
• Wheeler’s LinkedIn: https://www.linkedin.com/in/wheeler-crowley-0a63933b/
• Colin’s LinkedIn: https://www.linkedin.com/in/colin-walker-mba-6099a038/

Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims

This week's episode starts with a surprise: a script written by ChatGPT titled "The Costco Cart Incident". It involves a forgotten item, an unplanned kayak purchase, and an $842 receipt—a perfect, relatable anecdote illustrating the danger of trading on emotion. The story immediately sets the stage for the topic: why emotions and money don't mix. The hosts also explore why a single word like 'segue' or 'Caesar' can send you down a rabbit hole of learning, and Wheeler shares his experience falling down the "tinned fish" rabbit hole.

The episode centers on the striking disconnect between current financial indicators and pervasive consumer pessimism. Financially, the market is up (S&P at 15.5%), mortgages are getting more affordable, and unemployment is relatively low. Yet, the hosts observe that "everybody's miserable". They reveal why consumer sentiment is tied to historically low levels, matching June 2022 and the 1980s. A powerful historical pattern is uncovered: years following a period of historically low consumer sentiment have almost always resulted in a massive market rally. The hosts discuss whether this current "lull" could signal a coming period of prosperity, as seen after past downturns.

The hosts dive into the driving forces behind this widespread unhappiness, pinpointing FOMO (Fear of Missing Out) and the "Keeping Up With the Joneses on steroids" driven by social media. They explore how constant exposure to unattainable wealth leads to negative anchors and dissatisfaction, even when one is outperforming the market. The discussion turns to the impact of social media and division on mental health , including a debate on whether podcasting itself is social media. Finally, they consider the need for unification and a "universal basic lifestyle" to solve the country's deepest problems.

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• Instagram: https://www.instagram.com/compoundgrowthpod
• YouTube: https://www.youtube.com/@CompoundGrowthPodcast
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• Wheeler’s LinkedIn: https://www.linkedin.com/in/wheeler-crowley-0a63933b/
• Colin’s LinkedIn: https://www.linkedin.com/in/colin-walker-mba-6099a038/

Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims

In this powerful episode, Colin and Wheeler welcome Tara Ryan, Co-founder and CEO of Confidante, an AI-driven platform supporting mothers as they navigate the invisible weight of modern motherhood. Tara opens up about the inspiration behind Confidant, which evolved from a custom GPT for her coaching clients to a dedicated, mother-centered AI designed to be an accessible "thought partner" and "advocacy helper". The conversation unpacks the heavy realities of the gendered division of unpaid labor, exploring the domestic, emotional, and cognitive labor that often falls disproportionately on women. This discussion aligns with the Compound Growth mission of helping listeners think more clearly and feel more grounded in life's complexities.

The hosts dive deep into the technical and ethical challenges of building a specialized AI, including the necessity of a "human in the loop" to monitor for safety and ethical alignment. Tara discusses how her team meticulously engineers the AI's "personality" and uses frameworks like RAG (Retrieval-Augmented Generation) to ensure Confidante remains a values-based decision-helper, focused on maternal support rather than profit-driven data sales. Colin and Wheeler reflect on their own experiences as partners and parents-to-be, appreciating the value of a non-judgmental space to process complex emotional and relational challenges.

Finally, Tara, a certified Fair Play facilitator, breaks down the Fair Play method—a system for fairly dividing household tasks based on defining a "minimum standard of care" and owning a task's Conception, Planning, and Execution. This conversation is a compelling exploration of personal development and societal progress, illustrating how thoughtful technology can lead to deeper human connection and better self-advocacy. Tune in to understand how the intersection of AI and human growth can help cultivate a healthier "information diet" and a more intentional life.

Find Tara:

Confidante: https://www.confidantemoms.com/

LinkedIn: https://www.linkedin.com/in/tara-ryan-cpc-bb147a20/

Follow Us:

• Instagram: https://www.instagram.com/compoundgrowthpod
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• Wheeler’s LinkedIn: https://www.linkedin.com/in/wheeler-crowley-0a63933b/
• Colin’s LinkedIn: https://www.linkedin.com/in/colin-walker-mba-6099a038/

Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims

What if everything you thought you knew about October in the markets was wrong? In this episode, Wheeler and Colin dig into the so-called “October Effect” — why history says it’s a bad month for investors, and why this year flipped that narrative on its head. From the 1907 panic to 2008’s crash, they trace how superstition and seasonality shape investor psychology far more than we realize.

Then, the conversation pivots to what’s really driving today’s markets: a record $7.4 trillion sitting in money market accounts, historic highs in the NASDAQ, and why volatility isn’t always the enemy. The hosts unpack why risk is back on, what breadth expansion means for the health of the bull market, and how professional managers are scrambling to catch up before year-end.

Finally, Wheeler and Colin explore the deeper ripple effects beyond Wall Street — from sweeping layoffs to the shrinking value of a college degree, the rise of AI in white-collar work, and how Americans are redefining what “work” even means. It’s a conversation that moves from macroeconomics to mindset — and might just change how you look at your own career path.

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• Instagram: https://www.instagram.com/compoundgrowthpod
• YouTube: https://www.youtube.com/@CompoundGrowthPodcast
• TikTok: http://www.tiktok.com/@compoundgrowthpod
• Wheeler’s LinkedIn: https://www.linkedin.com/in/wheeler-crowley-0a63933b/
• Colin’s LinkedIn: https://www.linkedin.com/in/colin-walker-mba-6099a038/

Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims

The “996” work culture — 9 a.m. to 9 p.m., six days a week — has found new life in Silicon Valley. But is working yourself to exhaustion really the key to success? In this episode, Wheeler and Colin sit down with returning guest Jessica Crowley to unpack the glorification of overwork, the myth of hustle culture, and the personal toll of tying your entire identity to your job.

They explore how the 996 mindset, originally born in China’s tech boom, has resurfaced in the U.S. startup scene — and why its effects can be devastating. From burnout and isolation to the pressure of ego and competition, the hosts reflect on the fine line between ambition and obsession. Jessica brings her expertise in burnout prevention and “life design” to explain how to build a career that serves your life, not the other way around.

This episode isn’t about rejecting hard work — it’s about redefining it. The hosts share lessons on balance, legacy, and how to create impact without sacrificing joy. Because real growth isn’t found in the grind; it’s in designing a life you actually want to live.

Find Jessica:
LinkedIn: https://www.linkedin.com/in/jessicamoorecrowley/
SubStack: https://jessicacrowley.substack.com/

Follow Us:

• Instagram: https://www.instagram.com/compoundgrowthpod
• YouTube: https://www.youtube.com/@CompoundGrowthPodcast
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• Wheeler’s LinkedIn: https://www.linkedin.com/in/wheeler-crowley-0a63933b/
• Colin’s LinkedIn: https://www.linkedin.com/in/colin-walker-mba-6099a038/

Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims

What does the American Dream really mean today? In this episode, Wheeler and Colin sit down with Tori to unpack how our idea of “making it” has evolved—from owning a home and climbing the corporate ladder to building a life defined by flexibility, purpose, and balance. They dig into the generational shift from stability to freedom and how financial independence now looks more like personal choice than a picket fence.

The conversation moves from the roots of the American Dream to what’s shaping it now: the changing job market, the value of higher education, and how timing can determine opportunity. Wheeler shares data showing a surprising rise in unemployment among college graduates, while Colin reflects on how his own version of the dream has transformed with age and experience.

They close by talking about gratitude, perspective, and the power of redefining success at every stage of life. Whether your version of the American Dream means owning a home, traveling the world, or simply having the freedom to choose, this episode challenges you to rethink what you’re really working toward.

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• Instagram: https://www.instagram.com/compoundgrowthpod
• YouTube: https://www.youtube.com/@CompoundGrowthPodcast
• TikTok: http://www.tiktok.com/@compoundgrowthpod
• Wheeler’s LinkedIn: https://www.linkedin.com/in/wheeler-crowley-0a63933b/
• Colin’s LinkedIn: https://www.linkedin.com/in/colin-walker-mba-6099a038/

Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims

When someone passes away suddenly, they often leave more than grief behind — they leave a financial mess. In this episode of Compound Growth, Colin and Wheeler unpack the emotional and logistical chaos that comes from poor estate planning, outdated beneficiaries, and family dynamics that money can strain to the breaking point. From real-life examples to relatable confessions about their own financial setups, they explore what happens when preparation meets reality.

The conversation digs deep into what “fairness” really means in families and marriages — how financial communication (or lack thereof) shapes trust and responsibility. The hosts open up about their own household dynamics, how men and women often shoulder different emotional and financial burdens, and why those unspoken roles can lead to huge blind spots when it comes to planning for the future.

They also zoom out to the big picture — the $124 trillion wealth transfer expected over the next two decades — and what it means for the next generation, especially women, who will inherit the majority of that wealth. The key takeaway: estate planning isn’t about numbers, it’s about love, communication, and leaving your people ready — not wrecked.

Follow Us:

• Instagram: https://www.instagram.com/compoundgrowthpod
• YouTube: https://www.youtube.com/@CompoundGrowthPodcast
• TikTok: http://www.tiktok.com/@compoundgrowthpod
• Wheeler’s LinkedIn: https://www.linkedin.com/in/wheeler-crowley-0a63933b/
• Colin’s LinkedIn: https://www.linkedin.com/in/colin-walker-mba-6099a038/

Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims

Wheeler and Colin dissect September 2025's biggest financial shakeups in this monthly recap. The hosts explore the administration's unprecedented 100% tariff on branded pharmaceuticals without US manufacturing—an industry-specific policy that could reshape drug pricing and benefit major players like Johnson & Johnson, Eli Lilly, and Novartis while potentially devastating smaller biotech firms. They debate whether these tariffs will ultimately hurt consumers through higher insurance premiums and out-of-pocket costs, despite generic drugs remaining exempt.

The conversation shifts to the automotive industry's turbulent month as the $7,500 EV tax credit expired. Wheeler and Colin analyze how manufacturers like Ford, GM, and Tesla are adapting through lease programs, while Mercedes and Porsche retreat from the EV market entirely. They discuss China's BYD emerging as the global EV leader with $22,000 vehicles and question whether America has conceded this technological race. The hosts also examine Jaguar Land Rover's cybersecurity crisis costing $50 million weekly and the UK government bailout raising eyebrows about corporate welfare.

Wrapping up with market performance, the duo highlights the S&P 500's 14.35% year-to-date return and gold's stunning 45% gain—outpacing both stocks and Bitcoin. They discuss the Chicago Federal Reserve's shift to real-time unemployment data using ADP, Indeed, and Google information, potentially revolutionizing economic reporting. Throughout, Wheeler and Colin keep it personal, sharing stories about avocado prices, gas stations, and home construction costs to illustrate how tariffs and inflation affect everyday decisions beyond headline numbers.

Follow Us:

• Instagram: https://www.instagram.com/compoundgrowthpod
• YouTube: https://www.youtube.com/@CompoundGrowthPodcast
• TikTok: http://www.tiktok.com/@compoundgrowthpod
• Wheeler’s LinkedIn: https://www.linkedin.com/in/wheeler-crowley-0a63933b/
• Colin’s LinkedIn: https://www.linkedin.com/in/colin-walker-mba-6099a038/

Credits:
Created By: Wheeler Crowley and Colin Walker
Production Assistance: Tori Rothwell
Editing and Post-Production: Steven Sims