Tall Oaks Podcast

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Tall Oaks Podcast

Branden DuCharme

94 episodes

3 days ago

What if wealth had less to do with a number and more to do with what people remember about you? In this episode, we pull back from the spreadsheets and dig into three pillars that actually make life feel rich: an intentional legacy, a habit of learning, and one relationship you're willing to improve. Legacy isn't a lump sum; it's the why behind your choices. We talk through practical ways to design impact now instead of only planning for later—funding shared experiences that become family st...

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What if wealth had less to do with a number and more to do with what people remember about you? In this episode, we pull back from the spreadsheets and dig into three pillars that actually make life feel rich: an intentional legacy, a habit of learning, and one relationship you're willing to improve. Legacy isn't a lump sum; it's the why behind your choices. We talk through practical ways to design impact now instead of only planning for later—funding shared experiences that become family st...

Show more...

Episodes (20/94)

Tall Oaks Podcast

Your Estate Plan Is Probably Broken (Fix These 5 Things in Q1 2026)

A clean slate year deserves a clean estate plan. We kick off 2026 by pairing a smart investing filter—ask "How does it go wrong?"—with a step-by-step review that keeps your family out of probate and your intentions front and center. From misspelled beneficiary names to solo-titled checking accounts and houses that slipped out of the trust after a refinance, we unpack the quiet mistakes that create the loudest problems and show you exactly how to fix them. We walk through the core documents m...

1 day ago

42 minutes

Tall Oaks Podcast

What Actually Makes You Wealthy (It's Not What You Think)

What if wealth had less to do with a number and more to do with what people remember about you? In this episode, we pull back from the spreadsheets and dig into three pillars that actually make life feel rich: an intentional legacy, a habit of learning, and one relationship you're willing to improve. Legacy isn't a lump sum; it's the why behind your choices. We talk through practical ways to design impact now instead of only planning for later—funding shared experiences that become family st...

1 week ago

41 minutes

Tall Oaks Podcast

The Private Credit Illusion: Smooth Returns Are Just Hidden Volatility

Calm statements aren't the same as safe portfolios. In this episode, we sit down with Cliff Ambrose, a New York-based planner and author of the Yield to Maturity newsletter, to unpack the growing hype around private credit and private equity and the subtle ways classroom theory diverges from real-world practice. We take aim at the comforting language of "volatility smoothing," the promise of illiquidity premia, and the exclusivity pitch that often sells these products to younger investors. W...

2 weeks ago

42 minutes

Tall Oaks Podcast

Why Gold Just Had Its Best Run Since the 1970s (and What Comes Next)

Gold just posted its strongest run since the late 1970s, and the move wasn't a fluke. In this episode, we break down the mechanics that actually set price: a sharp dollar slide, the sudden return of Western ETF inflows after years of redemptions, and non-cyclical physical demand from central banks and China's retail buyers. Akash Doshi, Head of Global Gold Commodities at State Street, joins us to translate headlines into flows, creation-redemption mechanics, and the daily bar list that makes...

3 weeks ago

1 hour 4 minutes

Tall Oaks Podcast

The BlackRock Playbook for Retail Investors (with Joe Hegener from PIMCO & BlackRock)

Markets reward patience, but they also punish complacency. In this episode, we dive into the uncomfortable truth that investors will feel foolish at some point—and why that's often the price of being early rather than late. With high-yield spreads near historically tight levels and equity valuations stretched, we lay out a practical framework to pursue income, add convexity, and keep room for upside without betting the farm. Branden welcomes Joe Hegener of Asterozoa Capital Management, whose...

4 weeks ago

1 hour 15 minutes

Tall Oaks Podcast

Bob Elliott: Markets Are Euphoric, But the Economy Isn't (What Happens Next)

Markets can sparkle while the floorboards creak. In this episode, we sit down with Bob Elliott to explore how euphoric equity pricing sits on top of a softer real economy and what that means for portfolios heading into a distinctly late-cycle stretch. From the narrow leadership of mega-cap AI to the flat reality of equal-weighted benchmarks, we trace where expectations outran the data and where a reset could bite. We go deep on housing, replacing slogans with math. Affordability is stretched...

1 month ago

1 hour 13 minutes

Tall Oaks Podcast

Liquid Alternatives Explained: The Missing Piece in Your Portfolio

Markets don't move in straight lines, and neither should your portfolio. In this episode, we dig into liquid alternatives as a practical way to add non-correlated return drivers alongside stocks, real estate, Bitcoin, and precious metals—especially when bonds may not deliver the cushion investors expect. We break down what liquid alts actually are: managed futures, trend systems, mean reversion, rate trades, currencies, and metals. Non-correlation isn't negative correlation—during stress, ev...

1 month ago

1 hour 9 minutes

Tall Oaks Podcast

The One Thing That Protects You From Money Losing Value

If the dollars in your account keep rising but buy you less each year, your measuring stick is lying to you. In this episode, we dig into the "denominator problem" of money—how debasement quietly raises the number of units required to buy the same home, car, or grocery basket—and map a framework for protecting real purchasing power when volatility strikes. We're joined by returning guest Aaron Olson to pressure-test a debasement-ready portfolio across five pillars: high-quality residential r...

1 month ago

1 hour 18 minutes

Tall Oaks Podcast

How to Actually Own Gold (And Why Most People Get It Wrong)

Prices rise, dollars stretch less, and most people feel the squeeze long before they see it on a chart. In this episode, we break down a practical framework for preserving purchasing power with precious metals—separating useful hedges from costly myths and showing how structure, liquidity, and taxes make or break outcomes. Gold, silver, platinum, and palladium each play a role, but they aren't interchangeable and they definitely aren't all worth owning the same way. We start by defining deba...

1 month ago

1 hour 3 minutes

Tall Oaks Podcast

Real Estate Without the Hype: When Property Actually Works (And When It Doesn't)

Want a clear-eyed view of real estate without the hype? We cut through the myths that make property feel safer than it is and break down the forces that actually move returns: inflation, interest rates, and the brutally simple math of affordability. From the power of a 30-year fixed mortgage to the headwinds facing today's buyers, we show when housing is a genuine hedge and when it's just an expensive way to buy stress. We draw a sharp line between beta and alpha. Beta is buying the market—r...

2 months ago

54 minutes

Tall Oaks Podcast

What You Actually Own When You Buy a Stock (And Why It Matters Now)

What do you actually own when you buy a stock? It's not just paper—it's a legal claim on real assets, real cash flows, and real pricing power. In this episode, we break down why large cap U.S. equities can defend purchasing power in a debasement cycle, and how they fit into a complete portfolio strategy. When inflation runs, the difference between fixed-dollar promises and earnings that adjust with prices becomes everything. We walk through equity ownership from the ground up: Walmart's inve...

2 months ago

31 minutes

Tall Oaks Podcast

Navigating Quad 2, Gold's Dollar Paradox & Inelastic Markets with Hedgeye

Markets don't just move—they stampede when liquidity thins and algorithms chase the same signals. In this episode, Robert from Hedgeye breaks down why flows are overpowering fundamentals in 2025, and what that means for your positioning heading into 2026. We're in Quad 2: growth and inflation both edging higher. That backdrop favors AI, copper, uranium, and precious metals—but it also creates dangerous crowding in inelastic markets where moves get amplified fast. You'll learn why gold can hi...

2 months ago

1 hour 1 minute

Tall Oaks Podcast

Your Paycheck Buys Less Every Year—Here's Our 5-Asset Defense

We reframe risk as the threat of losing purchasing power and lay out a practical, adaptable plan for a higher‑inflation world. The five‑part framework blends real estate, US large caps, scarcity assets, and true liquid alts with sizing and liquidity planning that protect real life cash needs. • defining debasement and why it feels like “the dollar is crashing” • why post‑COVID inflation pressures challenge the 60/40 playbook • using the 30‑year fixed mortgage to harness inflation tailwinds •...

2 months ago

48 minutes

Tall Oaks Podcast

If risk only converts, what are you converting it into?

Markets don’t erase risk—they convert it. We take that idea and rebuild a portfolio playbook for a debasement era, where traditional bonds feel shaky, equities look priced for exogenous gains, and investors are piling into gold, Bitcoin, and “boomer candy” buffered ETFs. We unpack what each tool actually does: the three jobs bonds used to do, why gold protects purchasing power but can’t fund groceries, how Bitcoin’s inelastic supply plus ETF flows can drive hyperbolic moves, and where structu...

3 months ago

1 hour

Tall Oaks Podcast

A family story shows how patience, education, and long-term thinking can grow wealth that lasts

The name Tall Oaks isn’t branding fluff; it’s a promise rooted in a family farm, two brick pillars, and a plaque that reminded us every day that great things grow slowly. We’re opening the door wider with a rebrand designed to welcome learners at every stage—those ready for a full planning relationship and those just starting to build their financial footing—so more people can access steady, no-hype education. We lay out what Tall Oaks stands for today: stability over sizzle, education over ...

3 months ago

22 minutes

Tall Oaks Podcast

What Happens When You Put Humans Before Numbers?

Financial simplicity serves as a powerful defense against exploitation by the complex financial system. When you're just starting your wealth-building journey, focusing on fundamentals creates more lasting success than chasing complicated strategies or products. • Dave Ramsey's coaching process focuses more on coaching the person than their money • The first baby step of saving $1,000 emergency fund creates immediate psychological wins • The debt snowball method tackles smallest debts first ...

3 months ago

2 hours 5 minutes

Tall Oaks Podcast

Tax Hacks That Won't Leave You Broke

Igor shares his expertise on financial planning tailored specifically for creative professionals and freelancers, addressing the unique challenges they face without traditional employment structures. He breaks down four critical areas where self-employed individuals need focused attention: managing irregular income, choosing appropriate business entities, navigating health insurance options, and implementing effective retirement planning strategies. • Using the Profit First method to manage ...

3 months ago

43 minutes

Tall Oaks Podcast

Breaking Down Bad Social Media Financial Advice

Investment decisions should always be contextual, reflecting individual circumstances, goals, and values rather than following generic advice from social media. One person's ideal investment could be completely inappropriate for another depending on their financial situation, risk tolerance, tax position, and time horizon. • Investing isn't one-size-fits-all—a $50k investment means something different to everyone • Generic investment advice fails to consider personal circumstances and values...

4 months ago

43 minutes

Tall Oaks Podcast

You can't eliminate risk, only decide which ones to take

Risk functions like energy—it cannot be created or destroyed, only converted from one form to another, which means you're always choosing which risks to take rather than eliminating risk entirely. • Risk does not equal return—it equals the possibility of more return • Standard deviation and volatility metrics capture only one dimension of risk • "Safe" investments like bonds or savings accounts still carry significant inflation and currency risks • The 2022 market demonstrated how bonds and ...

4 months ago

37 minutes

Tall Oaks Podcast

Your money should reflect your values, not random social media advice

Investment decisions should always be contextual, reflecting individual circumstances, goals, and values rather than following generic advice from social media. One person's ideal investment could be completely inappropriate for another depending on their financial situation, risk tolerance, tax position, and time horizon. • Investing isn't one-size-fits-all—a $50k investment means something different to everyone • Generic investment advice fails to consider personal circumstances and values...

4 months ago

44 minutes