Gimme Some Truth | Investing, Financial Advice for High-Net-Worth Families and Individuals

Is waiting until 70 for Social Security always the smart move? In this episode of Gimme Some Truth, Clint and the team challenge three long-held retirement “rules” that may not fit high-net-worth retirees. After seeing more than 100 retirements up close, they’ve noticed that almost no one with a well-built plan actually runs out of money. The bigger risk is never enjoying the wealth you worked so hard to build.

We cover:

✅ Why some wealthy retirees choose to take Social Security early, and what that money could do for your family from 63 to 70

Prediction markets have grown fast since our first episode, and they’re starting to push into the financial world. In Part 2 of our prediction markets series on Gimme Some Truth, the team looks at what’s changed. Platforms like Kalshi, Polymarket, Robinhood, and Interactive Brokers are drawing billions in volume, and contracts now cover sports, politics, and current events.

▶️ Missed Part 1? Watch it here: https://youtu.be/vDt7weOT9kU

In this episode:

✅ How prediction market volume compares to traditional sports betting

✅ Whether prediction markets could become...

Join us for a brand new episode of Gimme Some Truth as we welcome Emily, the newest member of the Walkner Condon Financial Advisors team! In this fun introductory episode, Emily shares her journey from lighting design and residential construction into the world of financial planning, and what drew her to a career helping people manage their finances.

We dig into her background as a D3 swimmer in college (200 free and 500 free were her events!), what surprised her most in her first month at the firm, why "everything you touch becomes an exception" in...

Choosing a health insurance plan during open enrollment is just the start. In this episode, financial advisors Nate, Clint and Andrew break down the insurance and protection gaps that most affect high-income and high-net-worth families — and how to fix them before they become expensive problems.

Topics covered in this episode:

✅ Disability insurance caps and how "own occupation" vs. "any occupation" coverage affects high earners

✅ Real-world scenario: how disability insurance payouts fall short for a $240K/year executive

✅ Life insurance strategies for high-net-worth families, including multi-generational wealth transfer

✅ Term...

Can AI replace your financial advisor? Clint Walkner and Nate Condon break down where artificial intelligence genuinely helps in investing, portfolio management, and financial planning — and where it still falls short.

In this episode, we cover early AI adoption at our firm, how AI compares to the early internet boom, why AI valuations are moving at record speed, and why human oversight and real client relationships still can't be replaced by algorithms.

⏱️ TIMESTAMPS

0:00 – Introduction: AI's role in our world

1:57 – Early AI adoption at Walkner Condon

3:14...

Direct indexing has become one of the hottest strategies in investing — but what is it, and does it actually work? In this episode of Gimme Some Truth, Nate, Mitch and Clint break down how direct indexing works, why it can outperform traditional index funds and ETFs on an after-tax basis, and who should actually be using it.

Topics covered in this episode:

✅ What direct indexing is and how it differs from traditional index fund investing

✅ Tax alpha explained: how direct indexing creates tax savings that mutual funds and ETFs can't

✅...

Walkner Condon's Managing Partners, Clint Walkner and Nate Condon sit down in their brand-new podcast studio to break down the biggest changes at Walkner Condon Financial Advisors this year— from a stunning new headquarters that brings four offices together under one roof, to major staff promotions, a retirement announcement, and the philosophy behind sustainable, client-first growth as the firm surpasses $1.25 billion in assets under management.

In this episode of Gimme Some Truth, you'll hear about the team's new state-of-the-art studio and building, Alicia's promotion to partner, Evan's promotion, Andy King's upcoming retirement, how Walkner Co...

What if you could access the money in your investment account without selling a single share or triggering capital gains tax?

In this episode of Gimme Some Truth, Ian and Alicia break down pledged asset lines (PALs) — what they are and how they work — and then introduce a newer, lesser-known alternative: the box spread portfolio loan. With lower interest rates, lower minimums, better tax treatment, and fewer restrictions on how you use the funds, box spread loans are quickly becoming a go-to strategy for investors sitting on large unrealized gains.

If...

Non-qualified deferred compensation could be one of the most valuable benefits you're not using.

In this episode of Gimme Some Truth, we break down NQDC — a powerful but often overlooked benefit available to executives and high earners at many public companies. They cover how it works, who it's for, the key risks involved, and why planning ahead is critical before open enrollment season hits.

If you're a senior leader, executive, or high-income earner at a public company, this episode could save you a significant amount in taxes — or help you...

The Wisconsin Retirement System is one of the best-funded public pension plans in the country — but most participants don't fully understand how it works or how to maximize it.

In this episode of Gimme Some Truth, Nate, Andrew, and Clint break down everything you need to know about the WRS and ETF. Whether you're a state employee, teacher, or public sector worker in Wisconsin, this episode is packed with practical insight to help you make smarter decisions with your retirement benefits.

Topics include how the pension actually works, the Co...

Clint and Nate are back for another honest conversation about what retirement actually looks like — and what most people don't see coming.

Retirement planning isn't just about the numbers. In this episode of Gimme Some Truth, Clint and Nate dig into the real social and financial challenges that catch people off guard once they stop working. They start with something almost nobody plans for: what happens when spouses have completely different visions of retirement. One partner wants to travel, the other wants to keep working part-time — and neither has said it out loud.

Thinking about gifting money or assets to your kids or other family members? Before you write that check or transfer that stock, there are some important tax rules and planning pitfalls you need to understand.

In this episode of Gimme Some Truth, Nate, Evan, and Polly break down everything you need to know about lifetime gifting — from the 2026 annual gift tax exclusion ($19,000 per recipient) to the lifetime gift tax exemption ($15 million individual / $30 million for married couples). They explain when you need to file Form 709, what types of assets you can gift, and why gifting ap...

What really happens when you retire? In this episode of Gimme Some Truth, hosts Nate Condon and Clint Walkner pull back the curtain on the social and financial realities of retirement — the identity shifts, emotional challenges, and money complexities that most people never see coming.

Retirement isn't just a financial milestone — it's a major life transition. From the identity crisis that hits when you no longer have a job title, to the emotional weight of watching your portfolio balance go down instead of up, Nate and Clint explore the retirement planning topics that financial advi...

In this episode of Gimme Some Truth, we explore the massive shift happening in the markets. For over a decade, Growth stocks have dominated, but Artificial Intelligence might be the very catalyst that brings Value Investing back to the forefront.

We break down the "AI Build-out" and why sectors typically labeled as "Value"—like Energy, Utilities, and Industrials—are becoming the backbone of the AI revolution. If you are worried about S&P 500 concentration risk and being too heavy in Big Tech, this episode is a must-watch.

What we cove...

Join hosts Syl Michelin, CFA and Clint Walkner as they break down the key market themes from Q1 2026. In this episode, Syl and Clint cut through the headlines to focus on what the market is actually telling investors — covering geopolitical tensions, energy prices, AI infrastructure spending, the SaaS selloff, crypto, gold, bonds, and international stocks. From the 10% market correction to the value vs. growth repricing, they analyze what matters most for your portfolio in 2026.

Whether you're evaluating US mega cap tech valuations after the selloff, considering international diversification, or wondering if bonds deserve a pl...

With Exact Sciences stockholders officially approving the merger with Abbott on February 20, 2026, the Q2 closing date is fast approaching. For employees, this means unvested RSUs are accelerating, 401(k) holdings are shifting to cash, and a significant "tax cliff" is looming in 2026.In this deep dive, Clint Walkner and Mitch DeWitt break down the strategic financial moves Exact Sciences employees can make now to protect their windfall and minimize the IRS’s cut.What We Cover:- The $105 Cash Payout: How the all-cash deal impacts your RSUs, PSUs, and ESPP.- The 2026 Tax Spike: Why accelerated vesting could push you in...

Is the U.S. dollar losing its status as the world’s reserve currency — or is the de-dollarization narrative overblown?In this episode of Gimme Some Truth, we separate fact from fiction on de-dollarization, global reserve currency shifts, and what the data actually says about the future of the U.S. dollar. With growing headlines about central banks buying gold, BRICS nations exploring alternatives, and tariff policies impacting currency markets, many investors are asking whether dollar dominance is fading.We examine reserve currency data, gold allocations, global liquidity dynamics, and why the U.S. dollar still represents roughly 55–60% of global...

What are alternative investments — and should they be part of your portfolio?

In this episode of Gimme Some Truth, we break down alternative investments, including private equity, private debt, real estate, and venture capital, and explain how they compare to traditional stocks and bonds. If you're exploring portfolio diversification strategies or wondering whether alternative assets make sense for retail investors, this episode covers what you need to know.

As alternative investments become more accessible, investors are increasingly considering them for non-correlated returns, asymmetric upside potential, and long-term wealth building. Ho...

In this episode of Gimme Some Truth, we dive deep into the rapidly evolving situation in Iran and its immediate effects on global markets and the economy. Geopolitical events move fast, and while the instinct may be to react, history tells a much more nuanced story about market resilience.

We break down the central role of oil prices, the strategic importance of the Strait of Hormuz, and why the U.S. economy's shift toward being an energy exporter changes the math on GDP drag compared to decades past.

In...

What will drive markets in 2026?

In this February 2026 episode of Gimme Some Truth, hosts Nate Condon and Clint Walkner examine five major market catalysts investors should watch this year: elevated U.S. equity valuations, international market rotation, a potential new Federal Reserve Chair, inflation’s evolving target, and AI-driven volatility.

The discussion expands on their published article featured in Walkner Condon’s 2026 Market Outlook, outlining why stretched U.S. stock valuations may require record earnings growth to justify further gains — and why earnings misses are being punished more severely. They explore the reemer...

The S&P 500’s top 10 companies now represent over 40% of the index — the highest market concentration in modern history. What does that mean for investors?

In this episode of Gimme Some Truth, we break down market concentration risk, the CAPE ratio (Shiller P/E), and how today’s valuations compare to the dot-com bubble. With U.S. large-cap stocks trading at historically elevated levels, we explore whether international diversification, emerging markets, and value-oriented strategies may offer better risk-adjusted opportunities.

If you’re concerned about overexposure to the Magnificent Seven, high val...

In this episode of Gimme Some Truth, the Nate and Clint discuss the 2026 Market Outlook, Walkner Condon’s annual market outlook publication, and the key themes shaping the year ahead.

Read the 2026 Market Outlook here: https://walknercondon.com/market-outlook-guide-2026/

The conversation explores insights from the 2026 Market Outlook, including diversification, concentration risk, taxation, and the evolving role of artificial intelligence in financial markets. Listeners are encouraged to evaluate their portfolios against these factors and consider how emerging risks and uncertainties may impact long-term strategy.

This ep...

In this episode of Gimme Some Truth, Clint, Keith, and Nate take a deep dive into one of the most debated topics in finance today: investment bubbles. From historical manias to the modern AI boom, this episode unpacks how bubbles form, why they burst, and what investors should watch for in today’s elevated market environment.We explore classic examples like Tulip Mania, the Dot-Com Bubble, and other notable periods of irrational market enthusiasm. The team also examines current concerns surrounding AI valuations, cryptocurrency speculation, and whether today's market dynamics mirror past bubbles.You’ll learn:What defines a financial bubb...

Welcome to a new episode of Gimme Some Truth, filmed in our upgraded Verona studio! In this episode, we break down the recent surge in gold prices and why precious metals are once again dominating investor conversations.

Clint and Nate explore key drivers behind gold’s rally—including market uncertainty, inflation pressures, global demand, and central bank gold purchases. We analyze how gold and silver behave during different market cycles, compare them to other asset classes, and discuss the risks, volatility, and long-term strategy considerations for investors.

Whether you're eval...

In this episode of Gimme Some Truth, Nate, Andrew, and Clint take a deep dive into the rapidly growing world of prediction markets—a space sitting at the intersection of investing, betting, and financial innovation.

We explore how prediction markets first emerged from political forecasting and academic research, how companies like Kalshi and Polymarket are shaping the U.S. landscape, and what the regulatory environment looks like today.

The conversation also covers how prediction markets actually work, their impact on sports betting and investment portfolios, and whether they could ev...

The State and Local Tax (SALT) deduction is getting its biggest update in years. In this episode of Gimme Some Truth, Clint, Alicia, and Nate break down the new law that raises the federal SALT cap from $10,000 to $40,000 starting in 2025, with limits that phase out for higher-income households and a temporary window that currently runs through 2029.

You’ll learn what counts as SALT (property taxes, state income taxes, and certain local taxes), who benefits most in high-tax states, and why the expanded cap could make itemizing attractive again—even for filers who have taken the...

In this episode of Gimme Some Truth, hosts Clint and Nate sit down with insurance veteran Rod Crandall to explore how long-term care insurance can protect your financial future.

Rod breaks down common misconceptions, explains how long-term care coverage fits into retirement planning, and shares his personal experience purchasing a policy. The conversation also covers:

✅ Current costs of long-term care in Wisconsin

✅ Different types of long-term care insurance (traditional vs. modern hybrid options)

✅ Underwriting and eligibility considerations

✅ Why proactive planning matters for financial security...

💰 Are you making the most of your cash? In this episode of Gimme Some Truth, Nate Condon and Mitch DeWitt break down cash management strategies that help you stay ahead in a changing financial world.

Discover how to optimize your liquidity, earn higher yields, and protect your cash from inflation and interest rate shifts. Whether you’re holding cash for short-term goals or long-term flexibility, this conversation will help you make smarter, more confident financial decisions.

🔹 Topics Covered:

00:00 Introduction to Cash Management

01:01 The Changing Landscape of Cash<...

In this episode of Gimme Some Truth, hosts Clint Walkner, Stan Farmer, and Ian Beardsley are joined by Meb Faber, Chief Investment Officer of Cambria Investment Management, for an in-depth discussion on utilizing Section 351 to seed newly launching exchange-traded funds—a mechanism that can provide a tax-efficient approach to diversifying concentrated stock and ETF positions.

The conversation explores the mechanics, potential benefits, and use cases for these funds, and how they may fit into broader portfolio management and diversification strategies. Meb also shares his perspective on global investing themes, market observations, and future developments in...

In this episode of Gimme Some Truth, Clint and Nate dive into the world of pledged asset lines—also known as securities-backed loans. They break down how these loans work, when investors might consider using them, and how they compare to traditional lending tools like home equity lines of credit (HELOCs).

You’ll learn:

🔹 What a pledged asset line is and how it functions

🔹 Real-world examples of how investors use them

🔹 The advantages and potential risks involved

🔹 How securities-based loans can provide liquidity without selling...

In this episode of Gimme Some Truth, Nate Condon and Clint Walkner are joined by Mitch DeWitt, CFP®, MBA. Together they help break down the complex world of equity compensation. We explain what equity compensation is, why it matters for financial planning, and the different types of stock options employees may encounter.

The discussion covers the tax implications of stock options, potential pitfalls to avoid, and key strategies to incorporate equity compensation into a long-term plan. Whether you’re an employee receiving stock options or simply interested in understanding how they fit into wealth-building, thi...

How does Epic's employee stock program work—and what do you need to know about taxes, loans, 83(b) elections, and long-term planning?

In this episode of Gimme Some Truth, financial professionals Clint Walkner, Alicia Vande Ven, CFP® (former Epic HR), and Mitch DeWitt, CFP®, break down the complexities of Epic employee stock, including vesting, tax implications, exit planning, and risk management. Whether you're an Epic employee, former staffer, or simply navigating equity compensation, this episode offers structured insight into managing your equity in 2025 and beyond.

Check out our new Epic...

In this episode of Gimme Some Truth, Clint, Nate, and Syl break down the Q3 market recap and share their Q4 stock market outlook. They discuss the continued strength of U.S. and international equities, the resilience of the economy despite tariffs and global challenges, and how potential Federal Reserve rate cuts may shape the months ahead.

They also dive into currency pressures, inflation trends, consumer spending, and real estate dynamics—plus the growing influence of AI and reshoring initiatives on the broader economy. Packed with insights for both experienced investors and new market pa...

In this episode of Gimme Some Truth, we take a closer look at the future of Social Security and what it means for retirement planning. Mitch shares insights into the projected depletion of the Social Security Trust Fund by 2033, highlighting that while the headlines can be alarming, Social Security payments have never been missed.

We explore the origins of Social Security, the impact of demographic shifts, and the political and funding challenges shaping its outlook. The conversation also reviews potential legislative reforms — including retirement age adjustments, tax changes, and benefit modifications.

In this episode of Gimme Some Truth, hosts Clint Walkner and Syl Michelin take a closer look at the S&P 500 index, separating fact from fiction. Many investors assume the S&P 500 is broadly diversified and a true reflection of the U.S. economy—but the reality is more complex.

We break down the history and performance of the S&P 500, uncover the truth about its concentration in mega-cap tech stocks and select sectors, and explain why relying on it as a sole investment strategy carries significant risks. You’ll also learn how global fact...

In this episode of Gimme Some Truth, we explore the GENIUS Act, a groundbreaking bipartisan law that brings much-needed regulatory clarity to stablecoins and the broader crypto market.

💵 What are stablecoins?

Why do they matter to investors and consumers? Unlike volatile assets like Bitcoin or Ethereum, stablecoins are pegged to the U.S. dollar and backed by high-quality reserves—making them a powerful tool for payments, cross-border transfers, and financial stability.

🎙️ Our hosts dive into:

What the GENIUS Act means for crypto regulation...

In this episode of Gimme Some Truth, financial advisors Nate Condon and Clint Walkner explore whether it makes sense to claim Social Security early—as early as age 62 or 63—rather than waiting until 70.

📊 They challenge the traditional advice to delay benefits and explain how early Social Security claiming can support meaningful lifestyle choices like travel, hobbies, and enjoying retirement while you're still young and active.

Key topics covered:

Pros and cons of claiming Social Security at 62, 63, or full retirement age

Health, longevity, and spe...

In this episode of Gimme Some Truth, our investment committee hosts a spirited financial debate on some of today’s most pressing topics:

📈 U.S. stock market valuations

💰 Tariffs as hidden taxes

🧠 The future of artificial intelligence (AI) in investing

Watch Sunny Syl vs. Skeptical Stan as they share bullish and bearish views on the economy, recession risks, and fiscal policy. Hosted by Clint Walkner, this point-counterpoint format brings insight on navigating market volatility and uncovering opportunities in uncertain times.

🔍 Key topics include:

In this episode of Gimme Some Truth, Clint and Nate welcome Andy King, the newest advisor joining Walkner Condon Financial Advisors. Andy brings decades of experience, a deep commitment to his clients, and a thoughtful approach to succession planning. Along with his assistant Regan Miller, Andy shares why he chose to merge with Walkner Condon, how he built King Financial Group, and what lies ahead for their clients.

Whether you're a client, a fellow advisor, or just curious about how financial advisors plan their own retirement transitions—this episode offers a candid, behind-the-scenes look at the heart of...

In this episode of Gimme Some Truth, we dive deep into alternative investments—exploring everything from private equity and private debt to real estate, commodities, crypto, and hedge funds. Nate Condon and Clint Walkner from Walkner Condon Financial Advisors explain how access to these investment options has evolved and what individual investors should know before diving in.

Whether you're a high-net-worth investor or someone exploring portfolio diversification beyond stocks and bonds, this episode delivers clear explanations and real-world examples to help you understand risks, rewards, and opportunities in today’s alternatives landscape.

🔔 Subscribe for more investm...