Invest Like a Billionaire

Are index funds still safe? As the AI boom reshapes the market, nearly 40% of the S&P 500 is now concentrated in just 10 companies. In this episode, Bob Fraser, Ben Fraser, and Ellis Hammond, break down what this historic concentration means for investors, what history can teach us about today's AI-driven market, and why great companies don't always make great investments. Have more questions,...

A new Fed Chair could change investing for the next decade. Kevin Warsh is calling for a fundamental shift in how the Federal Reserve approaches interest rates, inflation, and economic policy. If he's successful, the investing playbook that's defined the past 20 years may no longer apply. In this episode, Bob Fraser, Ben Fraser, and Ellis Hammond break down what Warsh's vision could me...

At the start of 2026, many economists expected growth to slow. Since then, we've had tariffs, inflation concerns, conflict in the Middle East, oil volatility, and a new Fed Chair. Yet the economy keeps growing. In this episode, Bob Fraser and Ellis Hammond sit down with Belinda Román, Associate Professor of Economics at St. Mary's University, to discuss what's changed, what's surprised her, and wh...

Are your 30s and 40s the most important decades for building wealth? In this episode, Ben Fraser and Ellis Hammond share the wealth-building lessons they've learned the hard way, from investing mistakes and lifestyle creep to the power of compounding, skill development, and building a portfolio that can create long-term financial freedom. If you're serious about growing your wealth, this c...

Most high-income earners assume the Solo 401(k) isn't for them. They're wrong. If you have a side hustle, a consulting gig, or a small investment LLC, you likely qualify, and you could be sheltering up to $144,000 per year in tax-free contributions. Bob Fraser and Ellis Hammond sit down with George Blower, co-founder of MySolo401k.net, to break down exactly how this works and why so few pe...

Nobody predicted 2008. Nobody predicted COVID. And whatever causes the next market crisis probably won't be what investors expect. That's what makes today's environment so challenging. Just a few months ago, markets were expecting rate cuts and easing inflation. Now oil prices are surging, treasury yields are rising, and some analysts are drawing comparisons to the inflationary pressures of the 19...

Bourbon might be one of the most overlooked alternative investments in America. In this episode of Invest Like a Billionaire, Brian Rosen, founder of InvestBev, breaks down how his firm built a portfolio around bourbon barrels, beverage brands, and alcohol infrastructure and why family offices are paying attention. We cover: • Why bourbon barrels have historically produced strong returns • The “di...

Most entrepreneurs know how to build wealth. Very few know how to keep it. In this episode, Bob Fraser and Ellis Hammond sit down with Michael Sonnenfeldt, founder and chairman of TIGER 21, whose members collectively manage more than $280 billion in assets. They discuss why entrepreneurs often become bad investors after a big exit, the mindset shift from builder to allocator, how the ultra-wealthy...

Most entrepreneurs think they have a tax strategy. What they actually have is a tax return. In this episode, Patrick Lonergan of Vital Wealth breaks down the biggest tax mistakes high earners make, why most CPAs are reactive instead of strategic, and how wealthy entrepreneurs use tax planning, cash flow management, and alternative investments to build long-term wealth. Have more questions, or want...

“Good” deals are losing money right now. So what went wrong? In this episode of Invest Like A Billionaire , Ben and Ellis break down the 5 rules most real estate investors ignored and how breaking them led to massive losses across the market. More importantly, we show you how to apply these rules to win in the next cycle . Have more questions, or want more resources like a tax calculator? Go to ⁠⁠...

Most investors think picking the right deal is how you win. It’s not. In this episode of Invest Like a Billionaire, we break down why investing deal by deal can quietly destroy your returns and what actually builds long-term wealth. We cover: Why “good” deals still lose money over time The IRR trap most investors fall into How cash drag and taxes kill compounding Why wealthy investors focus on con...

$1T in multifamily debt is coming due and most of it already doesn’t work. Is this a real estate crash or the next buying opportunity? We brought in Dugan Kelley, co-founder of Kelley Clarke Law and a leading real estate and SEC attorney, to break down what’s actually happening in the multifamily market. In this episode: -The multifamily “maturity wall” explained -Why 2020–2022 real estate deals a...

If you have a large IRA, there’s a good chance you’re playing the game exactly how the IRS wants, and it’s costing you millions. Most investors are told to defer taxes. That’s where they go wrong. In this episode, CFP and tax strategist Craig Wear explains why Roth conversions often make more sense sooner and more aggressively than most people think. We cover: • Why waiting can cost you • How RMDs...

Most investors focus on what to invest in. Wealthy investors focus on how they invest. In this episode, we break down one of the simplest (and most overlooked) strategies: using an LLC to structure your investments. Bob’s been doing this for years. Ben hasn’t. So… is this actually something you should be doing? We cover: • Why serious investors don’t invest in their own name • How this setup can r...

What are high-net-worth investors actually doing with their portfolios right now? In this episode, Bob and Ben sit down with Litan Yahav, co-founder of Vyzer , to break down insights from $30 billion in real investor data —not surveys, but actual portfolio behavior. The results are surprising. From a major shift out of private markets… to where capital is flowing instead… to how investors are reth...

Is a recession coming? Oil prices, inflation, and Fed rate cuts explained. With oil prices rising and tensions in Iran escalating, many investors are asking: Will higher oil trigger a recession in 2026? In this episode, Ellis sits down with Bob & Ben to break down: -Oil prices and their impact on inflation -How energy costs affect the economy and markets -Fed interest rate cuts and recession r...

What should investors actually look for in a Private Placement Memorandum (PPM)? In this episode, Ellis Hammond sits down with Ben Fraser and Bob Fraser to break down real examples of PPMs that raised major red flags — including unlimited sponsor expenses, huge placement fees, and deal structures that shift risk entirely onto investors. They walk through what a private placement memorandum is desi...

Is private credit about to collapse? The $1.7 trillion private credit market has grown rapidly, but recent write-downs from major funds like BlackRock and KKR are raising concerns about a potential private credit crisis. In this episode, Ellis Hammond sits down with Ben Fraser, CIO of Aspen Funds, to explain what’s happening in private credit, why some funds are showing stress, and what investors...

Recorded live at the Best Ever Conference 🎙️ What really changes when you go from making money → managing money? In this episode, Bob & Ben sit down with Christopher Nelson of WealthOps to break down how high-net-worth individuals structure, steward, and scale their wealth — without needing billions. We cover: • How to run a “micro family office” • How to give your wealth purpose beyond return...

Join Ben Fraser as he talks with Seth Bradley, Esq., Chief Legal Officer at Tribevest , about an opportunity hiding in plain sight: turning your network into a fund of funds . In this episode, you’ll learn: • How the fund-of-funds model works and why it’s gaining momentum • How professionals are leveraging their networks to raise capital • The steps to start your own fund of funds, the compliant w...

Bob and Ben recap the biggest insights from our 2026 Economic Outlook and Macro Forecast presentations, featuring perspectives from Belinda Román, John Chang, and Jay Parsons. They cover GDP growth expectations, potential Fed rate cuts, housing market trends, and real estate investment signals — plus why investor sentiment may matter more than the data in the near term. A fast, data-driven snapsho...

In this episode, Bob Fraser shares his presentation from our 2026 Macro Economic Outlook event, breaking down the investable megatrends shaping 2026. From AI and productivity to real assets and interest rates, learn how to invest with the tide and position your portfolio for what’s next. Have more questions, or want more resources like a tax calculator? Go to ⁠⁠https://investlikeabillionaire.org/⁠...

California is pushing a wealth tax. Missouri just eliminated capital gains tax. What does that mean for investors? In this episode, Ellis Hammond sits down with Bob and Ben Fraser to break down the billionaire tax battle between CA vs. MO—and how high-net-worth investors adapt. Learn how the wealthy use LLCs, balance-sheet thinking, and smart tax strategy to legally protect and grow their wealth....

In this episode, Bob and Ben Fraser sit down with Dr. Peter Linneman, Wharton professor and real estate economist, to unpack the forces shaping today’s economy. He explains how capital flows influence property prices, examines AI’s impact on the labor market, and reviews housing trends—from multifamily demand to rent growth—revealing how economic shifts shape real estate and productivity. Essentia...

Is infinite banking a smart wealth strategy or just well-marketed? In Part 2 of this two-part debate, Ben and Bob continue their conversation with Caleb Guilliams (  @BetterWealth  ) and Jim Dew (  @DewWealth  ) Together, they unpack the realities of infinite banking and whole life insurance. Ben shares his own experience implementing these strategies, while the group debates the math, tradeoffs,...