Invest Like a Billionaire
Aspen Funds
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Invest Like a Billionaire is a weekly show from Aspen Funds in which hosts Bob and Ben Fraser walk listeners through the world of alternative investing. Each episode looks at how everyday millionaires build portfolios and generate passive income through real estate, private equity, hedge funds and other alternatives. The hosts also cover market news, macroeconomics and longer-term investable megatrends. The goal is to help listeners invest with more confidence outside of traditional stocks and bonds.
Epizode
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He Built a $300M+ Company. Here’s How He Thinks About His Own Wealth 29.09.2026 46minCody Barbo, founder and CEO of Trust & Will, joins Ellis Hammond to talk about building, investing, and protecting wealth.Cody shares how he thinks about having most of his net worth tied up in the company he built, what raising more than $80 million taught him about choosing investors, and how he plans to diversify after a future liquidity event.Plus, Cody breaks down estate planning, including wills vs. trusts, when you actually need a trust, and how to protect and pass down the wealth you’ve worked hard to build.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Wealth Advice for HENRYs (High Earners, Not Rich Yet) 22.09.2026 42minMaking a high income doesn’t automatically make you wealthy.For high-income earners, the challenge often isn’t making more money, it’s turning that income into assets that compound and create long-term financial freedom.In this episode of Invest Like a Billionaire, Ben Fraser and Ellis Hammond break down how to make the shift from earning a great income to actually building wealth. They discuss lifestyle creep, debt, taxes, investing, and why getting to your first $1 million in investable assets can be such an important milestone.They also cover the short-term rental tax strategy many high earners overlook, how to “pay yourself first,” why protecting against losses matters when you’re building your portfolio, and the mindset shift from focusing on your income to focusing on your balance sheet.If you’re a high-income earner who wants to put your money to work and accelerate your path to financial freedom, this episode is for you.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
The State of Multifamily: Why We’re Buying Now 15.09.2026 54minIs the multifamily market finally at the bottom? After years of rising interest rates, falling property values, and distress across commercial real estate, the data may be pointing to a major buying opportunity.In this episode, Bob Fraser, Ben Fraser, and Ellis Hammond break down the current state of the multifamily market, the nearly $800 billion maturity wall, where distress is actually showing up, and why they believe the bottom is here.They also explain why today’s higher interest rates could create a unique buying window, how inflation impacts real estate over the long term, and why borrowing costs are temporary, but your basis is forever.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Hard Truths About Private Markets with Aleksey Chernobelskiy (GP-LP Match) 08.09.2026 49minWhat does it actually take to find a good private market deal?Aleksey Chernobelskiy, founder of GP-LP Match, joins Ben Fraser and Ellis Hammond to break down what he’s seeing across private markets today, from the biggest mistakes investors make to the risky assumptions hiding in real estate deals.Plus, why sophisticated investors may look at dozens of deals before saying yes to one.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Why RIAs Can’t Ignore Private Alternatives Anymore 01.09.2026 33minPrivate alternatives are becoming a bigger part of high-net-worth portfolios. Is your advisory practice keeping up?Ellis Hammond sits down with Steve Woodruff, Principal and CIO of Venture Financial Advisors, to discuss why investor demand for private alternatives is growing and what RIAs need to know to stay competitive. They cover how to incorporate private markets into client portfolios, evaluate managers, conduct due diligence, and navigate opportunities across private credit, private equity, energy, and more.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
China’s 90% Model: The Economic War No One Is Talking About 25.08.2026 42minChina has a repeatable playbook for dominating entire industries. And now, it’s targeting sectors critical to America’s economic future.In this episode, Bob Fraser, Ben Fraser, and Ellis Hammond break down the strategy outlined in Ram Charan’s China’s 90% Model, how China gained control of critical industries like rare earth minerals, and why AI could be the next major battleground.Is the U.S. prepared to fight back? And what does this growing economic battle mean for investors?Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Private Markets Are Going Mainstream. Is That a Good Thing? 18.08.2026 37minBlackstone, Vanguard, and Wellington are bringing private markets to everyday investors.Their new funds give non-accredited investors access to alternative investments like private equity, private credit, real estate, and infrastructure. But is easier access actually a good investment?Referenced in this episode:Leyla Kunimoto’s breakdown of the WVB All Markets Fund and its fee structure:Read Leyla’s analysis here: https://x.com/LeylaKuni/status/2081081577099174243Bob Fraser, Ben Fraser, and Ellis Hammond break down the opportunity, the risks, the fees, and what this could mean for the future of alternative investing.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Should You Own Gold? David Morgan & Bob Fraser Weigh In 11.08.2026 45minShould gold still have a place in your investment portfolio?Precious metals expert David Morgan joins Bob Fraser and Ellis Hammond for a candid discussion on gold, silver, and their role in a modern portfolio.They break down how much gold investors should own, why central banks are buying, gold vs. the S&P 500, whether precious metals actually provide diversification, gold vs. Bitcoin, and where to invest when everything looks expensive.With very different views on precious metals, David and Bob make the case for and against gold and where it belongs in a modern portfolio.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
If We Had $5 Million to Invest Today, Here's Exactly What We'd Do 04.08.2026 51minWhat would you do if you suddenly had $5 million to invest?In this episode, Bob Fraser and Ben Fraser break down exactly how they'd build a portfolio in today's market. They share the principles behind every investment, reveal how they're actually allocating their own portfolios, and explain where they see the biggest opportunities today.Topics include asset allocation, diversification, private real estate, private credit, stocks, bonds, liquidity, risk management, and long-term wealth building.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
He Reviewed $8 Billion in Retirement Accounts. Here's What He Learned. 28.07.2026 27minMost investors think retirement accounts are only for stocks and mutual funds. Adam Bergman, founder of IRA Financial, explains how wealthy investors use self-directed IRAs, Roth IRAs, and alternative investments like private equity and real estate to build long-term wealth. Learn the biggest retirement investing mistakes, key IRS rules, and strategies that can help you maximize your retirement portfolio.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
The Economic War Every Investor Should Understand 21.07.2026 41minTariffs are only part of the story. In this episode, Ellis Hammond sits down with Bob Fraser and Ben Fraser to break down the real economic battle between the U.S. and China. Learn how tariffs, industrial policy, semiconductors, AI, rare earth minerals, and free markets are shaping the future of the global economy and what every investor should understand to navigate the opportunities and risks ahead.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Why Now Is the Time for Private Alternatives 14.07.2026 34minThe stock market is at record highs but does that mean it's time to rebalance? In this episode of Invest Like A Billionaire, Ellis Hammond sits down with Bob Fraser to discuss why today's market may be strengthening the case for private alternatives, where he's personally investing today, and how billionaire investors think about portfolio construction.They cover portfolio diversification, private credit, multifamily real estate, liquidity, taxes, cash flow, and the biggest mistakes investors make when moving beyond stocks.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Why Your Index Fund Isn't as Safe as You Think 07.07.2026 43minAre 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, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
The Fed is About to Change Everything. Are You Ready? 30.06.2026 39minA 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 mean for stocks, bonds, real estate, inflation, the yield curve, and your portfolio. Learn how investors can prepare for a new era of higher rates, market-driven capitalism, and long-term investing.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
The Economy Absorbed a War, Tariffs, & a New Fed Chair. Here's Why It Didn't Break. 23.06.2026 34minAt 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 whether the economy is proving more resilient than investors expected.We cover tariffs, inflation, consumer spending, interest rates, AI-driven productivity, recession risks, and what investors should be watching in the second half of 2026.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Don't Waste Your 30s or 40s: The Wealth Moves That Matter Most 16.06.2026 51minAre 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 conversation will help you focus on what actually matters.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
Think You Don't Qualify for a Solo 401(k)? Think Again. 09.06.2026 46minMost 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 people are taking advantage of it.You'll learn:The two simple requirements to qualifyHow to run the Mega Backdoor Roth strategy inside a Solo 401(k)Why leveraged real estate here avoids UDFI taxes entirelyHow to get set up for as little as $650Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
The 2026 Macro Reset: Oil, Inflation, and the Assets Poised to Win 02.06.2026 46minNobody 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 1970s.In this episode of Invest Like A Billionaire, Bob Fraser, Ben Fraser, and Ellis Hammond break down the biggest economic shifts happening right now, from energy markets and inflation to AI-driven productivity, real estate, private credit, and the opportunities they see emerging in an increasingly uncertain landscape.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
The Dirty Secret Behind Bourbon (And How to Profit From It) 26.05.2026 35minBourbon 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 “dirty secret” behind most liquor brands• How billionaires invest in beverage infrastructure• Why alcohol is considered a non-correlated asset• The macro trends reshaping the beverage industryHave more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/ -
The Skills That Built Your Wealth Can Destroy It featuring TIGER 21's Founder 19.05.2026 49minMost 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 are investing today, and why time eventually becomes more valuable than money.Have more questions, or want more resources like a tax calculator? Go to https://investlikeabillionaire.org/ to learn more about our community. Check out Ben & Bob’s company and invest along at https://aspenfunds.us/
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