
Rabbithole with Dave Nadig
Rabbithole: Where investment nerd Dave Nadig grabs one investing idea in his teeth and will not let it go until all the blood has been drained from the stone. Zero BS. No niceties. Just digging in to learn something from an actual expert in 30 minutes or less. Think of it as hot wings but for your brain. You're welcome.
Latest episodes

Jun 16, 2025 • 48min
The Hidden Risk Behind ETF Growth | Eric Balchunas and Dave Nadig Debate If We've Gone Too Far
ETF innovation or madness?In this episode of Rabbithole, Dave Nadig is joined by Bloomberg’s Eric Balchunas for a candid and wide-ranging conversation on the explosion of new ETFs—some useful, some ridiculous, and some outright dangerous. They debate where the line should be drawn between investor freedom and regulatory responsibility, why the current ETF boom feels different, and whether the rise of private markets and derivatives in ETFs is creating cracks in the financial system. From yield-maxing “hot sauce” products to private equity in public wrappers, this is a no-holds-barred look at where the ETF industry is heading.🔍 Topics Discussed:Why not all ETF buyers are your mom—and why that mattersThe ETF rating philosophy: truth in labeling over moral judgmentESG ETFs and the dangers of overpromisingThe rise of “YieldMax” style products and their behavioral appealAre leveraged and options-based ETFs pushing the ecosystem too far?ETF structure vs. mutual funds during liquidity crisesWhen ETFs outgrow their underlying markets (and what that breaks)The problem with private equity ETFs and mark-to-myth pricingBuffers, derivatives, and the new face of retail-friendly structured productsEric’s crypto ETF thoughts, hopes for a uranium spot ETF, and more

May 17, 2025 • 53min
The Fourth Turning Is Now | Neil Howe on the Coming Financial Reset and Who Rebuilds What’s Broken
Neil Howe, an esteemed author and expert on generational dynamics, discusses the impact of chaos on societal leadership and the evolving role of Generation X. He explains why generational transitions are slowing and how that affects today’s challenges. The conversation delves into Millennials' collective investing mindset compared to Gen X contrarianism. Howe also explores the importance of community rising from conflict during fourth turnings and speculates on whether the future societal reboot will be driven by states or communities.

Apr 8, 2025 • 29min
Tax Holy Grail? The Hidden ETF Strategy Nobody Talks About | Brent Sullivan
For transcripts, commentary and further reading, visit https://www.nadig.com/Join Dave Nadig as he dives deep into the complex world of ETF tax strategies with expert Brent Sullivan from Tax Alpha Insider. In this illuminating conversation, they break down the often misunderstood concept of "return of capital" distributions in ETFs and how these can impact your investment strategy and tax planning.## Key Topics Covered:- What return of capital actually means and how it works in different market conditions- The origin of return of capital in Master Limited Partnership (MLP) ETFs- How modern buy-write and covered call strategies utilize return of capital- Tax implications when your cost basis reaches zero- Potential downsides and risks of aggressive return of capital strategies- How ETF sponsors manufacture return of capital through tax-loss harvesting- The difference between capital gains and ordinary income in distribution planning- What investors should track and monitor when investing in these products- How to find reliable information about an ETF's distribution characterization

Mar 5, 2025 • 37min
Money Delusions: Barry Ritholtz on the Elusive Definition of Money and How Not to Invest It
In this initial episode of Rabbithole, Dave Nadig explores the psychology of money and investing with Barry Ritholtz, author of "How Not to Invest." Their conversation challenges conventional financial wisdom and reveals insights about what money is, and how we use and invest it. Key topics include:Why money is a tool for freedom and agency, not a store of value or end goalHow childhood experiences shape our lifelong money behaviors and attitudesWhy market crashes affect us differently at various life stagesThe dangers of algorithmic social media and information overload for investorsWhy avoiding mistakes is more important than chasing extraordinary returnsRethinking Bitcoin and other investments through better framingThe wisdom of humility in financial decision-makingBarry shares candid personal stories and draws on decades of experience as a trader, strategist, and wealth manager to identify the ideas, numbers, and behaviors that typically destroy wealth.Buy Barry's Bookhttps://amzn.to/3F7APZP