Room to Run

In this episode, Robert examines the resilience of the stock market amid a turbulent 2026 and why chasing short-term gains can be one of the most costly mistakes investors make.

He breaks down how the midterm elections could reshape the AI infrastructure trade, why shifting dynamics around data center construction may create new opportunities for Big Tech, and what this could mean for companies like Amazon, Microsoft, and Alphabet.

He also discusses why he's holding back on options trading, the dangers of chasing investment strategies based on recent performance, and why patience and discipline remain critical to building long-term wealth.

In this episode, Robert examines how the bearish narratives surrounding artificial intelligence have continued to evolve as the technology becomes more widely adopted and commercially successful.

He breaks down why the latest concerns around AI infrastructure financing deserve attention, but also why distinguishing between financially vulnerable companies and established industry leaders could reveal compelling investment opportunities.

He also discusses his decision to reduce exposure to the memory trade, the importance of recognizing when an investment thesis is weakening, and why maintaining a disciplined, unemotional approach to investing can be more valuable than reacting to every market headline.

In this episode, Robert examines how the bearish narratives surrounding artificial intelligence have continued to evolve as the technology becomes more widely adopted and commercially successful.

He breaks down why the latest concerns around AI infrastructure financing deserve attention, but also why distinguishing between financially vulnerable companies and established industry leaders could reveal compelling investment opportunities.

He also discusses his decision to reduce exposure to the memory trade, the importance of recognizing when an investment thesis is weakening, and why maintaining a disciplined, unemotional approach to investing can be more valuable than reacting to every market headline.

In this episode, Robert explains why the bull market may have more room to run despite persistent fears around inflation, rising interest rates, and geopolitical uncertainty. 

He breaks down three investment themes he believes could outperform over the next 12 to 18 months, including AI infrastructure beneficiaries, Bitcoin, and select small-cap opportunities. 

He also discusses why Treasury yields may be approaching a turning point, how market leadership is becoming increasingly concentrated, and why disciplined risk management and staying invested in strong performers remain essential to navigating an increasingly challenging market.

In this episode, Robert explains why the Great Wealth Transfer could become one of the most important investing trends of the next two decades as trillions of dollars shift to younger generations with very different investment preferences.

He breaks down the areas he believes could benefit most as control of that wealth changes hands, including crypto, alternative assets, technology, and wealth management.

He also discusses why diversification means accepting that some positions will inevitably lag, what’s behind the weakness beneath the major indexes, and why the market’s ability to withstand a difficult macro backdrop could be setting the stage for its next move.

In this episode, Robert explains why finding a potential 10-bagger is only half the battle, and why holding onto exceptional investments through painful drawdowns can be just as important.

He breaks down three areas where he believes the next generation of outsized winners could emerge, including crypto, space, and quantum computing, and why smaller companies can offer particularly compelling opportunities.

He also discusses his approach to long-term wealth building and retirement, before examining what rising Treasury yields could actually be signaling about the economy and markets. 

In this episode, Robert explains why fear can be one of the most costly forces in investing and how pessimism surrounding new technologies can sometimes obscure the opportunities developing underneath.

He examines the current debate around AI regulation, including the incentives that could shape how the industry’s largest companies approach calls for greater oversight.

He also discusses what the latest Federal Reserve decision means for stocks, why the market’s resilience amid a long list of concerns has caught his attention, and how patience can help investors navigate periods when the market seems stuck in place.

In this episode, Robert explains why identifying a great company is only part of successful stock picking, and how paying the wrong price can turn even a dominant business into a disappointing investment.

He uses Microsoft’s experience after the Dot Com Bubble to examine today’s AI leaders, breaking down the difference between “shovel sellers” and “toll takers” and what investors should consider when evaluating each.

He also discusses dividend-focused portfolios, why total return matters, and what the market’s recent resilience in the face of higher rates and oil prices could be signaling. 

In this episode, Robert explains why successful investing often means enduring long stretches of uncertainty and volatility while giving compounding enough time to work.

He breaks down why Bitcoin currently offers one of the most compelling risk-reward setups he sees across markets, and what sentiment, fundamentals, and market cycles could be signaling about its next chapter.

He also discusses navigating a cold streak in small-cap investing, shifting market leadership, and how the latest earnings and Federal Reserve developments could influence his positioning.

In this episode, Robert explains why rising Treasury yields may not be the warning sign for stocks that many investors assume. He looks back at a major market prediction from Ray Dalio to explore how investors can correctly identify an economic risk while still getting the market reaction wrong. He also discusses how to think about risk tolerance during volatile periods and why Bitcoin’s latest move could signal an important shift for crypto.