Room to Run

In this episode, Robert explains why some of the best investment opportunities come from looking 12 to 18 months ahead instead of chasing the narratives dominating markets today.

He breaks down two major themes he believes could shape the next phase of the market, including the continued evolution of the AI trade and an emerging opportunity tied to U.S. rearmament.

He also discusses how he would think about building a portfolio from scratch and why the current market backdrop could offer an attractive window for putting capital to work.

In this episode, Robert explains why investors may be focusing too much on today’s massive AI spending and not enough on what that infrastructure could generate over the next 12 to 18 months.

He breaks down his “shovel sellers vs. toll takers” framework for finding opportunities across the AI buildout, including why the companies benefiting today may not be the biggest winners tomorrow.

He also explores what’s happening in the bond market and why rising yields matter, before closing with a reminder that successful investing requires accepting uncertainty, managing downside, and staying positioned for the opportunities that matter most

In this episode, Robert explains why the recent AI selloff looks more like a reset than the end of the long-term investment story. He compares today's market to previous technology-driven bull markets, discusses how liquidity events and excessive speculation can create sharp but temporary drawdowns, and outlines the qualities he's watching for as the next market leaders emerge.

He also answers a listener question about stop losses, explains why preserving capital remains essential, and argues that successful investors survive volatility by managing risk rather than trying to avoid every downturn.

In this episode, Robert explores how social media can distort investors' expectations, encouraging excessive risk-taking while downplaying the importance of preserving capital.

He explains why surviving market volatility is more important than chasing every hot trade, shares how he approaches risk management and stop losses, and argues that the recent AI selloff has created healthier conditions for the broader bull market rather than signaling its end. The episode also examines the evolving AI landscape, where market leadership may be shifting even as the long-term investment cycle remains firmly intact.

In this episode, Robert explains why true diversification is about managing exposure, not simply owning more stocks, and explains where index funds come into play. 

He shares what he's watching as the Magnificent 7 enter a pivotal earnings season, why market reactions often matter more than the earnings themselves, and offers a practical framework for deciding when to trim or sell positions.

Throughout the episode, he covers disciplined portfolio construction, risk management, and balancing higher-conviction investments with long-term stability.

In this episode, Robert examines how foreign influence campaigns may be attempting to slow America's AI infrastructure buildout by amplifying fears around data centers, while arguing that the long-term AI investment thesis remains intact. He explains why leadership is broadening beyond AI hardware into sectors like healthcare, financials, and select small caps, viewing the rotation as a healthy sign for the bull market rather than a warning signal. The episode also covers his approach to managing winning positions, why disciplined risk management matters more than perfect predictions, and how staying flexible helps investors capitalize on new opportunities as market leadership evolves.

In this episode, Robert challenges the popular belief that high-profile IPOs signal the end of a bull market, arguing that history shows they are often a sign of strong liquidity rather than an imminent market top.

He breaks down the conditions that have historically ended major bull markets, explains why he believes today's environment differs from past bubbles, and shares his current outlook on valuations, Federal Reserve policy, and investor sentiment.

The episode also covers his approach to navigating the recent market pullback, why technical trends matter more than "cheap" valuations, and how he is managing profits and positioning while waiting for the next high-conviction opportunities.

In this episode, Robert discusses an emerging investment theme that caught his attention after conversations with prominent technology and finance leaders: quantum computing and the cybersecurity challenges it could create.

He explores the concept of "Q Day," why advances in quantum technology may eventually force governments and businesses to rethink digital security, and where investors may find opportunities as the industry develops.

He also shares his framework for finding strong stocks during market pullbacks, offers thoughts on the early policy direction of new Fed Chair Kevin Warsh, and explains why periods of uncertainty and volatility can often create attractive long-term buying opportunities.

In this episode, Robert argues that investors can acknowledge parts of the AI boom look excessive while still participating profitably. He discusses why some AI-related stocks may experience sharp pullbacks, but notes that current market conditions still look far different from the final stages of historic bubbles.

He revisits his framework of owning long-term AI "toll roads" while tactically trading AI "shovel sellers," and explains why he believes the broader AI narrative could eventually shift from fear and skepticism toward productivity, infrastructure, and economic benefits.

The episode also covers market reactions to a stronger-than-expected jobs report, thoughts on a potential Fed leadership transition, and how he is managing cash and positioning during the current tech pullback. 

Are we in the middle of one of the greatest bull markets of our lifetime?

In this episode, Robert Ross zooms out from the daily noise around earnings, Fed meetings, wars, tariffs, oil shocks, and market volatility to explain his “100-year market cycle” framework. Since the Great Depression, stocks have moved through long secular bull and bear markets, with each major bull cycle powered by a new wave of economic development.

Today, Robert argues that artificial intelligence is the force driving the next phase of this secular bull market. He explains why this looks more like the middle of a long-term cycle than the end, why earnings growth matters more than bubble narratives, and why the S&P 500 could have far more upside if this cycle resembles previous bull markets.

He also answers a listener question about whether massive SpaceX and OpenAI IPOs could mark a market top, discusses why he avoids hyped IPOs at launch, and closes with a reminder to ride the bull market without getting reckless.