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Odd Lots
Odd Lots•January 12, 2026

Cullen Roche on the Art of Building a Perfect Portfolio

An expert discussion of portfolio construction that challenges traditional 60/40 investing strategies, explores the importance of understanding individual risk profiles, and examines how factors like time horizon, income stability, and macro trends impact optimal investment approaches.
Angel Investing
Venture Capital
Bootstrapping
Portfolio Management
Warren Buffett
John Bogle
Joe Wiesenthal
Tracy Alloway

Summary Sections

  • Podcast Summary
  • Speakers
  • Key Takeaways
  • Statistics & Facts
  • Compelling StoriesPremium
  • Thought-Provoking QuotesPremium
  • Strategies & FrameworksPremium
  • Similar StrategiesPlus
  • Additional ContextPremium
  • Key Takeaways TablePlus
  • Critical AnalysisPlus
  • Books & Articles MentionedPlus
  • Products, Tools & Software MentionedPlus
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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.

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Podcast Summary

In this episode of Odd Lots, hosts Joe Wiesenthal and Tracy Alloway dive deep into portfolio construction with Cullen Roche, founder of Disciplined Funds and author of "Your Perfect Portfolio." The conversation explores how the traditional 60/40 portfolio performed poorly in 2022 during the worst inflation in 40 years, challenging long-held assumptions about diversification. (02:22) Roche argues that there's no one-size-fits-all investment strategy, emphasizing that everyone needs their own customized approach based on their unique circumstances, time horizons, and asset-liability matching rather than subjective risk tolerance questionnaires.

  • Main theme: Moving beyond cookie-cutter portfolio models to create personalized investment strategies that account for individual circumstances, income stability, and time horizons

Speakers

Joe Wiesenthal

Co-host of Bloomberg's Odd Lots podcast, focusing on markets, economics, and finance. Known for his analytical approach to understanding market dynamics and investment strategies.

Tracy Alloway

Co-host of Bloomberg's Odd Lots podcast with expertise in financial markets and economic analysis. Brings a critical perspective to investment discussions and portfolio construction.

Cullen Roche

Founder and CIO of Disciplined Funds with multiple decades of experience managing money and providing financial advisory services. Author of the new book "Your Perfect Portfolio: The ultimate guide to using the world's most powerful investing strategies," examining various portfolio construction approaches and their historical performance.

Key Takeaways

Treat Your Income as a Fixed Income Allocation

Roche emphasizes the importance of viewing your human capital and job as a literal bond allocation in your overall portfolio. (25:34) A stable, high-paying job essentially functions like a million-dollar bond earning consistent returns, which should influence how much risk you can take with your investment portfolio. This perspective is particularly powerful for young professionals who have decades of earning potential ahead of them, allowing them to take more aggressive positions in their investment accounts since their "human capital bond" provides stability. The key insight is that someone with a stable government job can afford much more investment risk than a real estate developer whose income fluctuates dramatically.

Risk Profiling Through Asset-Liability Matching, Not Emotions

Traditional risk questionnaires asking how you'd react to a 30-40% market decline are fundamentally flawed because everyone knows the "right" answer. (08:28) Roche discovered that 98% of clients answered these questions identically, claiming they'd buy the dip, yet half called panicked during COVID wanting to sell everything. Instead of relying on subjective emotional assessments, effective portfolio construction requires understanding your actual financial obligations over different time horizons and matching assets to those specific liabilities, similar to how pension funds and banks operate.

The 60/40 Portfolio as "Good Enough" Diversification

The classic 60/40 portfolio (60% stocks, 40% bonds) functions as what Roche calls the "good enough" portfolio. (17:58) By owning 60% equities, you capture sufficient upside during bull markets, while the 40% bond allocation typically buffers volatility during bear markets, helping investors stay the course. Though it traced back to the Great Depression through Walter Morgan's Wellington Fund, this allocation proved its worth by getting "crushed way less than everything else" during that crisis. However, 2022 exposed its limitations when stocks and bonds became highly correlated during inflationary periods.

Time Horizons Trump Market Timing

Rather than focusing on macro predictions or trying to time markets, Roche advocates for matching investment strategies to actual time horizons. (28:35) A 20-year-old with a stable job and 40+ years until retirement can handle significant volatility and should potentially ignore short-term performance, maybe even "losing the password" to their brokerage account for decades. Conversely, someone nearing retirement with high exposure to volatile assets like NVIDIA faces entirely different sequence-of-returns risks. The key is understanding that the best times to invest (market bottoms) often coincide with when you have the least ability to do so (job losses, economic uncertainty).

Understand What You Own to Stick With It

The biggest challenge in portfolio construction isn't finding the perfect allocation but maintaining discipline during stressful periods. (29:34) Roche notes that if you don't understand the mechanics of what you own - whether it's Treasury bonds, international stocks, or alternative investments - you won't be comfortable holding them during downturns. This is why he spends time explaining macroeconomic concepts not because they're crucial for portfolio construction, but because understanding how these assets function at a fundamental level helps investors maintain conviction during inevitable periods of volatility and underperformance.

Statistics & Facts

  1. The outstanding market cap of stocks versus bonds globally is roughly 65% stocks to 35% bonds, but when looking at actual issuance (full cap), it's almost the opposite ratio. (20:27) This highlights how investable markets differ significantly from total global financial asset issuance.
  2. Approximately 98% of people answer risk tolerance questionnaires the same way, claiming they would buy the dip during market downturns. (08:28) However, about 50% of clients actually panic and want to sell during real market stress like COVID-19.
  3. E-commerce currently represents about 25% of total retail sales, with Roche projecting this could reach 50-70% in the future. (44:13) This trend supports his thesis for potentially overweighting technology in forward-looking portfolio construction.

Compelling Stories

Available with a Premium subscription

Thought-Provoking Quotes

Available with a Premium subscription

Strategies & Frameworks

Available with a Premium subscription

Similar Strategies

Available with a Plus subscription

Additional Context

Available with a Premium subscription

Key Takeaways Table

Available with a Plus subscription

Critical Analysis

Available with a Plus subscription

Books & Articles Mentioned

Available with a Plus subscription

Products, Tools & Software Mentioned

Available with a Plus subscription

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