Building the Perfect Portfolio

Watch on YouTube ↗  |  January 26, 2026 at 22:00  |  33:57  |  The Compound News
Speakers
Cullen Roche — Founder, Discipline Funds
Josh Brown — CEO, Ritholtz Wealth Management

Summary

Josh Brown interviews Cullen Roche about his book Your Perfect Portfolio and the practical tradeoffs in portfolio construction. They discuss 60/40, permanent portfolio, trend following/CTAs, diversification, and long-term equity investing. The macro discussion covers housing affordability, rental inflation, AI/Nvidia wealth effects, and concentration risk.

  • Cullen Roche argues there is no single perfect portfolio and emphasizes behavioral fit.
  • The discussion covers 60/40, risk parity, permanent portfolio, trend following, Boglehead, and endowment strategies.
  • Stocks and bonds can correlate in short stress periods like 2022, so 60/40 may need other diversifiers.
  • Trend-following CTAs are presented as truly uncorrelated but volatile and prone to long lulls.
  • CTAs are currently overweight trending silver and precious metals.
  • Housing is seen as sluggish for 5-10 years while rents rise and affordability remains strained.
  • Long-term stock market returns are seen as likely positive over 5-10+ years.
  • Concentration in gold/silver or technology is flagged as a sequence-of-return risk; diversification is favored.
Ideas
Cullen Roche Founder, Discipline Funds 11:51
60/40 fails short-horizon diversification.
Investors who expect stocks and bonds to be uncorrelated over short horizons such as 18 months are likely to be disappointed; 2022 and 2008 showed correlations can spike. Owning only stocks and bonds is not diversified enough for short-horizon investors, who need additional strategies or a longer time frame.
Cullen Roche Founder, Discipline Funds 12:32
Four-quadrant all-weather portfolio, but can lag.
The permanent portfolio spreads exposure across long-term Treasury bonds, gold, cash, and stocks, with each quadrant intended to protect against a different environment: growth, recession, deflation, or inflation. It can feel more diversified than pure stocks and bonds in periods like 2022, but because not all components generate cash flow, it can lag for long stretches when cash and commodities are weak, so patience is required.
Cullen Roche Founder, Discipline Funds 14:10
Trend-following CTAs diversify but are erratic.
Trend-following/CTA funds are the truly uncorrelated strategy in the book: they go long or short across markets, seek small trends that become large, and can diversify stock and bond risk. However, they are erratic, hypervolatile, and can have long periods where they do not work, so investors must understand what they own and be behaviorally prepared.
Cullen Roche Founder, Discipline Funds 14:31
CTAs heavily long trending precious metals.
In the current environment, many CTAs are overweight silver and precious metals because those markets have been trending; this positioning has driven strong CTA fund performance, illustrating the trend-following strategy's momentum edge.
Cullen Roche Founder, Discipline Funds 20:04
Long-term stock returns likely positive.
Over 5-, 10-, and 20-year horizons, owning the stock market has a high probability of generating positive real returns, while 12- to 24-month outcomes are unpredictable. This supports long-term equity exposure and adding to it rather than trying to time short-term moves.
Cullen Roche Founder, Discipline Funds 23:53
Housing prices flat, rents rise.
Housing prices rose sharply during COVID and have since flatlined; affordability is poor for younger renters. As wages slow, rents and prices should converge, leaving residential real estate prices flat or sluggish for 5-10 years while rents creep higher; no quick fixes are apparent, though mortgage rates may eventually decline with Fed cuts.
Josh Brown CEO, Ritholtz Wealth Management 26:32
Staying out of Nasdaq/growth costly.
Investors who have stayed out of NASDAQ and growth stocks since the 2013 new high have missed a decade and a half of gains. While bear markets and corrections will occur, the odds of the market returning to the level where they decided to sit out are low, so staying invested long-term is more important than avoiding a top.
Cullen Roche Founder, Discipline Funds 29:18
Diversification is more compelling than ever.
Short-term risks are elevated, and concentrating in one winning area—whether gold/silver or technology—creates severe sequence-of-return risk over the next 5-10 years. Diversifying across styles and strategies is therefore more compelling now than usual, even though it will not always feel good.
Up Next

This The Compound News video, published January 26, 2026, features Cullen Roche, Josh Brown discussing 60/40 Portfolio, TLT, GLD, CASH, STOCKS, DBMF, SILVER, GLTR, Stock Market, REZ, QQQ, IWF, Diversified multi-asset portfolio. 8 trade ideas extracted by AI with direction and confidence scoring.

Speakers: Cullen Roche, Josh Brown  · Tickers: 60/40 Portfolio, TLT, GLD, CASH, STOCKS, DBMF, SILVER, GLTR, Stock Market, REZ, QQQ, IWF, Diversified multi-asset portfolio