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Afford Anything | Make Smart Money Choices

Why You Should “T-Bill and Chill” Instead of Using a Savings Account, with Cullen Roche

Afford Anything | Make Smart Money Choices

Paula Pant | Cumulus Podcast Network

Business, Investing, Entrepreneurship

4.73.6K Ratings

🗓️ 27 January 2026

⏱️ 85 minutes

🧾️ Download transcript

Summary

#684: Most people search for the perfect portfolio — the one allocation that works in every market, at every age, for every goal. This interview starts by explaining why that portfolio does not exist. We talk with Cullen Roche, founder and chief investment officer of Discipline Funds, about why copying someone else’s portfolio can backfire, and why portfolio design works better when it starts with your own constraints instead of rules of thumb. We walk through real portfolio models. The conversation begins with the classic 60-40 portfolio. You hear where it came from, how it held up during the Great Depression, and why it became so widely adopted. We also talk about its trade-offs — why it feels boring in strong markets and comforting in crashes, and how that emotional balance plays a role in investor behavior. Next, we shift to a Buffett-style portfolio. You hear why the takeaway is less about stock picking and more about structure. The discussion covers why Buffett keeps a small allocation to cash-like assets, how that “dry powder” functions during downturns, and why psychological stability matters as much as returns. The episode then turns to cash management. We talk about high-yield savings accounts, money market funds and Treasury bills. You hear how many cash products are built on T-bills, how banks capture part of the yield, and when managing cash directly may make sense. The concept of “T-bill and chill” comes up — along with when the extra effort may or may not be worth it. Finally, the conversation zooms out to time horizons. We discuss why income from a job functions like a bond allocation, how that changes risk capacity when you are younger, and why the early years of retirement carry the most danger. The episode closes by explaining sequence-of-returns risk and why portfolios need to work not just on paper, but in moments of fear. Resource: Cullin's website and newsletter: https://disciplinefunds.com Timestamps: Note: Timestamps will vary on individual listening devices based on dynamic advertising run times. The provided timestamps are approximate and may be several minutes off due to changing ad lengths. (00:00) Intro  (02:00) No perfect portfolio (03:34) 60-40 portfolio starts (06:38) 60-40 keeps calm (08:00) Buffett portfolio basics (12:11) Stocks vs cash fear (13:34) T-Bill and Chill (18:22) TreasuryDirect is clunky (23:42) Income as bond proxy (25:33) Bond tent buffer (29:12) Sequence risk explained (31:42) Early retirement mindset (32:36) COVID panic calls (42:49) Three-fund portfolio basics (58:41) Get-rich-quick trap (1:18:21) Risk parity and All-Weather Share this episode with a friend, colleagues, your preferred financial advisor: https://affordanything.com/episode684 Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0

A lot of people think that they're quote unquote bad at investing because they don't know the right strategy.

0:05.2

So people are looking for more information about how to be a better investor.

0:08.8

The real reason that you're quote unquote bad at it is actually quite a bit simpler.

0:14.5

It might be that you're using the wrong portfolio for your life.

0:19.1

The portfolio that you have doesn't adequately match the life that you have.

0:23.1

In today's episode, we're going to talk about how to solve that. Welcome to the Afford Anything

0:27.5

podcast, the show that knows you can afford anything, not everything. The show covers five pillars,

0:32.5

financial psychology, increasing your income, investing, real estate and entrepreneurship. It's

0:37.1

double-eye fire. Today's episode is about that second letter I, investing, real estate and entrepreneurship. It's double-eye fire.

0:38.4

Today's episode is about that second letter I investing. Our guest today is Cullen Roche.

0:44.9

Cullen is the founder and chief investment officer of disciplined funds, which is a low-fee advisory firm

0:50.9

that focuses on building portfolios that are designed around people's goals,

0:55.8

people's time horizons.

0:57.3

Early in his career, Colin worked at Merrill Lynch, where he was part of a team that managed

1:02.1

a bunch of client assets, and he eventually left that and went on to build the Orcom

1:07.6

Financial Group, which was an independent advisory.

1:10.5

He serves on the board of

1:12.0

ETF trustees at Cambria Investments, and he's the author of two books. One is called

1:16.7

Pragmatic Capitalism, which explains how markets and money and investing work. And his

1:22.7

latest book is called Your Perfect Portfolio. It's all about how to build a more personalized investment portfolio.

1:29.5

Today's interview is part one of a two-part series. Our next episode will also be Colin Roche. Our next

1:38.8

episode will be a continuation of the ideas that we are going to lay down today. With that said, to talk about how to build a

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