Your Proper Risk

Don and Tom explore the role of risk, resilience, and rational investing as they tackle stock market uncertainty, Roth conversion confusion, and Robinhood’s attempt to lure new users. They mix in practical advice with plenty of caller questions—plus a detour into air-dried laundry, social media skepticism, and an appreciation for the film Tune Out the Noise. It's Talking Real Money in its purest form: smart, skeptical, and occasionally funny.

0:04 Intro: Making money more understandable

1:09 Tom’s tech issues and growing role of the stock market

2:11 When you should sell stocks in retirement

3:31 Risk capacity vs risk tolerance explained

5:14 Funny promo: Financial Flinch Reflex (FFR)

6:32 Stock market participation then vs now

7:04 Caller: Gratitude for 'Tune Out the Noise' documentary

8:16 The real goal of the show: Tuning out the noise

10:45 Caller Paul on clothesline nostalgia and laundry talk

13:05 Documentary's backstory, David Booth’s art & Dimensional’s origins

14:30 Why market timing makes you crazy and poor

15:57 Caller Tom sees a Facebook Roth ad—what gives?

17:46 Breaking down legitimate Roth conversion strategies

19:31 Don’s rant on Facebook, Tom’s retreat to LinkedIn

20:39 Caller Roger: Can you convert RMDs into Roth? (Spoiler: no)

21:37 Clarifying RMDs vs Roth conversions—rules & misunderstandings

24:14 Direct 401(k) to Roth IRA conversion—confirmed

25:59 Q: Why add bonds if you're 20 years from retirement?

28:03 How real people react to 50% portfolio drops

29:16 The truth about emotional investing and loss tolerance

31:08 Why Robinhood’s "free money" comes at a cost

32:56 Custodians vs Gamifiers: Schwab, Fidelity, and the Robinhood trap

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