The Great and Powerful AI episode artwork

EPISODE · May 19, 2026 · 34 MIN

The Great and Powerful AI

from Talking Real Money - Investing Talk · host Don McDonald. Tom Cock

Tom and Don explore whether artificial intelligence is truly ready to replace financial advisors, sparked by a recent Wall Street Journal experiment using ChatGPT to build a long-term investment portfolio. They break down the AI-generated recommendations, highlighting both the surprisingly sensible use of low-cost index funds and the concerning inconsistencies, recency bias, and lack of academic factor tilts. Along the way, they discuss whether AI gives investors what they need or simply what they want, the future of fiduciary advice, and why human judgment still matters. Listener questions cover retirement planning basics, the foreign tax credit on international ETFs, cash “bucket” strategies in retirement, and why banks paying 0.01% on savings accounts still somehow get away with it.0:05 AI threatens financial advice jobs and why Don is oddly relieved to be old1:15 Product placement, affiliate marketing, and favorite AI assistants2:06 Wall Street Journal test of ChatGPT as a financial advisor3:24 AI portfolio recommendations: 80/20 allocation breakdown5:13 Concerns about cash, REITs, and taxable account inefficiencies6:16 Lack of value and small-cap tilts in AI-generated portfolios7:10 Same prompt produces different AI portfolio recommendations8:44 MIT professor says AI investing isn’t “ready for prime time”9:50 AI personalization and the danger of confirmation bias11:09 Why AI is at least favoring low-cost indexing over active management12:14 How listeners can submit questions to the show12:51 Listener question: What actually goes into a financial plan?14:27 Retirement income planning basics and fixed income sources15:17 Using portfolios, home equity, and withdrawal strategies in retirement16:03 Estate planning, insurance, healthcare, and lifestyle considerations17:01 Why purpose and meaning matter in retirement planning19:17 Younger generations avoiding phone calls20:02 Foreign tax credits with VXUS, VT, AVGE, and AVGV22:33 How little foreign tax credits usually matter in practice23:36 Apple fandom, Cupertino, and Don’s dead Apple TV dilemma25:35 Listener question about cash buckets and retirement withdrawals26:14 How much “safe money” retirees should keep available27:19 Why excessive cash drags long-term portfolio performance29:13 Bank savings accounts paying 0.01% APY31:17 Free fiduciary advisor meetings through TalkingRealMoney.com32:33 Tom’s advancing age and the race to catch Stacking BenjaminsQuestions? Comments? Click!

Tom and Don explore whether artificial intelligence is truly ready to replace financial advisors, sparked by a recent Wall Street Journal experiment using ChatGPT to build a long-term investment portfolio. They break down the AI-generated recommendations, highlighting both the surprisingly sensible use of low-cost index funds and the concerning inconsistencies, recency bias, and lack of academic factor tilts. Along the way, they discuss whether AI gives investors what they need or simply what...

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How long is this episode of Talking Real Money - Investing Talk?

This episode is 34 minutes long.

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This episode was published on May 19, 2026.

What is this episode about?

Tom and Don explore whether artificial intelligence is truly ready to replace financial advisors, sparked by a recent Wall Street Journal experiment using ChatGPT to build a long-term investment portfolio. They break down the AI-generated...

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