Robot Advisor, Human Judgment

AI can crunch a portfolio, harvest losses, and explain an investment concept in seconds. But can it stop a nervous investor from selling at exactly the wrong moment—or understand the life behind the spreadsheet?

Tom and Don test the robot-advisor promise, even asking ChatGPT to weigh in. The verdict is a useful division of labor: let technology handle repeatable mechanics, while human judgment, fiduciary responsibility, and behavior coaching remain hard to automate.

Then the questions get wonderfully strange: whether a 0.70% advisory fee earns its keep, how a concentrated tech fund hides risk behind a huge return, whether a $100 million Bitcoin Roth story adds up, and how to invest an inherited account.

00:00 Are AI advisors coming for financial planners?
03:06 ChatGPT offers its own cautious verdict
04:14 Where automation helps—and where humans matter
09:36 What investors should ask their advisory firms
12:10 Is a 0.70% advisor fee earning its keep?
16:50 The concentrated tech fund with a dazzling record
21:12 A purported $100 million Bitcoin Roth
25:22 Building an inherited-account portfolio

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