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December 9th, 2025

Is ChatGPT Smart Enough to Retire You?

  1. Is ChatGPT Smart Enough to Retire You? FriendsTalkMoney.org 42:44

AI is now answering millions of financial questions every day, but how much of it can you actually trust? In this episode of Friends Talk Money, Pam Krueger, Terry Savage, and Richard Eisenberg dive deep into the surge of AI-generated financial advice and unpack the risks, myths, and surprising mistakes that tools like ChatGPT, Claude, Gemini, and DeepSeek are making. A major study shows AI gives incorrect financial answers up to 35% of the time, and the consequences can be huge when it comes to Social Security, Medicare, Retirement timelines, Investing, or even basic budgeting. To separate hype from reality, we’re joined by special guest Jason Lilly, a highly respected Wealthramp-network fee-only advisor, CFA, CFP®, and founder of Tenier Wealth Advisors. Jason shares exactly how he integrates AI responsibly in his practice: what it’s great for, where it falls apart, and why human judgment still matters more than ever. You’ll learn:

  • Why AI sounds confident even when it’s wrong
  • What AI can actually do well in financial planning (and what it can’t)
  • Why budgeting, Medicare decisions, and Social Security claiming can be dangerous when left to AI
  • Hidden errors of omission most chatbots make
  • How advisors like Jason use AI to communicate better, analyze data faster, and stay human-centered
  • Why AI will never replace real Fiduciary advisors (and how to spot one who’s overly reliant on it)

Whether you’re already using AI for your finances or just curious, this episode will change how you think about these tools. Links:

Pam Krueger Founder of Wealthramp, co-host of Friends Talk Money

Pam Krueger is an investor advocate, personal finance journalist, and author. She is the founder and CEO of Wealthramp, an advisor matching platform that connects consumers with rigorously vetted and qualified fee-only financial advisors. Pam created and co-hosted the award-winning investor education TV series, MoneyTrack, seen on 250+ public stations on PBS. With over 25 years in the industry, Pam is one of the leading voices on financial literacy and financial empowerment. When she’s not writing about financial planning for Worth, she’s talking about investing strategies on her podcast, Friends Talk Money.