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Want to use AI to plan your retirement? Here’s how to proceed
People are already using ChatGPT to help with retirement planning, but is it good enough yet to deliver the kind of smart, personalized financial guidance human advisers have traditionally provided? Does it engage in ethical financial behavior and act in the best interests of clients, as human and organizational fiduciaries must? https://mitsloan.mit.edu/ideas-made-to-matter/want-to-use-ai-to-plan-your-retirement-heres-how-to-proceed
RetirementGuy
May 71 min read


Retirement planning can’t protect you from the most common exit
You’ve probably heard the classic retirement advice: if your savings fall short, just work a few more years. A longer career means more time to contribute to your 401(k), more employer matches, and a bigger Social Security check down the road. The problem is that this plan assumes you get to choose when you stop working. For roughly half the people who retired last year, that choice was never theirs to make. New data from the Employee Benefit Research Institute reveals just h
RetirementGuy
May 71 min read


What’s Actually Inside Your S&P 500 Fund?
If you’ve invested in an S&P 500 index fund, you probably feel like you’ve bought a little bit of everything in the American economy. You’ve got tech, banks, soda companies, and oil rigs all in one neat package. It feels like the ultimate "diversified" move. But here is the reality: the S&P 500 isn't a "one-of-each" buffet. It is a market-cap weighted index. This means the bigger the company, the more of your dollar goes into it. As of early 2026, the S&P 500 is more "top-he
RetirementGuy
Mar 123 min read


Retirement Has Changed. How You Plan for It Should, Too.
For decades, Americans have been taught to build their financial lives around one event: retirement. Save early, save often, and one day you can stop working altogether. Retirement has been marketed as the pinnacle of a successful life, the moment that finally belongs to you. But what if this premise is flawed? What if retirement, as we imagine it today, is not only outdated but potentially harmful? And what if the real goal of saving isn’t retirement, but something more mean
RetirementGuy
Mar 121 min read
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