Aug 4, 2026 · 14 min · 10 segments
Your retirement calculator says you're on track, but what if it's missing the factors that matter most? This episode explores the limitations of online retirement calculators, AI tools, and…
Ryan HerbertHost
Randy CookHost
Lawrence KielyGuest
I do think that oftentimes retirement calculators in general, whether it's ChatGPT or the tools that Fidelity has on their website, that Schwab has on their website, even one of the tools that we use, they're all essentially using Monte Carlo simulators, and that is exactly what it sounds like, Monte Carlo being one of the biggest gambling places in the world.

You're putting your age, when you're going to retire, how much you're spending now, how much you're saving in your retirement plans now, what you're invested in, how much risk you're taking, and you're basically setting a projected rate of return.

And then what this software does is is it's rolling the dice, theoretically rolling the dice and saying, year one, your return is X.

I've seen some that gives you three scenarios where it says, if the market underperforms the historical average that we've seen, here's your chance of success.

So it does a good job, in my opinion, of giving you an idea of what retirement can be like.

What Lawrence and I use the program for is, know that's our starting point for you know here's everything you said you had here's how much money you have here's how much you said you want to be able to spend and the answer for some people is well you know it's five thousand dollars a month but i'd like to have more but they don't really know how much higher that number is so it can give us a good idea of do you have enough money for retirement? It gives us an idea of a spending range for those people that are unsure of it, but it doesn't actually give you any actionable steps for here's exactly how you make it happen.

And that I think is a pitfall because it gives you this false sense of security of saying, hey, this computer program said I can make it.

It can lead to also not setting up your income in retirement and and that's one of the biggest things that that people miss is the myth out there that once again i i feel has been perpetuated by the the mainstream financial advising you know fidelity vanguard schwab t row price they all put these studies out there that says you know you can withdraw 4% of your money or 3% of your money every single year.

I do think that oftentimes retirement calculators in general, whether it's ChatGPT or the tools that Fidelity has on their website, that Schwab has on their website, even one of the tools that we use, they're all essentially using Monte Carlo simulators, and that is exactly what it sounds like, Monte Carlo being one of the biggest gambling places in the world.

You're putting your age, when you're going to retire, how much you're spending now, how much you're saving in your retirement plans now, what you're invested in, how much risk you're taking, and you're basically setting a projected rate of return.

And then what this software does is is it's rolling the dice, theoretically rolling the dice and saying, year one, your return is X.

I've seen some that gives you three scenarios where it says, if the market underperforms the historical average that we've seen, here's your chance of success.

So it does a good job, in my opinion, of giving you an idea of what retirement can be like.

What Lawrence and I use the program for is, know that's our starting point for you know here's everything you said you had here's how much money you have here's how much you said you want to be able to spend and the answer for some people is well you know it's five thousand dollars a month but i'd like to have more but they don't really know how much higher that number is so it can give us a good idea of do you have enough money for retirement? It gives us an idea of a spending range for those people that are unsure of it, but it doesn't actually give you any actionable steps for here's exactly how you make it happen.

And that I think is a pitfall because it gives you this false sense of security of saying, hey, this computer program said I can make it.

It can lead to also not setting up your income in retirement and and that's one of the biggest things that that people miss is the myth out there that once again i i feel has been perpetuated by the the mainstream financial advising you know fidelity vanguard schwab t row price they all put these studies out there that says you know you can withdraw 4% of your money or 3% of your money every single year.
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