Questions with actual numbers in them
Specific questions get specific answers. Every one of these ends in a calculator that computes your own version rather than a button that sells you something.
“We're 61 with $1.4M. Can we retire now?”
A straight-line calculator says yes. Run the same plan through real tax brackets and 500 market paths and the answer gets more interesting.
“I'm 64 with $2M in an IRA. Is a Roth conversion still worth it?”
You have an eleven-year window before RMDs. Whether it's worth using depends on a number most Roth calculators get wrong.
“Does it really matter which account I spend first?”
Six figures on a seven-figure portfolio. Same money, same returns, same lifestyle — different order.