Lemme provide some real world stuff from "Joe" above-average in group 3 above.

TLDR version: The port withdrawals between 64 and 70 would take at least 10 years to be recovered by the higher SS payment. That's not including loss of portfolio growth by having a portfolio at least 30% lower than it would be assuming no emergencies. 5.5 to 6.5% withdrawals would be blowing way past a SWR. By which time I'd be 80, wife pushing 86 and who knows what our care expenses will be IF we're both still above ground. My family history - albeit without the benefit of the modern statin, blood pressure medications I'm on - is no male lived past 65.

Yes, I could keep w*rking. The h*ll with that. I can invest in some heavy income producing things and cut the drawdown significantly.

Details.
Our retirement savings are just 7x our current annual expenses including taxes.
90% of that is in a traditional IRA.
DW is almost 6 years older, retired and on SS, like Ray's about 1/3 of what mine will be. Her SS covers 1/4 of our expenses. She got no pension working as a part time teacher for 25 years.
I have started a pension from ex-Emu insurance co which covers about 1/4 of our expenses. Non-inflation adjusted.
If I start SS next year upon early retirement, that will cover about another 1/3 of our expenses, leaving a gap of about 40% of our expenses.

A Roth IRA conversion is not appropriate for us at our ages now. A, we don't have enough for it to make a difference. B, Blowing $50-$100K in taxes now to avoid a potential tax liability that may or may not be a <slight> increase in taxes 15 years from now does not make sense. And will show up in our IRMAAs. You guys know all this.

But I'm going to run the numbers again anyway just to make sure I've considered that "die with zero" approach. Because it would be pretty close to zero.

FC