A good guesstimate:
1. Figure out your current lifestyle expenses (you can track this over time if you use mint.com or other websites)
2. Subtract your mortgage if you plan to have it paid off by retirement
3. Add in fudge factors for healthcare expenses and increased or decreased discretionary expenses, depending on the lifestyle you think you will live
As with any planning, you can stare at the numbers forever and not feel satisfied. There is no one true answer.
The normal optimistic number is a 4% yearly WD rate, so 25x yearly expenses saved. I’m a believer in no more than 3% withdrawal, so at least 33 years of expenses.
Like how am I supposed to estimate costs I will need in retirement to know how much I need to start with.