<prompt> Human: I know lots of people say they are sick of these kinds of posts, but this is a real question for me. Im in my early forties and in a position where I have a couple of million and a paid off house. Id really like to retire now, but Im having a bit of trouble leaving work, since I dont think I could ever go back for nearly what I am getting now.My main worry is trying to estimate what medical expenses will be in the future. Ive made some guesses about what insurance will cost based on healthcare.gov, but Im unsure of what to estimate beyond insurance. Do people find the maximum out of pocket is truly the max they spend? I know payments above whatever threshold they set as UCR usual customary and reasonable arent counted to the maximum.Are there any good resources to estimate what I will need in my 80s?For budgeting purposes I think around 30K is what I need to maintain a comfortable, but boring middle class lifestyle. Im planning on spending 60K for a more fun one, but cutting back on that should there be a market crash or other reason to think I need to stretch my savings.Would you guys do it if you were me? edit: I am in the USA.  <response>: Yes, you can retire indefinitely with 2 million and a paid off house given what you said 60k annual expenses. Even with a relatively conservative portfolio of 5050 and assuming no social security there has never been a 40 year period where youd have run out of money.Good job, good luck. 