be in the embarrassing position of having to tell friends and family you failed and have to rejoin the work force.
Nothing embarrasing about that at all. I retired from work at age 35, the GFC meant I had to go back to work until now, no one laughed, well no one that matters to me. To me it's more laughable to go to work every day hoping that one day you would have paid off your home and saved enough to retire.
Im the process of finalising my last contract and will quit the work force again. My only source of income will be the markets. If I have to go back to work next year, I dont care, at least I would have had another year off, unlike any one that will laugh.
By the way I was able to retire at that age because I ignored everyone that said it couldnt be done and just went and did it anyway.
As they say, if you dont aim high you are guaranteed to never hit that target, but if you aim high, you just might hit the bullseye.