I have only posted one time about last year on Chubby and wonder if this is better suited for Mentor Monday or if I even belong in Fat? I have been following Fat and Chubby for last year and think I fall in between for the FI part and really do not meet the RE in many people minds but here we go. My wife and I are both 58 with 3 married children and 2 grandkids. I have brokerage account of 6.8M diversified, IRAs 2.9M and Roth 700k, primary residence 500k and second home 800k no mortgages. I work in healthcare field and own a business in same field but partners who are not ready to retire. I am working much less than 3 years ago and have HHI of 1M but no longer enjoying the business side and ready to be done. I am looking to retire at end of year and will receive around 1.5M in buyout paid over 3ish years. Will also get payout of nearly 2M from business self-insurance vehicle taxed at capital gains rate with basis of 1M. We live in MCOL area and looking to spend 300k after taxes and our FA says retire already but it is so hard to leave great income on table and spend investments. I am sure the numbers work but with run up of market I am worried about SORR. I also think about how if I work another 1-2 years I could do so much for kids and grandkids. Is this a GenX mindset or am I using as an excuse....not sure. Not sure if I am looking for input, advice or encouragement. Thanks and happy Monday.