Thanks for the great advice.
#1 is very tough to decide. The site I'm considering selling I've had for almost 12 years. You become attached. I think it is worth about twice what the market thinks it is worth... =)
Your #2 point is what is making my decision so difficult. The offers I have on the table are decent offers (5-6 times annual profit), but with the markets and investment options not so reliable, I won't be earning at the same level with my money invested. I do have some other sites that bring in some decent money. I could re-focus my energy on and maybe improve their earnings in a few years time. But even then, if it takes me 2 years to get back to decent earnings, that is 2 years I've burned through some cash, and I probably still would not be at the same level of earnings I am now.
My gut agrees with you on holding onto my site. It has been a steady earner for years.
But it is hard to turn down that big chunk of change being dangled like a carrot in front of you... Decisions... decisions... =)