You'll know right away if you enjoy this type of work or not.  

How do you guys know when it's time to take a day or evening off from work/investing to go do something strictly for enjoyment(i.e.

My wife is an agent in the New Orleans metropolitan area, and enjoys helping friends and family buy and sell their homes.

Hello Carlos,The seller was probably enjoying the savings from Homestead.

cozy.coReally enjoy it so far

Oh and then they keep getting code control on their case ;)From chatting to the head enviro cop in our county the other week - they actually enjoy battling these types of landlords.

I always enjoy meeting new people, and I'm definitely looking forward to meeting some of you on this site.

I am lucky to get 1% rentals here in Miami Beach, unless I run the as short term vacation rentals, where I can get a lot more per month in rent.

What we'd like to do is either buy a vacation rental that is ready to go and use it a few times a year OR we'd like to buy some land and then in a few years, develop it and rent it out as a vacation rental.

If you are otherwise established in life and have a pool of money to invest, start out right.There are no absolutes in this discussion.While the rest of your post is great, thank you for the input, this is the section that I really enjoy.