They keep rent low, give gifts and homemade cookies for Christmas, make upgrades whenever the tenant requests,  accept all the late rent excuses, etc.The truth is, your tenant is not your friend.

I know only carpentry, but I have friends who are electricians and plumbers as well.

If he gets put out he's just going to wear out someone else's welcome, which is probably a friend or family member and that's where he belongs instead of putting off his problems on you.

I would also caution if you are intending on a vacation rental be very cautious of the individual town restrictions.

Welcome to BP - I'm sure you'll learn a lot here and connect with other individuals who have the same interests!

@Namal Burman, your post caught my eye because I had a former client-now a good friend-who found herself in a similar situation.

Do you have a family member or friend who's achieved what you want to achieve?

Don't sell anything but awesome community to be around like minded individuals

There are much more landlord friendly towns in New Jersey.

Since they are 1099 independent contractors, payroll taxes are not paid by the brokerage so agents have to pay about 20-30% out of the portion of the commission they get to Uncle Sam for income taxes, depending on their tax bracket and individual tax situation of course.