Ease into it, build the relationship and you will have a better chance.

Will it hurt my chances of renting my space?

Sign in the yard, craigslist, letting other good tenants know we have a vacancy (chance for a referral fee) and local paper in small towns.

1 bedroom unit $600 (his lease is up in 6 months, I'll increase it to $700 because he's been here for 22 years) Chances are this tenant knows his rent is below market and, after 22 years he's not going anywhere unless you push.

When you get a chance you might want to update your profile so we can put a face to the name.

If you absolutely insist, and he's foolish enough to acquiesce, fine: get some steel toed boots, a hard hat, a good pair of Levi's and be sure to wear working gloves and a heavy Carhart jacket so you at least reduce the chances of getting poked, cut, stomped on, whacked in the head, run through by a saws-all, or do anything else stupid while you're busy out there sweating, wringing your hands, and nervously looking out for your money.

This is your chance!

I saw in the last a couple of years, some resort condo buyers have made way above 100%, but such a chance has gone, maybe forever with wind.

I feel like the chance of losing everything due to being sued is much less than the risk of losing everything cause one had too much debt.I definitely agree with a healthy mix.

(if they are IRS liens) Typically they won't disappear after death as that is the last chance the IRS has to collect those unpaid taxes.