The tenant pays me $175 on the side so I'm still cash flowing a few hundred overall.

That doesn't mean there is no value in buying a boot camp.My underlying question is, what's really the value of me paying? 

In the past 2 years, I have used my extra money to pay off student loans by interest rate. 

Hopefully, if a "friend" asked to borrow money from you, you'd check if he had the disposable income to pay you back.As for your accountant, that's up to you. 

@Sean LeonardLotsOf scammers in tax liensFor pennsylvania make sure to understand upset sale vs judicial sale.Don’t want to buy an upset sale thinking getting property only to have to still pay the mortgage lender

I would tell him that if he does work without permission again you aren't going to pay for it and then follow up with an email so you have it in writing. 

If you have any outstanding debt, pay it off ASAP!

Or you can pay someone, like myself, who does architectural drafting to do the drawings.

My non-paying tenant finally got evicted by the sheriff yesterday and I am looking at advice to rehab and keep or rehab and sell.

By the time you’re paying those inflated rates you should already have 10 golden ticket loans.