If I sold both properties at then end would I have payback depreciation for both properties or just the last property I had?

That could be a huge albatross around their neck, and may result in a massive loss in June of 2025. 

All the deals I have found the last two years have been off market. 

Most of those bought within the last 18 months and for market value.

I submitted my last post and realized how general and vague it was after digging through and reading some other posts.

I wrote them up and took them over the building last night...I also brought cookies and icecream in case anyone felt like I was targeting them (which I wasn't) but also made it clear that I thought there have been violations done by guests of some of the tenants. 

If you (vs tenant) is paying for utilities, you can request to see the last 12 months of utility bills.

However, when I had the choice to go to $5,000, the savings were very minimal, and it would have taken 10+ years to recoup if there was ever a $5,000+ loss.

For many who might not necessarily be "looking" for more work they might not be investing in any kind of marketing and word of mouth is going to be the best way to find them.But 100% agree with @Corby Goade on this one, treat them like kings and queens because they are DEFINITELY worth their weight in gold. 

Save the one you occupy for last if possible.