With the sale of a flip in 2020, I owed a decent tax liability and also pay quarterly estimated taxes which probably won't cover the sale this year.  

The down side is that the 5% is capped at $1500 total spend quarterly which may not be near enough depending on the scale of your business. 

I'm considering renaming it an "Accountability Deposit" in the lease and conducting quarterly walkthroughs (which I do anyway) but where deductions would be made if necessary.

If it’s like a MN farm it will be a tiny percent if it’s only housing or a section (640 acres) but a much larger percent if it’s housing plus grain or machinery storage on a quarter (160 acres) usually 3-10 acres can be included with the buildings if it isn’t production land. 

That's why most owners pay the water and charge the tenants a flat monthly fee...or bill it back to them quarterly.

When these folks leave for the day and their dog howls the entire time, that’s sometimes to be expected in close quarters (so I think).

It’s a 3 family, with 3 separate units and a large lot of land compared to all the other water front cabins with quarter acres.

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If you don't have students, it's a good excuse for a quarterly inspection.Related to this, I estimated how long it would take to paint based on my previous experience painting and didn't factor in how much cleaning I'd have to do.

I do plan to get a live human CPA when I spawn out several LLCs and get income close to $20k/year (quarterly filings).