Renovation timelines are not easy to calculate and it took me about double the time I anticipated.

Anticipated rent (section 8) = $1350/unit and operating expenses (including taxes, insurance, PM, maintenance/repairs, capex) project to be $1100/yr.

I have no concerns about its occupany as i fully anticipate it will rent as soon as it becomes available

The amount needs to anticipate that he could resell to someone else and refuse to pay me that fee, in which case I would have to work with a bill collector and probably settle for say 50% or less.

If you anticipate major unseen issues when doing your numbers, you'll be fine. 

Most of the investors I know are anticipating, if not excited, for a downturn to happen.

At some point, when I leave my biz, I anticipate being able to rent out the space for $1800-2000 a month, but that is down the road when I jump that ship.

I have, in anticipation of a market shift, started to advise pricing based solely on active competition -- that is what the buyers are seeing after all. 

You now need to pay the lender back the remaining loan balance plus an amount using the calculation above to cover the lender's initial anticipated return. 

I really don't want to put a long term tenant in there right now with the tourist season ramping up :/Are you anticipating a large tourist season with covid-19 happening right now?