I have learned to color code (highlighter) and plan the month/year or week ahead. 

I'm planning on doing a str loophole so low priced str won't work well for me 

Right now, I wouldn't be doing anything with operator as it's $200 a monthHowever, very soon it will be coming to the $20 a month plan.

Cash for keys is probably not effective since they don't have anywhere to go [most LL are not likely to rent to them] however, I plan to have that conversation and offer any assistance with moving.Thanks again

Additionally, strong tax planning is essential, as your W2 income limits your ability to deduct passive losses.

Where do you plan to find your deals?

Over the next couple of years, I don’t plan to use the property often, but I may stay there occasionally when it’s not occupied.

--> This is my plan.

It sounds like maybe you are planning on moving out next year, in which case, maybe it makes sense to wait to start investing until then so you can take care of down payment assistance and grants. 

I would plan for having to put 20%+ down for most deals.