I'd start with picking one city and spending a lot of your time to do a deep dive building relationships and learning different areas.

It's a complete gut job.

NO for sure IF you are doing your first deal then 75 25 is totally appropriate in my mind. 

If you lose your source of primary income, do you have enough cash to make it through the crisis? 

I can get it with a DSCR loan now and would not live in it initially, but would want to eventually move into it 6-12 months down the road.

When you get mid-term rental inquiry from booking platforms (like for 28 days, which doesn't turn guests into actual tenants), what steps do you take?

Or, the house just sits longer and gets passed over by those buyers that are still in the market.And no, it doesn't matter that prices are up 2.8% if you can't find comps to support that asking price. 

-Sale my home that I currently live in to fix up the apartment building or-Keep my home and rent it out- use HELOC or-Take out a loan to fixAny advice is appreciated, Thank you!

Is it difficult to pull into QuickBooks with Trident. 

You subject yourself to a lot of risk on DIY.