The biggest red flag I see off the bat is your plan to "buying sight unseen."

The Way People Do Business: one of the biggest implications we might face is the change in how others do business.

My biggest concern is that the property only has doors separating the two sides and so I don't really want to live in that close proximity to tenants and I don't want/have any money to invest upfront in renovations (like closing off the doors into something more permanent). 

I would think that HAVAC is probably the biggest issue.

I'm really nervous since this is by far the biggest project I've ever even thought about doing!

Biggest key is to take the leap and start going after deals.

Usually the biggest complaint about house hacking, is having to move every year or two to continue the strategy.

I would either be putting this all on credit or eating into my 6month emergency fund reserve.My biggest question is, from a strictly ROI standpoint would you add the half baths to each unit for $7-8.5k for an extra $100-200/month.

Dollar is currently soaring, everything else getting sold off, so deflation is biggest problem currently.

Anybody see a downside in selling individual stocks/ETFs in my portfolio that are showing a loss to lock in those losses for tax purposes next year and then redeploy the cash to low priced index funds?