Getting a mortgage without a job will be near impossible without going with an alternative loan product that will come with a high down payment and high interest, which is not the "househacking" way. 

I'm not personally associated but know the folks and highly recommend them.

Let’s say your high bid was $100,000 and you refuse to close.

The real estate market is strong with property value remaining high. 

I'm looking into multifamily (duplex & self landlording) in my local area to get started, but my tri-state area (CT/NY/NJ) has a high entry price point that I'm concerned with over leveraging myself and losing liquidity on my first deal. 

It trades with way tighter bands.Pre-covid was high 600s, right now it's high 700s.

It’s better to have a presence at the property and I have found the tenants to be a lot more high maintenance.

You need to do this stuff because it's too easy for tenants or potential buyers to neglect the water bill, and the Detroit Water and Sewer is high.

Combined this leads to high cost of leveraged purchases. 

I'd also highly advise against ever renting to anyone that has the intention of doing STR arbitrage.