All of this depends on your market having demand, of course. 

When it comes to furniture/design it depends.

Creative Financing" can mean a lot of different things depending on who you're talking with. 

Hey Jeff, This is a great question and one we get all the time as we specialize in working with real estate folks, but the size of the portfolio can vary widely. 

With your budget, depending on where you are working, I'd consider Silver Spring or Hyattsville  

While personal circumstances can vary, it will be a unique situation indeed if $10K in debt should force you to declare bankruptcy. 

Damage to the garage, depending on how much and what it is, charge them and get it fixed. 

I’ve been a serial house hacker in the greater Boston area so happy to connect and share some lessons learned.Multifams inventories are quite low depending on your budget and location preferences.  

Ratios like 0.7% or 0.8% can still work, but it depends on your market and expenses.

Depending on your income level, you may be able to take some losses on your return.