Candidate 1 with no kids might have less wear and tear on the house and they have a better credit score. 

The two options I am looking into are House Hacking and Wholesaling. 

Selling a house and agreed to terms with a buyer *pending inspection report*.

This is a separate method besides using my WiFi router to monitor how many people may be in the house since we have a "no parties" rule.

Hi, I live in Boston, where housing price is ridiculously high.

Purchase price: $376,000 Cash invested: $20,000 House hack owner-occupied investment turned to long-term hold.

House hacking is a great way to jump into the game.

As the seller I would pay for the energy audit, do the analysis on the work to be done (cost vs savings) and then market the home with a prepackaged improvement contract that would meet lender guidelines (solar, EE windows, etc). 45 day close to allow for enough time to do loan and obtain permits, occupancy COE+2. 

I’m a new investor, and I’m planning to start with house hacking.

A cheap house may look great on paper, but the reality is far from that.