If you were not properly analyzing deals at the time and would not have cash-flowed if you had purchased one, there were likely plenty of opportunities for him to sell you a crap deal, right?

Cold calls can be spammy if not not properly.

What families are living in the city proper?

How do I properly value this cottage.

How has it compared to simply searching through the MLS with an agent or hunting on zillow / realtor / redfin?

I’m not sure about Indy proper market, but you have to follow the demographic trends in the entire greater Indy area...the growth continues to push out to the outlining counties...that is where the opportunities are and where you’ll get better returns over time (i.e.

Lastly, after you receive advice from other Chicago area SLH operators & the local municipal agencies that will not only save you time but direct you towards ways to save you money, you are going to likely want to register your business as an LLC with the state and obtain the proper small business renters Insurance policy under your LLC’s name (if its just a 2-3br operation the policy monthly premium  cost will be very low and will shield you as an individual from the very probable situation of being personally liable for the behaviors, damages, & actions of a traditionally high-risk short-term tenant group bc no landlord’s homeowners insurance policy will cover any damages or personal liabilities that will occur when they discover the nature of the operation.

I am drawn to the idea of minimizing my housing expenses through house hacking and understand multifamily homes such as duplexes and triplexes are difficult to come by in Portland proper.

If you have a PM, he should have properly check out the tenant prior to renting.

Outside of Houston Proper (where a lot of the multifamily is overpriced, in an awful area, or both), finding cash-flowing multifamily rentals can feel like a sisyphean task.