You really want unbiased investor advice so I would focus more on the responses that are from investors (or anyone) living in one area in their bio, but telling you about another area that the invest in where they have no vested interest.It's not to say that all agents are spamming, most is pretty reliable advice on their area, but it's still to be considered with a grain of salt.You are giving everyone too wide a scope to help you - anywhere in the US, and then limited to the Midwest (huge), and others.

Do you think your insurance policy will cover you on any liability when they find out you are not running a legal operation?

Since the houses are occupied and the first is reaching its contract limit of a year, its time to renew, increase the rent and I don't even know how to.

Adapt itInsurance-  make sure your property and liability insurance provider is geared towards your business and not just the same one you use for personal.  

If you plan to do multifamily in the "Far" suburbs it can be harder to hit your cashflow targets VS city/near burbs simply because there is limited inventory. 

@Renee PohleStarting with a primary residence in Boston offers long-term stability, house hacking potential, and equity building, but may have high upfront costs and limited cash flow.

The opportunity to create value in a high-demand market, combination of strategic location, strong buyer demand, and limited inventory makes it a compelling investmentStrengths.- Strategic Location: Close to major commuter routes (I-495, US-29) and public transit (Metro).High Demand: Inventory in Silver Spring remains tight, driving competitive offers for move-in-ready properties.Diverse Market: A mix of young professionals and families ensures a broad buyer pool.

Those that do, typically will limit it to very small projects.

It discourages new landlords from entering the market and limits the ability of existing landlords to adjust rents to match rising maintenance and operational costs.

Keep in mind the area surround Temple University has a zoning overlay that limits density beyond what the same zoning classifications allow in other areas of Philadelphia.