In my experience, only about 75% of these huge closing credits can actually be utilized and the majority of that goes to egregious "upgrade" fees to the builder anyhow. 

In the Seattle market, condoizing costs around 15K (survey, site plan, recording fees, legal fees, HOA creation and coaching from lawyer, setting up utility sub-metering if required).

In my market, STR with pm, utilities, and furnishing costs is about on par with LTR without PM.  

Sell a property with an existing low interest mortgage utilizing a mortgage wrap.

I plan on reaching out to a few owners in the area and seeing what their commercial lease agreements are like but I was wondering how other investors determine to ask for certain payments towards (taxes, utilities, Insurance, etc.)

-Those utilities will be connected to the main residence unless you get new separate meters permitted and added.

House hacking will build skills and equity while staying at home would (ideally) save more money (utilities, food, consumables).

A different/maybe possible way to go about it, is to find a plot with utilities on the outskirts of your town (may not be possible, I have no bearing on your local market), then buy a mini home.

The tenant owes 3 months of rent, unpaid utilities, and trashed my 2022 built condo and left several days before the sheriff had to break into the condo as no keys or forwarding address was left by the tenant. 

Eventually, I'd like to utilize a 1031 exchange to trade up into larger multifamily units.Thanks in advance for your insights!