I just think ultimately you’ll be happier in the long run.

Ultimately, balancing your student debt and financial goals will help guide the best decision.Good luck!

To simplify the scenario I'm envisioning let me put it this way: what does a BRRRR look like when one of the parties contributing to the down payment and rehab costs ultimately ends up being the renter as well?

Start with BiggerPockets Ultimate Beginners Guide (free).

Is this ultimately a land play? 

Ultimately the pictures combined with the location are what sells it.You want to avoid HOAs at all costs.

To decide, consider your ultimate goal, manage more tenants, and analyze potential fourplex properties to compare their returns.

He ultimately refi’d into a loan that felt hefty at first, but it freed him up to add another unit in the building.

. - The ultimate house hack, live in the small ADU unit and rent out the two levels of the main house on AirBnb in San Francisco (I would have thought STRs are oversaturated in S.F. but it worked for them and they stay fully booked).

This would be the ultimate goal if you are house hacking to lease all the units once you vacate.