From a capital standpoint, I am comfortable with another down payment on a house hack on a multifamily.

I like the comfort of knowing that someone as a vested interest in holding my hand, but I'm still a little skeptical.  

Finance with a bank that's comfortable with a long-term fixed rate mortgage in the LLCs name.

That was another part of this "sweet spot" since I am moving away from Alaska for mental health reason and therefore to optimize my remote work environment and I will be 100 miles away from my first FHA, I was able to find a lender that would give me a second FHA.

I have seen those calculators, I definitely need to become more comfortable with them.

But, as others have said, cash flow in this environment is tough and for new investors, they can be baited into cash flow now which means more difficult tenants, lower C to D areas, and expectant capital expenditures.

If so, go ahead & file on your own.If you aren't comfortable filing your own, then file an extension and look for a new accountant after the deadline.

Hey Connor the way I look at it is depending on what your plan is with the property, if you plan to keep it for the long term and the numbers work (Cash flow, equity, Appreciation etc) then negotiate a price you are comfortable with and go for it.

I collect the first month's rent the day they move in.In my area, I am comfortable working with the existing tenant to arrange showings before they move out.

But since I don't live by regrets, I'm just glad to be in a position to have a comfortable heloc bank for my first REI property.