Find out what your market is like in Sept (guessing quieter than the summer) and see if you can get the tenants to move out sooner. 

That way when your Father in law moves out and a tenant moves in, you've got your systems in place :) 

If we buy house now for house-hacking, and move in the next year or two, we still need to manage it out-of-state, right?

I suggest you just move on.

I’m sure a lot of you know the market is booming here and it has been difficult to decide which route I should take that would make financial sense and put me in a good spot to build my portfolio moving forward.Here are the current options I’m considering: • Option 1 House Hack: Purchase a multi-family, live in one and rent out the others.

As such, I would be a little concerned about who will be your buyer if/when you outgrow your space or decide to move locations.Who is running the owner association?  

Then the idea would be for us to move there in 3-5 years into that property.

So, you would then move into the property that you are using the FHA loan with.  

While the other friends/tenants have agreed to share responsibility, I'm concerned that once they're actually accountable, they may opt to drop the lease and, ideally, move out.

Looking forward to learning more about RE and soaking up some knowledge on here.Thanks for your input and responses,JesseHi Jesse, I moved to Columbus a few years ago (from Portland, Oregon which was super expensive) to become a full time real estate investor, and ever since, I've completed quite a lot of BRRRRs, flips, and own a successful rental portfolio here in Columbus Ohio.