If you're looking for the all-in-one I'd go with a PM software (others have suggested some) and do what you can with it.Then, as you grow further, look at more sophisticated/expensive options.

My goal is reviewing retirement options. 

Rates may still be high, but sometimes they’re more flexible with repayment options than a mortgage refi.Family Loan Structure: Since you have an existing interest-free loan from family, you could talk to them about restructuring or even adding onto it, if they’re open to it.

As long as you are getting market rent or better and have great options to terminate contracts as needed in case they fill with bad tenants, poor management of your property, etc. it seems like a viable option for passive investing.

Example: you can option to have a fireplace with two windows on either side.

After you’ve found a few options, review them with your agent.

Out of all of those real estate strategies, for me, the best strategy has been single-family homes that I sell on lease options.

I would check and see how many 1 bed and 2 bed options there are and what they are priced at because most folks will prefer the full place to themselves so rooming 2 people together could make getting bookings a bit more difficult (not always the case but something to consider)

Yes, House Hacking seems like the most ideal option when considering my first investment (open to other forms of ownership, such as live-in flips as well).

So far NNY Homes has stood out as the best available option.