I'm looking for a 10-20 unit, built after 1960, needs repairs and the unit mix are 1 bed and 2 bed because most people don't rent out 3 bed.

I wish we had this mechanism up here in the NW It would allow many more projects to get built.

I agree with @Jonathan Greene here that the first step is thinking through what to do with the primary residence - you might try this tool that I built a few months ago to analyze whether you should keep or sell the primary residence! 

3) When was the property built and remodeled?

Apps built for long term rentals, like RentRedi, won't help you manage bookings from Airbnb and VRBO.

We also tried out REI Blackbook but not did not like it because was pretty clunky and hard to figure out.Now, being that we are not real estate specific, we have a general contracting business in Chicago; we have a pretty robust system built out in HubSpot, which we LOVE and definitely allows room for more growth!

I am not really a fan of the program because we have a very nice situation in our current home.Putting 20% down for a conventional loan is a steep task financially so I do not think that is an option plus I have been told by many of my friends with multiple MF homes to never use your own money to get into one.Then there is always using the equity we have built up in this current MF home we live in to purchase the next - I am not sure how that works but have done some research on home equity loans and believe that would be another option.Any advice would be greatly appreciated!

Is the property in Grand Rapids? 

Its value has continued to appreciate in the rapidly growing Fourth Ward neighborhood, making it a reliable and profitable investment that aligns perfectly with my long-term portfolio strategy.

These are all reasons to believe the neighborhoods that experienced the largest spike in new housing will effectively absorb the supply that was built in recent years.