I found a house that I like to purchase in a great neighborhood and the exterior looks great for a 1922 stick built house.

I'm Igor - a revenue management expert with over 10 years of experience in the hospitality industry.

@Gary Abrams A cloud based solution would work really well in your scenario of having other family logging in and helping with management. 

Be mindful of a gift tax implications if you sell a house for less than FMV.Also be mindful of transactions between related parties when selling at a loss.

Investigate moving the lot line to put the house entirely on 1 property.

If you are single or a couple on the same page about house hacking, look for uneven multis.

In the past when I am looking for a property manager I google to find all managers with physical offices in close proximity to my properties to narrow my search and ignore all sponsored adds that fake that they are local.Since you have self managed, you will be better equipped to "manage the manager".

I don't know a single person who regrets starting out with a quad and house hacking.

Alexandria, VA is a great spot for house hacking!

Try interviewing at least three managers.1.