First of all, the definition of rich is fluid and depends on the person and who you are comparing them to. 

There are areas I wouldn't personally invest that I can speak to, but there are just so many opportunities.

As that will at least help folks that you reach out to know that you are a real person, with a picture and professional bio.

No signing expensive leases that you personally guarantee typically. 

What is each person's role/superpower?

Find a property and hopefully purchase for a good price in cash (or a similar result, hard-monty option), perform the required repairs for your mother and potentially get the second rental unit ready.

Perform the same task in each app to ensure a fair comparison.Load a property with pictures and details.Market that property.See what your marketing looks like from the public's perspective.Submit a fake application to see how easy the process is.Run a credit/screening report on yourself.Enter a maintenance request, assign a vendor, and attach a fake invoice.Enter charges to the tenant's ledger.Enter recurring charges and automatic late fees.Sign documents electronically.Run owner reports.After testing a few apps, one should clearly stand out.

It is our personal house and we're in the process of moving back to the east coast (New England area) to a higher COL area.

House hacking will also give you some personal "property management" experience.

@Romane DaleyYou can't borrow from an IRA; the only way to access IRA funds for personal needs is to take a distribution, which would be taxable, and penalties on top for premature distributions.