One lesson I’ve learned so far is that patience and thorough due diligence always pay off, whether it’s with property acquisitions or selecting the right team to work with.I’d love to hear more about your journey and what areas of real estate you’re looking to focus on.

I understand I'd take a pay cut being an agent for the first few years, but in exchange, I'd be learning about the market and building a network as I move towards Commercial multifamily.

No need to pay big bucks for this. 

This would likely take coordination with a tenant at some point - (ie - plenty of notice to them that they must vacate in order for you to sell the property)Since your current home is free and clear -  you could do a cash out refi or take out a new mortgage on the new house to be able to buy your paren't house and pay off the mortgage.  

If you hire someone typically they are the ones providing this information, but if someone is paying you, then yes they need this information for tax purposes.BTW - I would say your SS# has been hacked so many times and is on the black market already this is why we monitor ours through other parties or just lock it down at experian and other agencies if you are concerned about it.

Or just pay your sister a finders fee for getting the deal?

I was told by a local experienced investor that insurance companies will always go cheap with paying out to contractors in the event a property needs to be rebuilt. 

if he performs a service for you, just pay him for it. 

I can sell it at any time for a profit, so I'm hoping to let it run and pay for itself for a while before we make another decision on it.

Yor offer starts off with, "I'll pay your commission" and here is what I'd like to offer your client.