But, I guess I'm asking, should I continue on this route or should I consider something larger and go conventional?

Exterior looks My analysis:estimated purchase price of 110,000 with 20% downApprox 10,000 in repairsAbout 37,000 cash needed2375  Monthly income (1274 for 3 bed and 1100 for 2 bed) - depends if I would continue to let tenants pay utilities or not - this example i'll let tenants pay utilities2375 -  Monthly expenses 1564 =    $811   Cash flow!!!

How do I get financed for this number of properties and maintain a debt to income ratio that will continue to solicit lender approvals for these mortgages?

The reason for my confusion could be that I read another thread where it was the Reverse Mortgage Institution who was selling the "Owner"-Occupiers property, and the responses there suggested that was nothing out of the ordinary, since the Institution was already paying out that Owner per their reverse mortgage arrangement, and could continue to do so even if THEY sold the property to another party.

i just put an offer on my first place and continuing to take referrals for options. i will message you shortly. i appreciate any feedback!

Look forward to exploring the BP website, and will continue to listen to the podcast. 

Maybe as the discussion continues I will remember.

I currently work for a property management company in SW Florida.I have enjoyed learning about investment real estate, and hope to continue learning on this forum.Thanks for welcoming me to such a great online community!

You should continue to pursue what you are doing.  

Perhaps you should continue to explore Airbnb & list your rental with them