@Nathan FrostThe advantage - some will do 90% and 100% construction but recognize your signing a personal guarantee and will be paying 10-12%+ for interestBenefits of a private lender are speed to close, creativity in cross collateralizing etcThere are a lot of people on BP that think oh private lending is less strict than banks and easier to get.

I have nothing else to add, but I can vouch for the reliability of @David Goings, @Bryan Mitchell, and @Donnie M. personally. 

If your home is in a solid area and you can hold onto it while having even some cash flow, I would usually pick that option.From the experience I have seen with my dad and holding properties long term and conversations I've have with older investors is that if you hold onto RE, you will usually be happy you did so.Most investors say: I never really regretted buying, but I have regretted selling. 

I also tried setting up more conventional management services for rent collection and got a huge amount of pushback that the tenants didn’t know the App and didn’t want to put personal information or bank account/credit cards into some App they’d never heard of.

But it would make it extremely complicated for the person to manage it. 1.

I am currently seeking equity partners and/or personal loans as viable options. 

(you may already have this available)17) Smart lock install (helps owner and your company to be more efficient and secure)18) Rent guarantee programs (requires agreement with service provider - I'm personally not a fan of these, but they are available on the market) There are others, of course, but these are "up and coming" types of additional services PMs can offer to owners.

I did look into classes but I am a hands on person and like the "experience is the best teacher" saying.

Is it feasible to finance both properties simultaneously, or should I wait until next year to sell and purchase my personal home?

I've personally found that I also want to look more at other factors like zoning laws for a property, etc.