I owner-occupy a 4-plex that I bought about 6 months ago, and I'd like to utilize some that equity, but I'm having difficulty finding any loan programs for my situation (I'm aware that this would be a unicorn product). 

How difficult is it to obtain a second mortgage about 6 months after purchasing my first rental property?

We're concerned about the difficulties involved with selling and buying in the given time frame, etc. and are hearing about delayed and reverse 1031 exchanges.Does anyone know of a good resource or contact that we should be checking out to learn about this process?

Any add-on technologies I should leverage to manage the property, cleaning service, or etc?

Perhaps you can share some of the difficulties you encountered and the value of having a Buyer Agent representing you! 

If we purchase the next one through the LLC we will be looking at non- conventional financing/higher downpayment %/higher mortgage rates/difficulty finding lender.I am wondering if anyone has any experience in small member LLC's like this for investment properties.

Real estate isn’t a technology that becomes obsolete.

That's what I would lean towards if it was me, and if I had difficulty borrowing money for an investment. 

@Jacob Fromer remember the difficulty in attracting qualified buyers for this property when you go to sell it in the future.  

I’ve been reading “Landlording on AutoPilot”and given that I  am an injured Vet(wheelchair bound) , learning I can handle everything pertaining to the business with my technology is amazing….