When you specifically mentioned STR experience and the possibility of something with some added "personal value" bells started going off. 

I've found the people who want to charge for their time and "mentorship" typically need the money because they are struggling- maybe not the best person to take financial advice from. 

So I have recently come into the fork in the road where I am trying to dial in my career to align with my personal and professional goals for the future.

As one of my podcasts say, one person's yuck is another person's yum!

Quote from @Jokari Trueheart: HI, almost 11 months ago I purchased 3 duplexes and I borrowed the funds from my personal residence which I took out a equity agreement for the down payment on the investment property, great idea at the time because I have 10 years to pay it off and theres no payment requirement, but , I learned more about the consequence that it takes a large chunk of my equity the longer I take to pay it back, so my goal was to refi cash out the investment property to pay it back but I don't think theres enough equity yet to pull the full $106k needed, I only borrowed $88k but with the equity percentage for one year i'm paying about $18k in equity on top of the amount I borrowed if I pay it off in year one, so I need this paid off ASAP before it increases more.

Hi Eric, I use Doug Lyons with Lyons Home Inspections for all of my personal properties and all of my clients.

And I feel the ideal portfolio can benefit from the diversification of both.1) Holdfolio isn't a match for me, personally (due to not enough experience, skin in the game, etc).

I'm willing to help this person in any way I can.

You could use an LLC, Trust, personal name, etc. 

Everything in tax depends on the personal situation.