Is your rental actively on the market or under contract to sell? 

The management of vacation or short term rentals tends to gravitate toward the active business side of the equation and that is the real problem with you taking on that level of involvement for your IRA or 401k.

Ohio has issued some HUGE fines for unlicensed activity.

Our long-term goal is to build our dream-home in 5 years and live comfortably with a single active income and small portfolio of passive income.

If you are offering an investment opportunity to others, you will, of course, want to work with an advisor to walk you through any federal or state rules regarding such activity (e.g. securities regulations).

Twitter and any other social media platform represents the future of advertising and client engagement and we are increasing our social media activity every day. 

@Chris MartinFirst, I presume that (i) you are referring to w-2 wages earned from your self-employment activity (e.g. you have a single-member LLC taxed as an S-corporation through which you are providing goods and/or services); and (ii) you do not have any full-time w-2 employees (i.e. working 1000 hours or more per year) working for the self-employed business or otherwise. 

Being both an investor and active agent I have a unique perspective on this, but as an investor if someone brought a 16-unit deal to my attention and I ended up buying it (or even if I didn't) I would be grateful and would want to preserve that realtionship in any way possible so I was the person she brought the NEXT 16-unit deal to as well.

As long as you are actively looking for deals, even if you don't buy anything you are learning valuable lessons about the market.

You can't do any work on the property yourselfShort term rental income might be considered an "active business" therefore be subject to UBIT (Unrelated Business Income Tax)Hope this helps!