Quote from @Trent Reeve: well, a company would have to 50 states and build in integration functionality for 50 different systems.

Focus on building cash flow and equity while targeting value-add opportunities to transition into shopping centers and strip malls over time.Good luck!

For path #2, you mean purchase & renovate a 3-5 unit building right?

HelloOver saturated STR in Ohio markets have caused many STR to drastically lower costs to as low as  $100 for entire bedroom home.My are higher and I'm not competitive with the lower cost Abnbs.I also feel hotel industry are mass building new hotels to compete with str. 

Legal Implications & Ramifications : As an example; the iconic PCH homes in Malibu and many in the upper foothills might not permitted to build back, certainly not to the same extent or materials.

I’m passionate about real estate and am working towards building my investment portfolio, with a goal of acquiring five rental properties over the next five years.I’m here to connect with like-minded individuals, learn from experienced investors, and share knowledge along the way.

The strength of what you have done so far is you are building equity.

I would like to pull out equity from the homes to build either a house on each or an ADU (they are zoned multi-family) depending what makes the most sense on returns and what is feasible.

Quote from @Lisa Albright: Hi All,Newbie here, just a quick question we are building an addition on our second home, we have a primary residence, and two rental properties.

If you are going to self manage you will need to build business systems and get a list of reliable vendors.