It's NOT to "sell" a person on renting, NO, it's to just get them to click on it that's it, HOOK EM IN, get em to open the listing(C) REEL EM IN!   

Where to start with guidance and then drilling down what my personal potential is?

Send him a letter, emphasize that you are personally yourself the end-buyer, include proof of funds, include something attesting to you being financeable (unless your proof of funds is for the full cash purchase price).If he owns 20 local businesses, good chance he's in at least one chamber of commerce, and if he's not, he 100% knows people that are, who will spill the beans and offer to do an intro if you mention you're interested in buying a gas station over a beer or a meal (there's probably like 3 people in that city that fit this description, why not get introduced to all 3?)

Sharing options with tax implications in mind, of course there are other near term goals that could dictate another approach, but having options is always nice. 

If I personally understand the skin in the game first hand, I would think this will help me become a better manager of my team on it in the future right? 

Hello everyone,As an investor, mentor, and team lead of an investor focused real estate group- we instill these values and approach to real estate investing with all of our clients and partners.

Hello everyone,As an investor, mentor, and team lead of an investor focused real estate group- we instill these values and approach to real estate investing with all of our clients and partners.

Hello everyone,As an investor, mentor, and team lead of an investor focused real estate group- we instill these values and approach to real estate investing with all of our clients and partners.

This old school approach has been super successful, and I definitely respect it, but there's no way I could manage a paper calendar. 

Also, while I've read some horror stories about assessed value increases, our personal portfolio came out relatively unscathed during this recent batch of tax bills.