@Cynthia Ganga you will learn a lot about real estate investing in this web site.I like listening to @Brandon Turner and @Joshua Dorkin funny podcast.Hope you do well...Dennis

What would you really benefit from in terms of software, web services, etc?  

Where you are from, family, church, how your mind works... find your nitch and become a big fish in a small pond.Entreprenuer Magazine was kind enough to publish my article on the topic.  

From the backend accounting, to the ads created, to the web presence.

Does anybody know of a reliable web based service that allows automatic re-occurring payments?

I've done them through the internet as a Web Meeting. 

Roof ends up being a automatically curated todo/reminders list app for me on my phone and a way to keep an eye on the broader details of my portfolio on the web.

I have zero web design experience and am not the most tech minded person. 

My plan has migrated to being a longer term buy-and-hold strategy (my original post noted 5 years.)For anyone else interested in this topic, this article neatly summarizes some of my broader concerns, including the idea that this coastal city should possibly be focusing on a retreat plan, not a resilience plan:https://www.washingtonpost.com/magazine/2020/04/13/after-decades-waterfront-living-climate-change-is-forcing-communities-plan-their-retreat-coasts/

Does anybody have a good podcast youtube and or web blog link?