I have no desire to quit or shift my focus any time soon but want to start preparing better for post-active working days.

Have your Contractor verify that pier n post is all code legal (looks like cinder block, no seismic straps, PT, in back looks like a 2x4?) 

Recommend you try to search here on BP for posts about S8, so you get the reality, NOT the hype!

I’m writing this post to learn from the more experienced members here about the issues and challenges you are facing in your day-to-day to ensure that they can be addressed. 

This post is for seasoned investors.You are starting out and do not have a mortgage, yet.   

This is my first BP Forum post - please be gentle! 

How about we both post if we find anything interesting? 

Interesting topic... please post the conclusion once the matter is resolved. 

I’m in the learning stage of starting up and it is a steep learning curve with tons of information to digest.

Your post is under the house-hacking section, do you plan to house-hack and live in this property that you purchase in Jacksonville.If you are planning to live here in Jacksonville, it is important to choose a good neighborhood that you would enjoy living in.I personally like the 5 points/riverside, San Marco and Southside/Baymeadows area.These areas have more resturants/activities than other parts of Jacksonville in my opinion.