The cost of hiring the right person is significant and may make the whole deal not worth worrying about.

Current systems and tools:- Assistant to manage payments, invoices, ensure rents come in and chat with tenants for issues- Melio for vendor payments- Baselane for banking - separate accounts for each rental and deposit- Google sheets for Income and Expense reporting- Azibo for rent collection automation with late fee automations- Drive for my leases, SOPs, and documentations of tenants move in/move outGoals of improved system:  ensure I have a read out of how each property is preforming month over month, check on big expense items, ensure vendors get paid, mortgages get paid and rent is coming in, generate APY on float and savings for any big CapEx that comes up, and make my life easier come tax season.Is there a single software people use or what do you do for your business systems to optimize all of this?

I've never been the landlord for a commercial property but have leased commercial property before - I leased through a commercial real estate agent who was acting as a leasing agent for the property owner, and the property owner was the one who collected my rent and is who I made repair requests to so personally haven't dealt with a Commercial PM before but will continue to follow this thread to learn more!

Personally, as someone who lives near the Poconos, I would recommend the mountains of VA, NC, or TN.

Quote from @KiKi Wood: Personally, I would say that anything more than ~22% is a little steep...Hey Kiki,Thanks for your thoughts and I think everyone is entitled to their opinion.

I personally would go with cedar and have vertical posts spaced 5 inches apart.

@Mindy Jensen A little too personal to post publicly but if I can figure out how to PM you I would love to get others opinions. 

If it shows on the deed history, Grantor is a bank and grantee is Housing and Urban Development on a special warranty deed, what does that mean? 

Make sure you dig into the podcasts, books, webinars, YouTube videos and finally a local meet-up to network in person locaclly. 

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.