Start with small steps, keep track of what you do, and regularly check and tweak your plans.

Everytime I see a post saying this I check Podio and it has a GlobiFlow plan for $24 a month.

Try to FAIR plan then get a wrap around 

I would use the time with current tenants to get contractors in and give me estimates on future projects I have planned for the place, then execute them once tenants move out.If there is a good contract on the tenants moving out either June 20th or July 2nd with the prior landlord, would you go forward with the June 5th closing date or move it to a different date after the current tenants leave?

Care to share any details about the loan you're referring to?

Florida beach herebe careful buying in FL condo lot of new HOA assestment coming up that's 5/6 digits.Also insurance is way higher in FL than HI.

Of course it will depend on if you are offering warehouse style storage or individual units but the property you own doesn't care if a boat or a RV is in the unit as opposed to household items.

My plan is to save up my annual income by mid-Fall so I can quit my job. 

Local STR laws can change within a relatively short time period, and you want to have a backup plan for if/when those changes take place.All the best!

BUT... this also means you need to put a plan together to keep 4-6 full time guys busy.