I would choose the strategy that best fits your strengths (unfair advantages) and what the market in your area demands.

I completely agree that having a clear strategy before buying is crucial—land investing isn’t a one-size-fits-all game.

These special assessment were thousands of dollars, and there was no sufficient reserves from the monthly fees to cover these large biggers, so the owner were required to cover the shortfalls out of pocket, what a great way to ruin your cash flow and ROI.There are benifits to condos, including tennis courts, playground, swimming pools, club houses, and fitness facilities. 

Need to be patient and persistent with finding a property that fits my criteria for the present and future needs.

They might have access to portfolio loan programs that fit your buyer’s situation. 

Not to say it can't be done... but I don't think there's any "one size fits all" deal structure.

If you have a deal in the Jax area that might be a fit, I might be able to connect you with someone who could help.Thank you!

Updated the kitchen, bathroom, and pulled permits to expand an additional bathroom/walk in closet.

I could see this fit into several categories of 'real property trades or businesses.'

I remember some of my staff trying to rent rooms and they would get 70 applications and interview potential roommates in person to see if it was a good fit.