I am thinking maybe I should hold off and buy fewer more expensive properties to ensure I don't have ten or so on the market all at the same time, when I will hopefully be trying to execute the final part of my plan and consolidating all of my capital for one property.  

My wife is a former accountant and full-time Realtor for Realty Executives, a broker in Orlando FL. which is where we live.

Wholesale deals- Since many wholesale or off market deals are marketed w/ non-refundable deposits, we will always make sure we've seen a property & run our numbers before executing a wholesale contract.  

Have a plan & execute.!

Finding the right team to execute is much of the battle.  

I did and have several lenders, all will execute due on sale clause and quoted internal policy "no waivers". 

If they have spackled the holes then they have executed the repair.

Usually $20.Court is pretty easy, if they don't show you get the writ and you bring it to the building next door to execute (you don't have to hire movers but I still do anyway).  

You need good systems and a good process that you execute on consistently.

If everything is in order, THEN you can sign the lease and deliver a "fully executed copy" to the tenant.Good luck.