Ultimately, it depends on how quickly you want to act and your comfort with leverage.

Having intentionality in your actions and goals set to enable you to reach that 1 real estate transaction milestone is important and will ultimately help you reach that sooner. 

Our ultimate goal is to get into real estate development along with buying rental properties.

For a while I looked into medium size deals like 30-50 units in class B neighborhoods, but ultimately could not negotiate a deal to the point where it would have made financial sense.

So, essentially the money from the ultimate buyer can NOT be used by the intermediate buyer to close on their purchase since that would be using money from a purchase that can not occur until the prior purchase has been completed.  

Land is very tough to estimate value do to it's valie is based on what you can do with it and how much demand there is for what ever is ultimately done with it. 

We ultimately went with a private lender because it was easier.

Start with BiggerPockets Ultimate Beginners Guide (free).

Ultimately, good to hear from both sides (pros and cons)  It's not the right one for me and my goals-- but if it helps you get to the next stage, it might be the right one for you.

I may ultimately decide to leave.