My wife and I are a big fan of your story and follow you on Youtube. We have been researching vans and the like for our family of four + dog (2 - 6 month olds) and you've provided plenty of ideas to consider.
In hindsight with how you've outfitted, use, and money invested in the van, do you think it would have been better to start with a pre-built van, for instance a Sportsmobile? I ask because looking to add another $7-10K to the bottom line after a conversion may put you closer to that price range or could have solved some of the dilemmas you are currently debating.
Either way, if you can justify the expense and want the functionality, a pop-top or hard-top add a lot of versatility to an already great setup.