I believe a few things:
1) it's not impossible to build a pinball game (witness Skit-B) and, I believe Jpop will also be using P-Roc system so making a pinball is not impossible
2) Jpop knows more about building/designing Pinball machines than 99.99999% of the people in the world, not to put Kevin from Skit-B down, but he's a babe in the woods next to Jpop.
3) If John can pull these games off, they will be works of art and will have features not seen on any machines
4) if John pulls these off and if the games turn out to play well and is complete such as even TOM or CV (I can see that being very possible), than I think these pins will be very collectible and looking at a $8K Woz or $7600 STLE next to those pins the $10K Jpop pin will be a great bargain from both the art and rarity perspective.
5) hopefully John is able to actually build the machines and at the very least they play on par with TOTAN or TOM or CV (hopefully better). My question is not with John's ability or his creativity or artistic ability or his pinball know how. It's just if some unforeseen complication occurs. I don't even want to give an example, but something could occur that could derail these pins. This is why there is a risk. I don't mind the time factor or the cost. But there is a risk that something could happen that is unexpected and therein lies the risk of paying in advance.
If John were to read this, I think the better course of action would be have a refundable deposit of lets say $2K but don't ask for the balance until the machines are in transit or near (such as Stern), meaning the deposit is a serious commitment of money but not a major calamity if something unforeseen happens.
My doubt is not in John, but in the unforeseen, and the reluctance to pre-pay in full, feeling that he should have enough money to get the ball rolling with deposits.