I actually had the sense that they did have money. Maybe not filthy rich or anything like that, but they adopted two kids right? And Tim told the story in an OLD live (pre-kids, one of those Q&A ones with the tree backdrop) that they would go to Key West and he would do scuba diving camp and wanted to be a marine biologist. Jenn was CLEARLY jealous and basically said that in this live. Super easy to find this one, it is the one when Jenn said she used to want to be a history teacher.
Anyway, Jenn made fun of it laughed at Tim for not being able to see in the mask underwater due to his eyesight or something like that and she was clearly doing so because she was FOMOing that she never got to do anything so cool like Tim did during his childhood
I wonder if Tim means he wants to spoil J and give him everything plus their undivided attention because he felt overshadowed by his own siblings.