I agree, it makes financial sense over time. So does filling a retirement account, but if you have to choose between rent and food after putting money where you can't get it back without a penalty, it's less attractive...
In my case, paying out ~$1400 (for the loader and a 400' roll of Ektachrome or Vision3) is much harder to swallow than paying $20 a roll for Ektachrome when I'll only shoot a couple rolls a year. Now, if I had the film and loader, I'm sure I'd shoot more, but then I'd spend money on chemicals...