Hi Aaron,
Welcome to APUG! I'm sure you'll find it a brilliant resource.
Your blog looks good.
I got into film photography in a similar way to you - started with a digital, and sort of morphed into using film as well.
In response to your dilemma - shall I develop my own film - I would say yes, definitely.
I started a couple of years ago, and I haven't looked back. In fact, I have since set up a darkroom in the loft, and also started processing colour neg recently.
As to your specific questions:
* Once I buy all the equipment will it last me for a long time?
Yes. Provided you wash the tanks and reels well after use, they will last years.
* How much is it all going to cost?
All told, I spent about £70 when I started out with: tank, thermometer, 3 graduates, changing bag, chemistry, film clips and film squeegee. I bought new, but Ebay is your friend with this sort of stuff.
* And will it be worthwhile
Yes. Chemistry costs run to a few pence per roll you develop. Time - about an hour or so to get dry negs with a normal process.
Hope this helps