Every time I think I've spent "enough" on my bike, something else crops up. My evening commutes have become too dark, so I bought a Fenix L2D. I quickly found out that isn't sufficient for my riding needs so I dumped another $150 on a DiNotte 200L. The Fenix will go on my helmet.

That said, as long as I use what I'm buying and it increases my enjoyment of riding (or in this case, increases the enjoyable time I can spend on the bike), it's worth it.

I have the utmost respect for people who creatively make do with less gear. All the more for people who do this while eliminating reliance on a car.