I've owned many pedals from different mfg's, and I've had 2 Boss pedals that have died on me, (a HM-2 "Heavy Metal" distortion and a SD-1 "Dual Overdrive", I didn't like the way either of them sounded anyways) but I've never owned a DOD pedal that has failed to operate. I have a Boss DD-3 Digital Delay (Made in Japan) that I bought used about 15 years for $30 thats still going strong. I used to own a DOD analog delay pedal, it got the job done. I used to have a DOD "Supra Distortion" that I didn't really like, (I think that was supposed to be DOD's answer to Boss's DS-1 perhaps, which I think is far superior to the DOD) it was my first distortion pedal, I played it through an 60's Kay tube amp (that I still have, & plan on restoring someday). I used to have a DOD Flanger pedal, I'm not sure if it was any better than other flangers or not, but it did the job. I have a DOD Volume/Wah pedal, I prefer my Vox Reissue for my wah, but for the volume pedal function, it gets the job done. I find that the Boss GE-7 graphic EQ will squash your sound if you put it in your fx loop, haven't tried it as a clean boost in front of an amp yet though.
I don't think it would be fair to say that Boss is superior to DOD, or visa versa. Every stompbox mfg has their own gems as well as turds. It's all just a matter of personal preference. And the 2 Boss pedals that died on me might just have been from a bad lot that slipped by Roland's quality control. Don't limit yourself to just DOD or Boss. Ibanez, MXR, and Electro Harmonix also makes some very good sounding and durable stompboxes.