Update: got a flat 2 miles from the office and fixed it with a patch kit in 15 minutes
I was riding in on Tuesday morning, about 2 miles from my office in Portland, when I felt that squishy back tire feeling. Pulled over near a coffee shop on 3rd and found a tiny piece of glass stuck in the tread. I had a patch kit in my saddle bag that I bought 6 months ago and never touched. Took me about 15 minutes to get the tire off, find the hole, and slap a patch on it. I was pretty proud of myself until I realized I was now 15 minutes late and covered in grease. Made it to work, washed my hands, and nobody even noticed. Has anyone else had a patch job actually hold up long term, or do you just replace the tube when you get home?