Life: Thinking a Community College to Uni route would be an easy transfer (I had the grades and extracurriculars to get into any Uni I wanted, but had no $$$ at the time), having a daughter at 18 with a (w)itch, this list is growing as I type so I'll stop now ;)
Programming: Taking a job at a company where the Web department is in the Marketing Department,and only our 2-man IT department has access to writing anything more then HTML/CSS. Politics.
Life : Nothing in particular as such. May be because I am a guy who finds positives even in so called "Worst decisions". They teach you something and help you get better. May be wasting 3 years doing job in a big Indian IT company. I should have get into startups earlier so that I could have failed earlier, learned earlier, improved earlier. If not in my own startup, I should have worked in some other startups instead of wasting my 2-3 years as ABAP developer.
Programming : Not testing my code properly(I only do manual user testing). I still don't do it. I find it too boring. May be I'm too lazy to do that.