Broken cap tables
Reading this post I realized I literally have a stack of stock certificates sitting in my desk. Mostly because I don't want to take the time to put them in the mail (then I'd have to dig in emails for addresses, make a run to the post office, etc.)  I know I should, I just haven't.<p>Until my lawyers started asking me questions I didn't even know I was supposed to do anything with them -- I just filed them away with all the other paperwork I knew I'd probably need sometime but didn't know what it was for. Honestly in my mind that goes under one of the bullshit administrative things I wish I could pay someone to take care of. If someone created a Zenefits for cap table management/investor relations, I'd be the first customer.<p>EDIT: I'm not just talking about cap table management (glorified spreadsheets). I want something much more comprehensive.