My wife does the bookkeeping for my business; she has the perfect personality for it, being financially minded and very much a details person. She was second-in-command to a CFO back when we were both working for other companies, and the CFO told me once that she basically ran the entire company's finances for him. I definitely wouldn't call this outsourcing so much as a huge lucky break. Every time I see her updating our accounts software (she prefers the simplicity of AceMoney to Quicken), I feel relieved.

Lately I've thought a lot about this: If I didn't have a tax person, a bookkeeper, a good freelance web developer friend, and a business consultant, I estimate that I would have gone out of business (a third time) about five years ago. The first and second times I failed in my businesses I had none of those things. Now I'm finding even more people to share the load whenever I find myself "in the grip of my inferior function" (Meyers-Briggs talk). The alternative seems to be depression, anxiety, and everything that comes with that.