Well a few years ago I outsourced a website embedded with my Amazon affiliate code for DSL cameras. Fairly nice site, but it didn't make a single penny.

More recently, I outsourced the design of a logo for my LLC. I was pleased, at the time, but I now know after being exposed to higher end graphic design styles that it is only mediocre level design quality. So I will get it redone by a more skilled designer next go round. Live and learn.

Interesting you bring this question up at this time because I am just starting to build an online service that will rely heavily on outsourcing. The good part is skilled and dependable outsource workers have already been identified and all I have to do is drum up the customers. If things progresses as I expect them to, I will scale the service enough to absorb the investment of hiring a project manager who will manage the day to day operations and I will manage he or she. I give this twenty months to build up to the project manager level. Maybe sooner if I snag more recurring business clients than I anticipate getting the first twenty months.