What should our priorities be, taking into consideration that we are bootstrapping? Should we figure out our conversions and have our analytics set up ourselves or should we hire a dedicated marketing person? If we do hire, should we look at freelancers or a established agency?
If you need instant revenue, a PPC campaign might be the best approach. I would always suggest hiring a person or agency to manage that unless you have someone on staff that focuses on that alone. Doing PPC yourself is easy, but it's rarely the most profitable way to go due to the nuances that are required to really squeeze out the ROI from a PPC campaign.