How would you optimize thousands of images?

[inc.com]

The majority of our images are not optimized for search. Specifically, the alt text and image title are blank. The image filenames are also not using descriptive keywords.

We publish content quite frequently and this issue will be addressed within the production work flow for all images moving forward.

As for the images currently existing on our site, what are some ways to scale the optimization for thousands of images that need to be optimized for alt text, title and filename?

We're thinking about mechanical turk, but the problem is that we are a business magazine and have a lot of head shots of entrepreneurs that the mainstream might not recognize.

Any insights would be appreciated.

[AdamThompson]

I would probably hire someone from oDesk to do the work.