That's Joel Metz's custom Sycip w/ its custom Sycip front rack.
Joel is an ex-SF now Portland courier. His web site is here:
http://blackbirdsf.org/
Pay special attention to the pages dedicated to 'porteur' bikes.
Good question about the front end geometry. Carrying 20kg up front does require special attention to geometry.
We're building a rack like this and the frame and fork to go with it. It will ship at the beginning of the year. The geometry was developed by Jan Heine. It's based on a 1952 Herse porteur.
Here's an
early rendering of what it will look like:
http://kogswell.com/images/sneak2.jpg
And here a not-quite-current blueprint:
http://kogswell.com/images/sneak9.jpg
No, this isn't a track bike. It's design to do work. So we don't expect hipsters to grok it. But it will be priced like all other Kogswell frames which will make it a good value for working class cyclists.