The call for maps for the 2017 GeoHipster calendar has closed and review is underway. I haven’t begun collating the responses yet, so I have no idea how it will turn out, but I can say that, for me, the process so far has been personally rewarding.
I was not involved in the making of the 2015 calendar. When it came time to considering doing one for 2016, I volunteered to coordinate the process; with no idea what to expect. We had quite a response and I was impressed with the quality of the work received. Because it was my first time through, I was pretty consumed by the process and probably didn’t get to give as much consideration to the art that was before me.
There’s been a lot of talk about TileMill and CartoCSS lately, with good cause. TileMill makes it very easy generate beautiful map tiles using the Mapnik engine and CartoCSS provides a familiar method to author the cartographic representation of spatial data. As Brian Timoney points out, CartoCSS has the added bonus of making best practices shareable via copy-and-paste.
Naturally, the best way to take advantage of TileMill is to export your tiles to MBTiles and use MapBox hosting. If that’s not an option, you can pretty easily self-host with TileStream. That said, there are some organizations that, due to larger GIS workflows, IT policies, and a host of other legitimate reasons, need or choose to use ArcGIS Server to do map hosting. For those organizations, TileMill is still an option to create attractive basemaps, within certain constraints.