Pinhead v5 is now released with 38 icons added since v3, including icons from the OSM Americana map style. I also added a page where you can compare Pinhead to the likes of Maki, NPS, and OSM Carto
https://pinhead.ink/coverage/
https://github.com/waysidemapping/pinhead/releases/tag/v5.0.0
Released today in Pinhead v3: fifteen new public domain map icons including trucks, wifi devices, and a maple leaf
https://github.com/waysidemapping/pinhead/releases/tag/v3.0.0
Here are some of the more interesting icons I drew that are "exclusive" to Pinhead, including reimagined icons for OSM curb types
Compare OSM with the same area in Google Maps and Apple Maps. Pillar Falls isn't even searchable in the latter
Recently had some fun micromapping Pillar Falls in Idaho's Snake River Canyon. Featuring dramatic basalt pillars, this falls runs over exposed bedrock much of the year (intermittent=yes in OpenStreetMap terms). This makes for a popular local hangout spot and an interesting place to map
Beyond design, I developed a preview webpage for the Temaki library (where my icons live) to help developers find the icons they're looking for.
I also made an effort to cultivate a consistent design language by building related icons in series, reusing common elements.
Prior to my custom designs, many similar features in iD were represented by identical icons. This is confusing. I tried to give each feature a unique, descriptive icon to highlight the differences between them.
OSM is full of jargon that beginners shouldn't be expected to know. Icons can give mappers confidence that they're using the right tags, particularly if the app isn't well translated into their language.
If you've ever edited OSM, you've seen icons like these but probably haven't thought much about them. In fact, these icons are key to helping mappers understand the connection between OSM data and real-world objects.