The lolcat of
awesomeness awsomeness awsumnez orsumnez award is given periodically to someone within OSM who has done the teh awesome awsum orsum work.
2012-01-25 Richard Fairhurst for coordinating a clear and concise switch2osm.org website, with huge amounts of help from the OpenStreetMap community
2011-11-25 Pascal Neis for his OpenStreetMap 7th Anniversary tool and other nifty creations which make being an OSM contributor more fun, and for helping create weekly summaries. 
2011-05-22 Ldp for impressive logic work on mapnik style files to resolve a whole bunch of outstanding highway/rail/bridge layering issues, thus removing many long-standing trac reports and seriously improving look of the map
2011-04-07 Richard, Gravitystorm, Randomjunk and others for creating and gifting the awsumnez Potlatch 2 to the world.
2010-11-25 Richard Weait for his dedication to spreading the gospel according to OpenStreetMap, including his sterling work on OpenGeoData and the Project of the Week.
2010-07-14 For the awesum team that organised State Of The Map 2010. You know who you are, be proud.
2010-03-05 JOSM Developer Team for the awesumness that is JOSM. Special note of appreciation for the JOSM Plugin WMS Racer.
2009-11-12 Twain for developing the impressive new OpenStreetMap search (Nominatim). Also available via www.openstreetmap.org search. Offers both Geocoding and Reverse-Geocoding.
2009-08-28 Matt and Andy for OAuth and everyone who helped during the big server maintenance and upgrades weekend. (See Blog)
2009-07-04 Ldp for OSM mapnik layer performance optimisations, apmon & Joto for Mod_tile improvements, Ævar Arnfjörð Bjarmason for translation support improvements + new www features, TomH for async geo lookup on www, Matt for shortlinks and Ulfm for dispelling FUD.
2009-05-08 All involved in API v0.6 and particularly the "migration crew" who pulled some all-nighters to get it running smoothly
2009-03-09 TomH and Matt for fixing a bug in ruby-libxml that was causing the server to fall over regularly
2008-12-18 The German community for negotiating use of Oberpfalz aerial imagery.
2008-11-10 Everyone who came to the 2nd International OSM Hack Weekend and made huge progress on API v0.6
2008-09-17 Andy Allan for his brilliant work on opencyclemap which has just been commended in the 2008 British Cartographic Society Awards.
2008-08-28 User:Mikel for promoting open mapping out in the West Bank (his blog)
2008-08-04 Whoever made the OSM birthday cake! (guys in Japan)
2008-07-09 Etric Celine for Tagwatch Europe
2008-06-28 Crschmidt for the data browser
2008-05-22 Francois Schnell for OSM Aware
2008-04-19 Pope TomH for the new export tab
2008-03-17 User:spaetz for organising a successful OSM application to the Google Summer of Code.
2008-03-07 User:Mikel and User:SchuylerErle have just got back from a month long workshop marathon in India, teaching and promoting OSM. FreeMapIndia website blog photos
2008-02-28 User:bobkare for tuning Osmarender to propper placement of names/labels in oddly shaped areas. A C-shaped lake used to have it's name printed on the peninsula (ie. center of gravity), now it's within the lake. (Not yet all T@H-clients use it)
2008-02-16 Jburgess for creating; Mod_tile a high performance mapnik tile serving apache module and rendering daemon.
2008-02-09 Kleptog for work on the coastline error checker and shapefiles, which has lead to the better Mapnik coastlines.
2008-02-01 Steve8 again for properly displaying bridges and tunnels in the Mapnik slippy map.
2008-01-18 Saint TomH of Hertfordshire for adding comments and replies to diary entries
2008-01-02 Harry Wood for his OSM WikiGnome activities.
2007-12-14 Steve8 for setting up a London Tube Network Map
2007-11-20 RichardF for adding casing and area rendering to potlatch.
2007-10-31 TomH again again, for stopping large GPXs from clogging up the queue
2007-10-05 AcousticNewt for Mkgmap, which h4xx0rs the infamous Garmin .IMG format so you can have OSM maps on your GPS.
2007-09-21 The entire OSM Netherlands community for successfully importing the AND data.
2007-09-13 TomH again, for greatly speeding up GPS point downloads by cunning use of QuadTiles.
2007-08-09 David Earl for his work on the OpenStreetMap namefinder/search tool.
2007-07-31 TomH for making the slippy map remember where you last looked.