| March, 2007 | Idea development |
| April 6, 2007 | Robin Kim founds WSPN |
| April 27, 2007 | WSPN launches a promotional webpage |
| May 1, 2007 | Site first opens to the public |
| May 3, 2007 | Howard Owens and other media specialists blog about WSPN |
| September 10, 2007 | Wayland Student Press created for news, WSPN.TV for online broadcasting |
| April 19, 2008 | Wayland Student Press wins the Online Pacemaker Award |
| May 2, 2008 | WaylandENews begins to link to WSPN content |
| June 20, 2008 | WSPN creates WSP Gallery for photography |
| Summer, 2008 | Total site redesign |
| September, 2008 | WSPN brings a new journalism course to Wayland High School |
| October 10, 2008 | First weekly e-mail newsletter sent out to WSPN subscribers |
| November 5, 2008 | WSPN combines its divisions’ separate websites into one |
| January 3, 2009 | WSPN creates WSPN Blogs for student blogging |
| February 4, 2009 | WSPN puts 52″ display in the Commons for public viewing and computer kiosk for interaction |
| March 20, 2009 | Wayland Student Press wins the Gold Crown Award |
| April 18, 2009 | WSPN picks up the Pacemaker once again |
| May 5, 2009 | WSPN wins the Webby People’s Voice Award |
| May 5, 2009 | NECN (Comcast 6 | FiOS 115) reports on WSPN – 9:30pm Cover Story |
| Summer, 2009 | Site re-designed by new Co-Editors-in-Chief, Dave Ryan and Melanie Wang |
| January, 2010 | WSPN publishes its first advertisement |
| March 19, 2010 | CSPA Gold Crown awarded to WSPN |
| April 17, 2010 | WSPN receives Pacemaker Award and 1st place in the Best in Show competition |
| May, 2010 | WSPN is designated Webby Official Honoree in Student and School/University categories. |
| December, 2010 | 1,000th story published on WSPN |
| March, 2011 | WSPN wins the CSPA Gold Crown Award |
| April, 2011 | WSPN wins the NSPA Pacemaker Award and places second in the Best of Show competition. |
| Summer 2011 | Site re-designed by new editors-in-chief, Evan Barber and Matthew Gutschenritter |