2009-2010
- Playworks opens the Portland office on June 30, 2009
- Starts partnerships with 8 schools in the Portland metro area and adds a 9th school mid-year
- 7 AmeriCorps members serving the Portland area
- KATU features Playworks at Woodlawn School in NE Portland
2010-2011
- Playworks named one of Oregon Business Journal's Top 100 Nonprofits to Work For in Oregon
- Serving 14 schools in the Portland metro area
- Playworks Portland hosts Playworks Twin Cities for Pre-Service, a week long orientation and training for Coaches before the school year begins
2011-2012
- Serving 14 schools in the Portland metro area
- 7 AmeriCorps Members serving with Playworks
- Playworks Portland travels to Detroit for Pre-Service
2012-2013
- Playworks named one of Oregon Business Journal's Top 100 Nonprofits to Work For in Oregon
- Playworks Portland moves from their office on NW 23rd St. to a new colorful space on SE Madison St.
- Playworks is featured on KOIN News for combating bullying
- Playworks breaks its fundraising goal for the 4th Annual Corporate Kickball Fundraiser with support from hubbub health.
2013-2014
- Playworks PacNW is givena Light a Fire Award for “Inspiring the Next Generation” by Portland Monthly Magazine.
- Playworks PacNW named Oregon’s best medium sized 100 Nonprofit to Work For by the Oregon Business Journal.
- Playworks is named a 2014 Stand Together Featured Partner by the Portland Timbers FC.
- Playworks holds its first Keep Portland Playful Fundraiser at Jeld-Wen Field.
- Playworks added a new school, Alder Elementary mid-year. Serving 15 schools total and three different school districts in Oregon: Reynolds, Hillsboro, and Portland.
- Kaiser Permanente Community Fund continues to support the power of play, by awarding a two-year $400,000 grant to Playworks in the Pacific Northwest.