DeWinter Turns 26!

Refocused, Reimagined, and Recognized

As we proudly celebrate DeWinter's 26th anniversary, we reflect on how much our industry, landscape, and team have evolved since we first opened our doors in 2000! Over the years, one thing has remained the same: our commitment to strong, genuine relationships for our candidates. From launching major service innovations to celebrating historic company milestones, our team continues to elevate what it means to be a trusted talent partner.

Major 2026 Milestones

  • 100,000 Followers on LinkedIn! We have officially reached over 100K followers on LinkedIn!  This milestone is a reflection of the incredible community we’ve built together. To our team, clients, candidates, and partners, thank you for trusting us and being part of our story.
  • Launching DeWinter’s AI Transformation Practice: Official launch of our AI Transformation practice, marked by the addition of Willem Dirven, President of AI Transformation, who joined DeWinter this April.
  • Publishing Our 2026 Salary Guides: To keep our clients and candidates ahead of market trends, we officially published our 2026 Mid-Year Salary Guides, delivering crucial compensation benchmarks across finance, accounting, and technology.
  • DeWinter’s 2026 Industry Awards: Our latest awards highlight record operational strength, expanded practice areas, and exceptional team retention across all regions.

Pioneering the Future For Our Clients:

Launching the AI Transformation Practice

As artificial intelligence reshapes industries and redefines how businesses operate, DeWinter has taken a bold step forward to help our clients navigate this shift. A major defining moment this year was the official launch of our AI Transformation practice, marked by the addition of Willem Dirven, President of AI Transformation, who joined DeWinter this April.


With AI rapidly altering talent acquisition, workforce productivity, and organizational design, companies across every sector require specialized guidance to integrate these technologies into their business operations strategies. Under Willem’s direction, the AI Transformation practice grants organizations the tools, talent, and strategic clarity necessary to harness AI effectively and responsibly.


By combining our expertise in accounting, finance, and technology talent with advanced AI capabilities, we are empowering businesses to build future-ready teams capable of thriving in an increasingly automated environment.


Willem Dirven Joins DeWinter As President of AI Transformation and Governance

Honored for Culture and Scale: DeWinter’s 2026 Industry Awards

Our strategic growth and technological innovations have gone hand-in-hand with major national and regional recognitions this year:


  • Best Place to Work in the Bay Area for the 4th Consecutive Year: Presented by the Silicon Valley Business Journal and San Francisco Business Times, this award celebrates our sustained commitment to creating an inclusive, empowering culture over four straight years.
  • SIA’s 2026 Best Staffing Firms to Work For: We are honored to earn a spot on Staffing Industry Analysts’ (SIA) national list! This award directly reflects feedback from our own team members regarding our commitment to professional development, work-life balance, and strong leadership support.
  • SIA’s 2026 Largest Staffing Firms in the United States: Highlighting our market presence and sustained scale, DeWinter was named to SIA’s 2026 Largest Staffing Firms in the U.S. list, proving that our people-first approach fuels true national business performance.
DeWinter Named to SIA's 2026 Largest Staffing Firms in the United States

Work Hard, Play Harder: 2026 Team Celebrations

At DeWinter, our people-first culture is lived out every day through in-office laughs and celebrating our people through team outings.


  • Producers Trip 2026 (Austin, TX): Our top producers took on Austin, Texas! From lounging by the pool and eating authentic Texas BBQ to crafting DIY trucker hats and singing impromptu karaoke, it was an unforgettable trip celebrating our team.
  • DeWinter Tech Pickleball & Golf Outing: Our Boston tech team celebrated summer at Bosse with high-energy pickleball matches and golf simulator swings, connecting outside the office in style.
  • Bay Area Ferry & Island Event: The Bay Area team took a step back into summer break as kids—enjoying views of the SF Bay on the ferry, Kan Jam in Tiburon, e-biking on Angel Island, and plenty of treats along the way.
  • Operations Team Boston Harbor Sail: Our operations team soaked up the sunshine, exploring Boston Harbor aboard an 18th-century sailboat hosted by Liberty Fleet of Tallships.


DeWinter Groups Top Producers Trip 2026 Group Selfie in Austin, Texas

Giving Back: Community & Volunteering

Building community doesn't stop inside our office walls. At DeWinter, we take pride in providing our team with the opportunity to give back to the communities they live and work in.


  • Animal Assisted Happiness (Bay Area): Our Bay Area team got their hands dirty outdoors while caring for goats, sheep, horses, and rabbits, while learning about harvesting local produce.
  • Needham Community Farm (Boston / Northeast HQ): Our Boston team volunteered at the Needham Community Farm right by our Northeast HQ, spending a sunny day planting veggies and supporting local community garden initiatives.
  • 2026 Glass Slipper Guild Gala: DeWinter was proud to step up as an official sponsor for the 2026 Glass Slipper Guild Gala, supporting critical community health initiatives.
The Boston team at the Needham Community Farm working together in the community garden

A healthy, highly engaged internal culture directly fuels our performance when ranking among the nation’s largest staffing firms. We aren't resting on past achievements; we are actively building the future of talent solutions.


Celebrate 26 years with our Co-Founders by revisiting their podcast episode, The DeWinter Difference: From Founding to Future, where they share stories from starting out in 2000, overcoming industry challenges, and building the firm we are today.

The DeWinter Difference Podcast with Derek DeWinter. A chat with Mike Tomasello about founding DeWinter.
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