Announcing the Q2 2026 Duffy Award Winner: Anna Bosko

Q2 2026 Duffy Award Winner Anna Bosko

Celero is proud to recognize Anna Bosko as the Q2 2026 recipient of the Michael P. Duffy Leadership Award, honoring her exceptional contributions, dedication, and leadership during a pivotal chapter in the company’s history.

As Executive Assistant to the President, formerly supporting the Office of the CEO, Anna has become a trusted advisor and an integral partner to senior leadership. Her ability to bring structure, insight, and thoughtful preparation to complex initiatives has made her an invaluable part of Celero’s success.

Leadership That Makes an Impact

Behind every effective leadership team is someone helping ensure the right priorities move forward. Anna plays that role at Celero, which includes:

  • Project-managing much of the work flowing through the President’s office
  • Preparing executive speeches, reports, and presentations
  • Coordinating important discussions to make sure they are productive and purposeful

Her research, attention to detail, and thoughtful preparation consistently strengthen decision-making and elevate the quality of outcomes. While much of her work happens behind the scenes, its impact is felt throughout the organization.

“Anna has an incredible ability to bring clarity and organization to even the most complex situations,” said Kevin Jones, President, Payments at Deluxe and former CEO of Celero. “Her judgment, dedication, and commitment to getting things right have made her an essential partner to our leadership team.”

A Critical Role in a Defining Company Milestone

Anna’s leadership was particularly evident during the due diligence process and successful closing of Celero’s transaction with Deluxe. The process required extensive coordination among Celero’s private equity firm, investment bankers, legal counsel at DLA Piper, and the Deluxe team.

Anna helped manage the many moving pieces, keeping communications organized and ensuring critical work continued moving forward. Often working well past midnight, she demonstrated extraordinary commitment and resourcefulness in helping bring the transaction to a successful close.

Her contributions have also been instrumental in supporting the early stages of integration, helping establish a strong foundation for the combined organization.

“Her work may not always be visible to everyone, but the results speak for themselves,” Kevin Jones added. “Anna was foundational to the success of this transaction and continues to play an important role as we build the next chapter together.”

Celebrating Leadership and Dedication

The Michael P. Duffy Leadership Award recognizes individuals who: 

  • Demonstrate exceptional leadership
  • Make meaningful contributions
  • Help move Celero forward

Anna exemplifies these qualities through her professionalism, collaborative spirit, and unwavering commitment to the organization.

Please join us in congratulating Anna Bosko on this well-deserved recognition. Her leadership has made a lasting difference at Celero, and we look forward to seeing the continued impact of her contributions as the company moves forward with Deluxe.