Oddball CEO Rob Silverman Accepts 2026 Wash100 Award for Leading Human-Centered Digital Transformation

Oddball CEO Rob Silverman with Executive Mosaic CEO Jim Garrettson.

Rob Silverman, CEO of Oddball, has accepted the 2026 Wash100 Award for his leadership in advancing federal digital transformation and for championing the delivery of human-centered solutions.

Jim Garrettson, CEO of Executive Mosaic and founder of the Wash100 Award, personally presented the recognition, Silverman’s second Wash100 win, at the 2025 Healthcare Summit, where he moderated a panel on Cloud-First, AI-Ready: Powering the Next Generation of Public Health Services. 

“A 2026 Wash100 Award win is a well-deserved recognition of the fresh energy and visionary leadership Rob brings to GovCon,” Garrettson commented about Silverman’s recent win. 

“His ability to pair creativity with mission-focused execution has made a real difference for government customers. Rob’s passion for innovation, partnership and meaningful outcomes truly embodies the Wash100 spirit and signals even greater impact ahead,” the Wash100 founder added.

Why Did Rob Silverman Win the 2026 Wash100 Award?

Since joining Oddball, Silverman has positioned the company as a fast-growing, innovation-focused government contractor capable of competing with bigger, more established firms on major programs. 

Under his leadership, Oddball secured a key IT support task supporting the Securities and Exchange Commission and was awarded its first full and open contract with the Defense Health Agency. 

The company also earned a position on the Missile Defense Agency’s Scalable Homeland Innovative Enterprise Layered Defense, or SHIELD, indefinite-delivery/indefinite-quantity vehicle potentially valued at $151 billion. 

Additionally, Oddball, through its Oddcore joint venture with Wilcore, is providing the Department of Veterans Affairs with chatbot services under the Strategic Partners for the Reinvention of U.S. Healthcare, or SPRUCE, contract, easing the process for veterans seeking help in accessing government services.

As CEO, Silverman has overseen the implementation of Oddball’s Corporate Curve 2 strategy, which aims to scale next-generation capabilities and strengthen corporate infrastructure. The establishment of Oddball Labs is a key element of the strategy designed to accelerate innovation and co-develop solutions alongside federal customers. The company is preparing to open a new Oddball Labs facility in Arlington, Virginia, that will support collaboration among government clients, technology vendors and academic partners.

Oddball, with the backing of private equity firm Falfurrias Management Partners, is also pursuing strategic mergers and acquisitions to expand capabilities and client access while maintaining cultural alignment. The company continues to invest in areas such as artificial intelligence and machine learning, user-centered design and secure software delivery.

In a recent Executive Spotlight interview, Silverman described the company’s trajectory as a growth inflection point, stating that Oddball is no longer up and coming; it is “already ‘here’ in the market and looking to grow to even new heights.”

Who Is Rob Silverman?

Silverman has been the CEO of Oddball, a federal digital modernization services company, since November. 

Prior to joining Oddball, he spent over 23 years at Booz Allen Hamilton, most recently serving as an executive vice president. During his tenure, he led initiatives across defense, civilian and health markets, developing expertise in analytics, digital transformation and mission execution.

It was also during his time at Booz Allen Hamilton that he earned his first Wash100 for spearheading defense technology innovation to support U.S. warfighters and for promoting allyship across industry.

Earlier in his career, the executive also held roles as a research fellow at LMI and an analyst at KPMG.

In addition to leading Oddball, Silverman serves as faculty at Johns Hopkins University’s Whiting School of Engineering.

What Is the Wash100 Award?

Launched in 2014, the Wash100 Award 100 honors the 100 most influential leaders in government contracting and the federal sector. 

The award is handed annually to honorees who are selected through a competitive evaluation process that looks at their leadership, innovation, vision and impact on the GovCon landscape over the past year and their potential to reshape the federal mission in the years to come.

The 2026 Wash100 Award underscores Executive Mosaic’s recognition of Silverman’s leadership during a pivotal stage of growth for Oddball and his broader impact on federal digital transformation efforts.

Executive Mosaic congratulates Rob Silverman on his 2026 Wash100 Award.  

The 2026 Wash100 popular vote competition is underway. Support Rob Silverman and make your voice heard at Wash100.com.

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