Chief Technology Officer, DNS

Transformational Executive Opportunity

eSimplicity is a modern digital services company that partners with government agencies to improve the lives and protect the well-being of all Americans, from veterans and service members to children, families, and seniors. Our engineers, designers, and strategists cut through complexity to create intuitive products and services that equip federal agencies with solutions to courageously transform today for a better tomorrow.

eSimplicity is seeking a transformational executive to lead strategic customer engagement, technology innovation, business growth, and delivery excellence across its federal portfolio, with an initial emphasis on the Defense & National Security market. This executive will partner closely with the President, COO, Growth, and Delivery leaders to shape customer strategy, expand market presence, improve operational performance, and build long-term customer relationships.

The role is intentionally broad and provides the opportunity to assume expanded business unit leadership as the organization evolves.

This role follows a hybrid schedule. Employees are required to work on-site Tuesdays and Thursdays, with remote work on other days as business needs allow.

• Develop and execute the strategic vision for our Defense & National Security business.
• Build trusted executive relationships with government customers, industry partners, and key stakeholders.
• Provide executive leadership for delivery excellence, operational performance, customer satisfaction, and financial results.
• Partner with the Growth organization to shape opportunities, influence capture strategies, and support proposal development and oral presentations.
• Provide technical oversight to program delivery strategies, roadmap, and/or architecture for enterprise programs (Big Data/AI), and mission engineering programs (C4
  
  ISR, Electronic Warfare)
• Lead a team of Chief Solutions Architects and Strategists on technology strategy including cloud modernization, AI, Dev Sec Ops , cybersecurity, data, and digital transformation initiatives.
• Identify emerging technologies and mission needs to create differentiated customer solutions.
• Be part of the corporate development leadership team to assess M&A opportunities to bring new capabilities and growth.
• Coach and develop senior leaders while fostering accountability, collaboration, and high performance.
• Lead and support operating rhythms including portfolio reviews, technology roadmap, forecasting, and staffing reviews.
• Identify risks early, develop mitigation strategies, and communicate recommendations to executive leadership.
• Represent eSimplicity at customer meetings, industry events, and partner engagements.

• Partner with Business Unit and Growth leaders to drive operational excellence across strategic federal portfolios.
• Support executive oversight of complex federal delivery programs.
• Collaborate with BU GM to monitor portfolio health, customer satisfaction, financial performance, staffing, and execution risks.
• Develop and maintain executive relationships with government customers.
• Collaborate with Growth on pipeline, capture, and strategic pursuits.
• Mentor senior delivery program leaders and architects.
• Support strategic planning, forecasting, and business reviews.

Requirements

• Bachelor's degree in Business, Engineering, Computer Science, Information Technology, or related discipline.
• 15+ years of progressive leadership experience supporting Federal Government customers.
• Demonstrated experience leading large technology modernization, systems integration, or digital transformation initiatives.
• Experience with business growth, customer engagement, delivery leadership, and financial accountability.
• Proven ability to build executive-level customer relationships across DoW or DHS agencies.
• Strong understanding of cloud technologies, Dev Sec Ops , Agile delivery, cybersecurity, AI, and emerging technologies.
• Experience with C4
  
  ISR including Vision AI, Spectrum, Electronic Warfare solutions and services
• Excellent executive communication, negotiation, and leadership skills.

Preferred Qualifications

• Master's degree in Business Administration or related technical discipline.
• Experience with Platform One, Cloud One, Kessel Run, or other DoD modernization initiatives.
• Experience leading high-growth organizations within the Gov Con market.

Success Measures

• Growth in revenue, backlog, and qualified pipeline.
• Strong customer satisfaction and executive relationships.
• Healthy delivery portfolio with proactive risk management.
• Improved employee engagement, leadership development, and retention.
• Successful execution of strategic growth and technology initiatives.

This is an opportunity to influence the future direction of a growing federal technology company by leading strategic customer initiatives, driving innovation, developing exceptional leaders, and shaping the next generation of mission-focused solutions.

eSimplicity supports a hybrid work environment…