Chief Technology Officer, Health

eSimplicity•Columbia, MD

3d•$250,000 - $300,000•Hybrid

About The Position

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 Healthcare 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. Within our Health business, we support mission-critical programs across Medicare, Medicaid, and the broader healthcare ecosystem — from healthcare quality measurement, data quality analysis, and data analytics to fraud, waste, and abuse (FWA) detection — helping federal and state health agencies modernize how they deliver care, protect program integrity, and drive better outcomes for the beneficiaries who depend on them. As Chief Technology Officer, you will define and lead the technical vision that powers this work, building enterprise-scale solutions that translate deep domain expertise into secure, innovative technology that makes a measurable difference in beneficiaries' lives. 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.

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 CMS or HHS agencies.
Strong understanding of cloud technologies, DevSecOps, Agile delivery, data, AI, and emerging technologies.
Excellent executive communication, negotiation, and leadership skills.

Nice To Haves

Master's degree in Business Administration or related technical discipline.
Experience with healthcare interoperability standards such as FHIR, HL7, X12, or CMS interoperability mandates (e.g., CMS-0057-F, TEFCA)
Experience leading high-growth organizations within the GovCon market.

Responsibilities

Develop and execute the strategic technical vision for our Health business.
Coordinate closely with the CIO organization on best practices, guidelines, and standards, conduction technology reviews, and plan technical engagement opportunities.
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 support execution of technology strategies and best practices (DevSecOps, DataOps, AnalyticOps, Cloud/SaaS, etc.) across customer programs and agencies.
Lead a team of Chief Solutions Architects and Strategists on technology strategy including cloud modernization, AI, DevSecOps, analytics, 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.
Develop and maintain strategic technology partnerships (e.g., AWS, Databricks).
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.