FREE ACCESS
5,000–10,000 jobs/day
See all jobs on JobTailor
Search thousands of fresh jobs every day.
Discover
- Fresh listings
- Fast filters
- No subscription required
Create a free account and start exploring right away.

VP, Chief of Solution Strategy
eSimplicitySenior leader at eSimplicity is a strategic and operational extension of the CIO. Driving solution strategy across all business units while managing multiple teams.
Posted 7/21/2026full-timeColumbia • Maryland • 🇺🇸 United StatesLead💰 $190,000 - $280,000 per yearWebsite
Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates extensive technology leadership with a focus on strategic solution development, people management, and operational excellence. Capable of translating complex technical strategies into actionable plans while fostering a culture of accountability and continuous improvement.
Highest-signal resume keywords
Technology LeadershipSolution Strategy DevelopmentPeople ManagementAgile MethodologiesFederal Government Contracting
ATS Keywords
Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
Software EngineeringCloud InfrastructureData PlatformsModern Delivery PracticesStrategic CommunicationPerformance ManagementOperational Risk IdentificationTechnical Volume DevelopmentStakeholder EngagementDecision Frameworks
Soft Skills
Exceptional StorytellingActive ListeningMentoringCollaborationCommunication
Tools & Technologies
Agile FrameworkSAFe
Certifications & Qualifications
Security Clearance (Secret/Top Secret)
Industry Keywords
GovCon Operating ModelContract VehiclesAgency Engagement PatternsMission DomainsCitizen Services Modernization
Tech Stack
Tools & technologiesCloud
About the role
Key responsibilities & impact- Serve as the CIO’s Deputy, representing the technology organization in leadership discussions, stakeholder engagements, and cross-functional decision-making with the authority to act on the CIO’s behalf.
- Own and drive solution strategy across all business units by developing strategic technical approaches and innovation roadmaps, leveraging existing domain knowledge while actively building expertise in mission areas where gaps exist.
- Work both in collaboration with the CIO and BD/Program teams and independently as the strategy lead.
- Participate in solution development without owning the architectural design.
- Lead and develop the staff organization across multiple teams through a combination of direct reports and dotted-line collaboration, conducting regular 1:1s, career development conversations, and performance management.
- Translate the CIO’s technical direction and strategic vision into actionable plans, priorities, and execution roadmaps across the technology organization.
- Drive people leadership at scale, including hiring, onboarding, mentoring, and retaining top talent while fostering a culture of accountability, curiosity, and continuous improvement.
- Own process leadership across the technology organization, establishing and refining operational cadences, decision frameworks, and communication rhythms that keep teams aligned and unblocked.
- Lead solution-oriented thinking across business units, ensuring teams deliver strategies and solutions that meet mission needs, drive competitive differentiation, and position eSimplicity for growth.
- Serve as an active listener and trusted advisor across the organization by hearing team concerns, synthesizing ground-level feedback, and ensuring leadership decisions are informed by real context.
- Communicate technical strategy, solution direction, and organizational priorities to diverse audiences, including engineers, executives, and government agency leadership, with clarity and compelling narrative.
- Coordinate cross-program and cross-agency strategy initiatives, applying and growing domain knowledge across areas such as data integration in defense environments, claims analytics and policy development at CMS, and citizen services modernization to ensure consistent and informed solution approaches across all programs.
- Identify operational risks, resource constraints, and organizational gaps before they become blockers, and drive resolution proactively.
- Partner with BD/Growth and Capture teams to lead or co-lead solution strategy for new opportunities, shaping technical volumes and ensuring delivery readiness for awarded contracts.
- Build and maintain organizational health metrics, tracking team engagement, delivery velocity, retention, and capacity to inform leadership decisions.
- Perform other duties as assigned.
Requirements
What you’ll need- Ability to obtain and maintain security clearances up to Secret/Top Secret.
- Must be a U.S. citizen.
- A bachelor’s degree in Computer Science, Information Technology, Engineering, Business Administration, or a related field. (In lieu of a degree, an equivalent combination of education and experience will be considered).
- Minimum of 12 years of progressive experience in technology leadership roles, with at least 5 years in a senior leadership capacity managing multiple teams through direct and dotted-line reporting structures.
- Demonstrated ability to serve as a strategic proxy for executive leadership, making decisions, representing organizational priorities, and driving execution with minimal oversight.
- Experience leading solution strategy across multiple business units or program areas.
- Broad technical acumen across software engineering, cloud infrastructure, data platforms, and modern delivery practices, sufficient to engage credibly with technical teams, understand how solutions integrate within mission domains, and participate meaningfully in solution strategy without owning the architectural design.
- Proven track record of people leadership: hiring, developing, and retaining high-performing technical teams in a fast-paced environment.
- Exceptional storytelling and strategic communication skills, with the ability to translate complex technical concepts into compelling narratives for executive, government, and technical audiences.
- Experience in federal government contracting, with an understanding of the GovCon operating model, contract vehicles, and agency engagement patterns.
- Experience working within an Agile or SAFe (Scaled Agile Framework) environment.
- Excellent verbal, written, and presentational communication skills.
Benefits
Comp & perks- medical, dental, and vision coverage
- 401(k) retirement benefits
- paid time off
- paid holidays
- life and disability insurance
- additional wellness and employee support programs