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Director, Engagement Lead

Date:  Jul 30, 2026
Location: 

Any city, CT, US, 99999

Req ID:  37238
Work Mode:  Virtual (Exception only)

Great companies need great teams to propel their operations. Join the group that solves business challenges and enhances the way we work and grow. Working at Gainwell carries its rewards. You’ll have an incredible opportunity to grow your career in a company that values your contributions and puts a premium on work flexibility, learning, and career development. 

 

Summary

The Engagement Lead is responsible for leading complex client implementation initiatives through global delivery networks, with a focus on quality, consistency, accountability, and successful client outcomes. This role oversees delivery of implementation programs in accordance with contractual commitments and approved scope, schedule, budget, and quality expectations. The Engagement Lead provides executive-level client partnership, decisive delivery leadership, and cross-functional coordination across complex environments, including highly regulated Medicaid Enterprise programs.

Your role in our mission

  • Lead complex client implementation engagements from initiation through go-live and stabilization, ensuring delivery commitments are met within approved scope, schedule, budget, and quality expectations.
  • Apply and reinforce the company’s delivery model, governance practices, and implementation standards while identifying opportunities to improve delivery performance and client outcomes.
  • Serve as the single point of accountability for DDI program outcomes, including delivery scope, schedule, budget, quality, governance, risk management, and executive decision-making.
  • Build and sustain trusted senior-level client relationships through transparent communication, proactive issue resolution, and alignment to strategic business objectives.
  • Lead clients and delivery teams through complex changes, competing priorities, and delivery uncertainty while maintaining focus on program objectives and client confidence.
  • Oversee implementation delivery across Business Services and IT Services, coordinating internal teams, client teams, product, engineering, operations, and third-party partners to meet program commitments.
  • Establish and lead program governance, including client kickoff activities, recurring client status meetings, executive steering updates, delivery excellence forums, RAID management, dependency tracking, and decision documentation.
  • Act as the senior delivery escalation point for client and internal leadership, driving timely resolution of risks, issues, blockers, and decisions that may affect scope, schedule, budget, quality, or contractual obligations.
  • Lead cross-functional delivery meetings to align priorities, manage interdependencies, address uncertainty, and hold teams accountable for milestone achievement, deliverable quality, and issue resolution.
  • Review and approve program schedules, staffing plans, financial forecasts, executive dashboards, client and internal status reports, and corrective action plans to provide accurate visibility into delivery health.
  • Ensure proposed program changes include comprehensive impact analysis across scope, schedule, budget, resources, operations, technology, contractual obligations, and client commitments before approval or escalation.
  • Drive readiness for major implementation milestones, including kickoff, design, build, test, conversion, deployment, operational readiness, go-live, and stabilization.

What we're looking for

  • Master’s degree preferred, or equivalent combination of education, experience, and leadership success.
  • 15 or more years of related experience in client delivery, program leadership, systems implementation, or technology services.
  • 5 or more years of supervisory, management, or senior delivery leadership experience.
  • Experience leading client delivery for Medicaid Enterprise programs (e.g., MMIS, MES, Eligibility, or related Medicaid programs) or similar Federal or State Programs, including work with state agencies and complex regulatory environments.
  • Experience managing program budgets, staffing forecasts, delivery plans, financial performance, risk mitigation, dependency management, and corrective action plans.
  • Proven ability to lead cross-functional teams across implementation, product, engineering, operations, PMO, finance, and third-party partners.
  • Strong executive presence with the ability to communicate program status, risks, decisions, tradeoffs, and support needs to client and internal senior leadership.
  • Demonstrated ability to lead through ambiguity, manage competing priorities, and operate as the point of accountability in high-visibility client situations.

What you should expect in this role

  • This position is 100% remote with up to 15% travel annually.

 

This posting is intended for pipelining. We will accept applications on an ongoing basis.

 

The pay range for this position is $127,400.00 - $182,000.00 per year, however, the base pay offered may vary depending on geographic region, internal equity, job-related knowledge, skills, and experience among other factors. Put your passion to work at Gainwell. You’ll have the opportunity to grow your career in a company that values work flexibility, learning, and career development. All salaried, full-time candidates are eligible for our generous, flexible vacation policy, a 401(k) employer match, comprehensive health benefits, and educational assistance. We also have a variety of leadership and technical development academies to help build your skills and capabilities.

 

We believe nothing is impossible when you bring together people who care deeply about making healthcare work better for everyone. Build your career with Gainwell, an industry leader. You’ll be joining a company where collaboration, innovation, and inclusion fuel our growth. Learn more about Gainwell at our company website and visit our Careers site for all available job role openings.

 

Gainwell Technologies is an Equal Opportunity Employer, where all qualified applicants will receive consideration for employment without regard to race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical condition), age, sexual orientation, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics. Gainwell Technologies defines “wages” and “wage rates” to include “all forms of pay, including, but not limited to, salary, overtime pay, bonuses, stock, stock options, profit sharing and bonus plans, life insurance, vacation and holiday pay, cleaning or gasoline allowances, hotel accommodations, reimbursement for travel expenses, and benefits.

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