Senior Program Lead — Digital Transformation & Change

Jobtailor; Connecticut; On-site; USD 140,000 - 190,000; Full time

Job summary

Jobtailor in Connecticut seeks an experienced Program Manager to lead large, complex digital transformation initiatives and drive multi-stream workplans. You will collaborate with cross‑functional teams to design solutions, configure systems, and oversee testing, migration, and go‑live readiness.

The role requires strong skills in risk management, communication, and project governance, with a track record of delivering expansive programs on time and within scope.

Qualifications

• Typically requires a University Degree and minimum 10 years prior relevant experience or an Advanced Degree in a related field and minimum 7 years of experience
• Experience leading complex digital transformation or process‑intense programs
• Experience with CORE/Lean/Six Sigma methodologies and comfortable leading improvement events

Responsibilities

• Lead large, complex programs accelerating our shift to next generation digital systems
• Partner with cross‑functional teams to design solutions, configure systems, and oversee testing, migration, and go‑live readiness
• Develop and manage conversion documentation, data mapping, and deployment planning
• Drive timelines, milestones, and execution for multiple transformation workstreams
• Proactively identify risks, remove roadblocks, and keep teams aligned and accountable
• Foster collaboration, resolve conflicts, and motivate teams toward common goals
• Deliver clear communication, analytics, and reporting to leadership and stakeholders
• Continuously evaluate opportunities to improve efficiency and cutover success

Skills

Program leadership

Cross-functional collaboration

Risk management

Communication & reporting

Education

University Degree

Advanced Degree in related field

Tools

LEAN/Six Sigma

Job description

Jobtailor in Connecticut seeks an experienced Program Manager to lead large, complex digital transformation initiatives and drive multi-stream workplans. You will collaborate with cross‑functional teams to design solutions, configure systems, and oversee testing, migration, and go‑live readiness.

The role requires strong skills in risk management, communication, and project governance, with a track record of delivering expansive programs on time and within scope.