Senior Managing Director, Strategy

Webster Bank • Stamford, CT

4d • $225,000 - $260,000

About The Position

If you’re looking for a meaningful career, you’ll find it here at Webster. Founded in 1935, our focus has always been to put people first--doing whatever we can to help individuals, families, businesses and our colleagues achieve their financial goals. As a leading commercial bank, we remain passionate about serving our clients and supporting our communities. Integrity, Collaboration, Accountability, Agility, Respect, Excellence are Webster’s values, these set us apart as a bank and as an employer. Come join our team where you can expand your career potential, benefit from our robust development opportunities, and enjoy meaningful work! This role leads enterprise‑level strategic initiatives with a primary focus on merger integration and strategic transformation. The role oversees integration planning, execution, and coordination across business units and functional areas, as well as ongoing support of standalone strategy. It partners with senior executives to prepare the organization for structural, operational, and cultural alignment with the acquiring institution. The position also evaluates business and operating models, identifies opportunities to strengthen performance, and supports development of new business capabilities required during the integration period. The role provides disciplined oversight of ongoing strategic initiatives and ensures issues are escalated promptly. This position has broad enterprise impact and requires strong executive leadership, strategic judgment, and the ability to influence at the highest levels.

Requirements

• Proven experience leading enterprise-level strategic planning and multi-year transformation programs.
• Strong analytical, financial, and problem-solving skills.
• Demonstrated ability to influence at senior levels and manage across functions .
• Experience managing complex, multi‑stakeholder initiatives.
• Excellent written and verbal communication skills.
• Bachelor’s Degree in Arts/Sciences (BA/BS) required
• 10-11 years corporate strategy, management consulting, investment banking, or related strategic roles. required

Nice To Haves

• 3-4 years experience leading enterprise-level strategic planning and multi-year transformation programs. preferred

Responsibilities

• Merger Integration Leadership Lead enterprise integration planning and execution for a large‑scale acquisition. Coordinate work streams across business units, operations, technology, risk, finance, and HR. Develop integration timelines, milestones, and readiness criteria, .Identify synergy opportunities, monitor realization, and escalate risks or delays. .Manage alignment of products, processes, governance frameworks, and reporting structures. Support cultural integration and change‑management activities.
• Acquisition Readiness and Strategic Transition Support Assess organizational capabilities, processes, and systems to determine integration readiness. Develop recommendations to streamline operations, reduce complexity, and improve consistency ahead of integration. Advise senior leadership on emerging requirements from the acquiring institution..
• Strategic Initiative Coordination Coordinate cross‑functional initiatives that support enterprise transformation. Partner with responsible executives and project managers to develop initiative charters, success criteria, and workplans. Monitor progress, validate assumptions, and escalate barriers to the EMD/CSO and executive leadership.
• KPI Tracking and Performance Oversight Maintain oversight of enterprise KPIs that support integration and strategic transition activities. Track performance against targets and identify performance gaps that may affect integration timelines or synergy realization. Recommend corrective actions based on emerging risks or delays.
• Business Structure and Competitiveness Evaluation Assess business structures, cost positions, and operating models against peers and integration benchmarks. Identify opportunities to optimize execution, reduce redundancies, and align with the operating model of the acquiring institution. Develop recommendations to strengthen organizational efficiency during and after the integration process.
• Business Partner Engagement Serve as a strategic advisor to line-of-business leaders during the integration period. Facilitate alignment between business leaders and integration workstreams. Provide structured problem-solving and decision support for integration-related questions.
• Executive Communication Prepare concise, executive-level materials for the CEO, EMD/CSO, Executive Committee, and Board committees. Deliver integration progress updates supported by clear data, analysis, and insights. Translate complex issues into simple, actionable recommendations.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive