Vice President, Transformation Program Delivery

Swooped; United States; Remote; USD 175,000 - 225,000; Full time

Benefits offered by this job

Health insurance options

401(k) with company match

Paid time off

Job summary

Swooped in the United States is seeking a Vice President of Transformation Program Delivery to lead senior delivery leaders in executing complex, multi-year transformation portfolios. The role reports to executive client stakeholders and focuses on governance, measurable outcomes, and sustained client value.

You will guide Program Directors and Managers across cloud migration, modernization, and enterprise technology initiatives, drive automation and AI-enabled productivity, manage budgets, and

Qualifications

• Experience leading senior transformation delivery organizations in complex enterprise environments.
• Experience managing multi-platform transformation portfolios including cloud and legacy systems.
• Ability to establish and scale governance models, executive routines, and delivery standards across large programs.
• Proven track record delivering multi-year transformation portfolios with measurable client value.
• Strong executive communication and relationship management skills with C-level stakeholders.
• Experience overseeing portfolio financial performance including budgeting and variance tracking.
• Proven ability to drive automation, reusable assets, and AI-enabled productivity across programs.

Responsibilities

• Lead, develop, and scale a team of Program Directors and Program Managers delivering large-scale client transformation programs.
• Engage with C-level and client executives to align priorities and govern programs with transparency and financial discipline.
• Oversee hybrid and multi-platform transformation portfolios including cloud migration and mainframe modernization.
• Establish and improve transformation program governance, reporting, risk management, and operating rhythms.
• Lead programs through assessment, planning, and execution stages with cross-functional teams.
• Develop solutions that meet client requirements and support re-platforming efforts.
• Deliver trusted advisory through insights and technology know-how to clients.
• Maintain accountability for portfolio financial performance and revenue recognition.
• Own resource planning to ensure skills and coverage align with program demand.
• Champion automation and AI-enabled content reuse to accelerate productivity.

Skills

Executive leadership

C-level relationships

Program governance

Portfolio management

Financial management

Resource planning

Automation & AI

Strategic advisory

Job description

• Title: Vice President, Transformation Program Delivery
• Location: United States
• Work Arrangement: Remote (Client-facing role; remote work from home or local offices is permitted when presence at a client site is not required)
• Employment Type: Full time

Overview

The Vice President of Transformation Program Delivery is a senior executive business and technology leader responsible for leading delivery leaders in the execution of hybrid, multi-platform, and complex transformation portfolios. This leader serves as a trusted advisor to executive client stakeholders, ensuring strategic priorities are translated into disciplined program execution, effective governance, measurable business outcomes, and sustained client value.

Key Responsibilities

• Lead, develop, and scale a team of Program Directors and Program Managers responsible for delivering large-scale client transformation, migration, modernization, and multi-year portfolio programs.
• Engage closely with C-level, client executive, and internal senior leadership stakeholders to establish trusted relationships, align transformation priorities, and govern programs with transparency, accountability, financial discipline, and executive-level rigor.
• Oversee complex hybrid and multi-platform transformation portfolios, including cloud migration, infrastructure modernization, mainframe, re-platforming, operating model change, and enterprise technology transformation initiatives.
• Establish and continuously improve transformation program governance, executive reporting, risk management, dependency management, decision-making forums, delivery standards, and operating rhythms across a portfolio of complex programs.
• Lead large-scale transformation projects in concert with multiple stakeholders through the assessment, planning, and execution stages.
• Develop and document solutions that meet clients' technical and business requirements and allow them to adapt to changing industry needs, focusing on transformation and re-platforming efforts.
• Gain clients' confidence as a trusted operational adviser by offering consultation and recommendations drawn from insights, technology know-how, and past experiences.
• Maintain executive accountability for portfolio financial performance, including revenue recognition, project budgeting, forecasting, margin management, and profit and loss oversight in coordination with finance and delivery leadership.
• Own resource planning across the delivery portfolio, ensuring appropriate skills, capacity, leadership coverage, and delivery structures align with program demand, commitments, timelines, and outcomes.
• Champion automation, process efficiencies, quality improvements, and the use of AI-enabled tools to repurpose reusable content, accelerate team productivity, and improve delivery consistency.

Required Qualifications

• Experience leading senior transformation delivery organizations, including, Program Directors, Project Managers, Engineers, and other delivery leaders, in complex enterprise transformation environments.
• Experience leading multi-platform transformation portfolios involving public cloud, distributed platforms, mainframe environments, infrastructure modernization, and legacy modernization.
• Demonstrated ability to establish, mature, and scale governance models, executive routines, quality controls, delivery standards, and operating rhythms across large, hybrid, and complex transformation portfolios.
• Demonstrated success advancing program maturity and operating models for large, multi-year transformation portfolios, ensuring scalable governance, delivery discipline, operational consistency, and sustained Client value.
• Strong executive relationship management, presentation, and communication skills, with the credibility to influence C-level, board-level, Client, and internal senior stakeholders while coaching delivery leaders to operate with command, control, and confidence in executive-facing forums.
• Demonstrated experience managing portfolio financial performance, including revenue recognition, budgeting, forecasting, margin management, variance tracking, and profit and loss oversight for large-scale transformation programs.
• Proven experience leading resource planning across complex transformation portfolios, including capacity planning, skills alignment, staffing strategies, prioritization, and management of resource constraints to ensure delivery continuity.
• 15+ years of experience leading enterprise technology transformation, migration, modernization, and/or managed services programs, with experience in hosting, cloud, hybrid infrastructure, and/or service provider environments preferred.
• 10+ years of relevant senior leadership experience in enterprise IT, consulting, transformation delivery, engineering, development, and/or large-scale migration environments.
• Ability to improve delivery outcomes by driving automation, reusable delivery assets, knowledge sharing, quality metrics, standardization, Copilot-enabled content repurposing, and AI-enabled productivity across programs.
• Proven ability to take ownership, drive results, and execute through influence across cross-functional senior leadership, Client, technical, and delivery teams.
• Ability to work within internal and external team environment and demonstrate strong problem-solving skills.

Compensation and Benefits

• Estimated Base Salary: $175,000 to $225,000 annually based on a full-time schedule. Placement in the range may vary based on factors including but not limited to skills, experience, internal equity, and business needs.
• Additional Compensation: In addition to base salary, other compensation programs, depending on eligibility, include an annual bonus plan based on company and individual performance and an equity grant under an equity appreciation program.
• Benefits: Health insurance options, dental, vision, life and AD&DD coverage, short-term and long-term disability, flexible spending accounts, 401(k) with company match, paid time off, paid parental leave, family-forming benefits, education assistance, sabbatical leave, wellness program, and flexible work schedule.

Notices

The organization is an Equal Opportunity/Affirmative Action employer committed to providing equal employment and building a diverse and inclusive workforce. All qualified applicants will be considered without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability, or other legally protected basis, in accordance with applicable law and pay transparency nondiscrimination policies.

If you need accommodation at any point during the application or interview process, please inform your recruiter.