About The Position

Ensono’s Vice President of Transformation Program Delivery is a senior executive business and technology leader responsible for leading Program Executives in delivering hybrid, multi-platform, complex transformation portfolios. The role serves as a trusted advisor to executive Client stakeholders, translating strategic priorities into disciplined program execution, effective governance, measurable business outcomes, and sustained Client value. The VP partners with Clients and internal senior leaders to shape transformation roadmaps, oversee portfolio execution, and establish consistent delivery practices across large-scale enterprise programs. The successful candidate will bring executive presence and strong command of transformation governance, while developing senior delivery leaders able to manage Client executive relationships, portfolio risks, financial performance, resource planning, and cross-functional execution across multi-year programs. The role oversees transformation initiatives spanning cloud migration, infrastructure modernization, mainframe, re-platforming, operating model change, and enterprise technology transformation. It also maintains accountability for portfolio financial performance and resource planning, and champions automation, process efficiencies, quality improvements, reusable content, and AI-enabled tools to improve productivity and delivery consistency. Ensono encourages Associates to work remotely most of the time when they are not required to be at a Client site; Associates may choose to work from home or from Ensono offices. The stated good-faith annual pay scale is $175,000 to $225,000 on a full-time schedule. Placement depends on factors including skills, experience, internal equity, and business needs. Eligible additional compensation may include an annual bonus based on company and individual performance and an equity grant under the Associate Equity Appreciation Program.

Requirements

  • 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.
  • Ability to establish, mature, and scale governance models, executive routines, quality controls, delivery standards, and operating rhythms across large, hybrid, complex transformation portfolios.
  • Demonstrated success advancing program maturity and operating models for large, multi-year transformation portfolios, supporting scalable governance, delivery discipline, operational consistency, and sustained Client value.
  • Strong executive relationship management, presentation, and communication skills, including credibility to influence C-level, board-level, Client, and internal senior stakeholders and coach delivery leaders in executive-facing forums.
  • Experience managing portfolio financial performance, including revenue recognition, budgeting, forecasting, margin management, variance tracking, and profit and loss oversight for large-scale transformation programs.
  • Experience leading resource planning across complex transformation portfolios, including capacity planning, skills alignment, staffing strategies, prioritization, and management of resource constraints.
  • 15 or more years of experience leading enterprise technology transformation, migration, modernization, and/or managed services programs.
  • 10 or more 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 through automation, reusable delivery assets, knowledge sharing, quality metrics, standardization, Copilot-enabled content repurposing, and AI-enabled productivity.
  • 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 environments and demonstrate strong problem-solving skills.

Nice To Haves

  • Experience in hosting, cloud, hybrid infrastructure, and/or service provider environments.

Responsibilities

  • Lead, develop, and scale a team of Program Directors and Program Managers responsible for large-scale Client transformation, migration, modernization, and multi-year portfolio programs.
  • Build trusted relationships with C-level, Client executive, and internal senior leadership stakeholders; align transformation priorities and ensure transparent, accountable, financially disciplined program governance.
  • Oversee complex hybrid and multi-platform transformation portfolios, including cloud migration, infrastructure modernization, mainframe, re-platforming, operating model change, and enterprise technology transformation.
  • Establish and continuously improve program governance, executive reporting, risk and dependency management, decision-making forums, delivery standards, and operating rhythms across complex Client programs.
  • Lead large-scale transformation projects with multiple stakeholders through assessment, planning, and execution.
  • Develop and document solutions that meet Clients’ technical and business requirements and help them adapt to changing industry needs, with a focus on transformation and re-platforming.
  • Advise Clients and offer consultation and recommendations based on insights, technology knowledge, and past experience.
  • Maintain executive accountability for portfolio financial performance, including revenue recognition, project budgeting, forecasting, margin management, and profit and loss oversight.
  • Partner with Program Directors, Project Managers, Finance, and Delivery leadership to review financial health, identify risks, manage variances, and keep programs within approved financial commitments.
  • Own resource planning across the transformation delivery portfolio, aligning skills, capacity, leadership coverage, and delivery structure with program demand, financial commitments, timelines, and Client outcomes.
  • Anticipate staffing needs, address resource constraints, balance investment priorities, and maintain delivery continuity for large, complex, multi-year engagements.
  • Champion automation, process efficiencies, quality improvements, reusable content, and AI-enabled tools and capabilities to increase productivity and delivery consistency.

Benefits

  • Unlimited paid days off.
  • Three health plan options.
  • 401(k) with company match.
  • Dental, vision, short- and long-term disability, life and AD&D coverage, and flexible spending accounts, subject to eligibility.
  • Family Forming Benefit, including fertility coverage and adoption or surrogacy reimbursement.
  • Paid childbearing and paternal leave.
  • Education reimbursement, student loan assistance, or 529 college funding.
  • Sabbatical leave.
  • Wellness program.
  • Flexible work schedule.
  • Annual bonus plan based on company and individual performance, subject to eligibility.
  • Equity grant under the Associate Equity Appreciation Program, subject to eligibility.
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