Engagement Lead

Transformworks•New York City, NY
•Hybrid

About The Position

Transformworks is an AI implementation partner to investors and operators in operationally complex industries, including healthcare, education, and financial services. The company is profitable, growing quickly, and intentionally lean, with small teams, meaningful ownership, and rewards tied to value created. The Engagement Lead is accountable for the success of client engagements, serving as the primary day-to-day partner to client executives and operators while leading Forward Deployed AI Engineers through discovery, development, deployment, and adoption. The role determines what to build, keeps execution moving, and ensures the work delivers measurable business outcomes. It combines structured problem-solving, product judgment, program leadership, and client relationship management. Production coding is not expected, but practical technical fluency is needed to collaborate with engineers, understand tradeoffs, and shape effective AI products. The role is based in New York City and follows a hybrid collaboration model. The Engagement Lead works directly with the founders and helps shape how Transformworks serves its clients. Growth may include ownership of larger client relationships, leadership of multiple engagement teams, strategic account expansion, and building the deployment function. Advancement is based on demonstrated impact rather than tenure.

Requirements

  • At least 4 years of experience in management consulting, product management, enterprise implementation, client services, or a similarly demanding operating role.
  • Experience leading complex, high-stakes projects with multiple stakeholders and an ambiguous path forward.
  • Strong product judgment and the ability to distinguish ideas users will adopt and businesses will value.
  • Structured problem-solving skills and the ability to turn ambiguous situations into clear priorities and actions.
  • Executive-level written and verbal communication skills.
  • Confidence constructively challenging clients, surfacing difficult issues, and being candid about tradeoffs.
  • Practical technical fluency sufficient to understand system architecture, data flows, APIs, model behavior, and AI evaluation.
  • Strong commercial instincts and the ability to identify additional ways to create value for clients.
  • A high degree of ownership and willingness to address problems that could affect an engagement.
  • Comfort managing multiple priorities while maintaining attention to detail and follow-through.
  • Genuine curiosity about how AI can change business operations.
  • Ability to learn quickly, work naturally with technical teams, and develop a real understanding of the systems being built.

Nice To Haves

  • Experience in healthcare, education, financial services, private equity, or another regulated and operationally complex industry.

Responsibilities

  • Own client engagements from initial discovery through deployment, adoption, and measurable business impact.
  • Serve as the primary day-to-day partner to client executives, operators, and technical stakeholders.
  • Understand clients’ businesses, workflows, systems, constraints, and economics.
  • Translate ambiguous business problems into clear product requirements, user journeys, priorities, and success metrics.
  • Partner with Forward Deployed AI Engineers to shape solutions and make decisions about scope, sequencing, and tradeoffs.
  • Run engagement execution, including planning, client meetings, decision-making, risk management, and executive updates.
  • Test solutions with end users, gather feedback, and help ensure solutions are useful, trusted, and adopted.
  • Exceed client expectations through proactive insights, rapid improvements, and demonstrations of what is possible.
  • Quantify the operational and financial impact of the work and communicate it to company leadership and investment partners.
  • Identify additional AI opportunities across clients’ businesses and help turn them into new initiatives.
  • Develop reusable playbooks and practices to improve future engagements.
  • Fill gaps as needed to keep clients and internal teams moving.
  • As the role grows, take ownership of larger client relationships, lead multiple engagement teams, help expand strategic accounts, and build the systems and team behind the deployment function.

Benefits

  • Highly competitive base compensation.
  • Uncapped profit-sharing tied to team performance.
  • Equity compensation.
  • Health, dental, and vision coverage.
  • Direct ownership of engagements with visible operational and financial impact.
  • Exposure to senior executives, investors, and technical leaders across a range of industries.
  • A small, high-trust team where initiative, judgment, and client impact are rewarded.
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