Technical Program Manager

Robots & Pencils

. Own end-to-end delivery of large-scale ($10M+) AI, digital, and cloud transformation programs from strategy and roadmap through launch and realized business value .

Posted 11/10/2026full-timeRemote • United StatesMid-LevelSenior💰 $180,000 - $215,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading large-scale AI, digital, and cloud transformation programs, with a strong focus on aligning technical solutions to business outcomes. Proficient in managing Agile teams, defining program KPIs, and utilizing AI tools for effective project delivery.

Highest-signal resume keywords

AI Transformation Program LeadershipAgile Team ManagementCloud-Native Design ExpertiseTechnical Problem DecompositionAI Tools Utilization

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

AI Development Life CycleCloud Adoption FrameworkFrontend TechnologiesBack-End TechnologiesTechnical Documentation StandardsProgram-Level KPIsModel Risk ManagementEvaluation StrategyHuman-in-the-Loop CheckpointsCI/CD Pipelines

Soft Skills

Stakeholder CommunicationEscalation ManagementMentoringProblem-SolvingClient Relationship Management

Tools & Technologies

JiraConfluenceGitHubAzure DevOpsClaude

Industry Keywords

Digital TransformationAI/ML SolutionsEnterprise-Level IT EngagementsWell-Architected FrameworkCloud Transformation

Tech Stack

Tools & technologies

AzureCloud

About the role

Key responsibilities & impact

Own end-to-end delivery of large-scale ($10M+) AI, digital, and cloud transformation programs from strategy and roadmap through launch and realized business value
Break complex programs into manageable workstreams with clear ownership, sequencing, and dependencies
Drive program schedules across multiple concurrent Agile teams and align delivery managers and product managers
Define program-level KPIs and governance and report program health across scope, timeline, budget, and quality
Bridge business requirements and technical solutions and map technical requirements to business outcomes
Facilitate engineering and architecture discussions and help drive technical direction across frontend and back-end technologies
Decompose complex technical problems into actionable solutions
Contribute to technical documentation and define documentation standards
Own the AI Development Life Cycle at the program level
Define standards for AI feature evaluation, human-in-the-loop checkpoints, and post-launch monitoring
Partner with AI engineering leads on model risk, data readiness, evaluation strategy, and observability
Define success metrics for AI-augmented delivery and drive status visibility across AI-driven pipelines
Determine when an agentic approach is unsuitable based on context management, latency, infrastructure, and cost
Use AI tools such as Claude for planning, specifications, reporting, and stakeholder communication
Serve as senior program partner to client executives
Anticipate bottlenecks, manage escalations, and drive trade-off decisions
Communicate schedules, progress, and business impact to stakeholders and senior leaders
Partner with Client Partners on follow-on work and expansion opportunities
Lead and mentor Senior Delivery Managers and Delivery Managers
Shape the company's delivery practice, tools, and frameworks
Assess staffing and capability gaps and advise on staffing and talent
Conduct executive interviews and contribute to go/no-go hiring decisions

Requirements

What you’ll need

5+ years of experience leading multiple Agile teams concurrently or at scale
5+ years of experience leading and delivering enterprise-level IT engagements
Proven track record leading large-scale ($10M+) AI, digital, or cloud transformation programs from strategy through to realized business value
Practical application of Well-Architected and Cloud Adoption Framework frameworks
Strong technical foundation in architecture, frontend and back-end technologies, and cloud-native design
Ability to decompose complex technical problems into deliverable solutions
Ability to distill customer needs into technical requirements and functional specifications and map them to business outcomes
Track record leading programs where AI/ML or agentic capability was core to the solution
Experience managing model risk, evaluation, client expectations, human-in-the-loop checkpoints, and monitoring
Demonstrable daily use of AI tools such as Claude
Experience with Jira, Confluence, GitHub, Azure DevOps, and CI/CD pipelines
Comfort operating in ambiguity and credibility with clients to bring growth conversations forward
Background check may be required as a condition of employment

Benefits

Comp & perks

Paid time off
Medical insurance
Dental insurance
Vision insurance
401(k)