Technical Program Manager – Platform Migration

Cayuse

Technical Program Manager leading platform migration of 500+ product instances at Cayuse. Overseeing cross-functional collaboration to ensure precise execution and minimal disruption.

Posted 4/22/2026full-timeRemote • 🇺🇸 United StatesSeniorLeadWebsite

Tech Stack

Tools & technologies

GoPMP

About the role

Key responsibilities & impact

Own the end-to-end migration program: sequencing, milestones, cohort planning, risk management, and success criteria across all customer segments and product lines.
Build and maintain a detailed project plan to migrate customers based on a prioritization framework that incorporates key criteria of the customer base.
Build a standardized, repeatable migration framework that reduces per-customer effort over successive cohorts and scales with Cayuse’s growth.
Define and maintain the migration runbook, including tooling requirements, data validation standards, cutover procedures, rollback protocols, and customer communication templates.
Track program health through clear metrics and surface tradeoffs to senior leadership before they become critical.
Serve as the primary point of accountability for migration delivery timelines and outcomes.
Champion the adoption of AI-powered tools across the team, providing hands-on guidance to accelerate workflows and improve migration outcomes.
Drive alignment across R&D, Product Management, and Professional Services without direct organizational authority.
Partner with engineering to lead the end-to-end design, development, testing, and execution of migration plans, ensuring alignment across teams and on-time delivery.
Collaborate with Infrastructure to develop comprehensive runbooks, test strategies, and automation pipelines that streamline new instance provisioning, product migrations, and legacy instance decommissioning.
Lead regular cross-functional working sessions to surface dependencies, resolve blockers, and maintain delivery momentum.
Partner with Product to ensure the migration path is informed by roadmap priorities and technically sound.
Partner with Professional Services to ensure the migration framework is operationally executable at scale.
Represent the migration program in executive and board-level reporting as required.
Coordinate with Customer Success to manage customer sequencing, readiness, and communication throughout migration windows.
Define quality and acceptance criteria for each migration cohort; establish go/no-go gates and validation checkpoints.
Minimize customer disruption by building robust pre-migration validation, rollback procedures, and post-migration support protocols.
Identify and document lessons learned after each cohort to continuously improve the migration playbook.
Drive continuous improvement of migration processes and tooling to reduce downtime, increase reliability, and shorten overall migration cycles.
Build and maintain dashboards tracking migration velocity, cohort progress, risk status, and customer outcomes.
Produce recurring reporting for R&D, Product, Services, and executive leadership.
Deliver ad hoc analysis to identify emerging risks, capacity constraints, and opportunities to accelerate the program.

Requirements

What you’ll need

7+ years in Technical Program Management, Engineering Program Management, or a closely related role at SaaS companies.
Demonstrated experience leading large-scale, multi-customer migration or platform transition programs from design through delivery.
Proven ability to drive alignment across R&D, Product, and Go-to-Market organizations without direct reporting authority.
Experience building structured program management frameworks, playbooks, and runbooks that outlive the program that created them.
Exceptional written and verbal communication skills, including executive-level reporting and presentation.
Strong analytical and problem-solving skills; comfortable with ambiguity and able to impose structure in fast-moving environments.
Nice to Have: Experience in research administration, higher education, or healthcare software markets.
Technical fluency — able to engage substantively with engineers on data models, APIs, integration dependencies, and system architecture.
Background in or exposure to managed services or professional services delivery models.
Familiarity with SaaS customer lifecycle management (onboarding, adoption, renewal).
PMP, PgMP, or equivalent program management certification.

Benefits

Comp & perks

Competitive Medical Benefits (PPO + HSA available)
Vision, Dental, Short-Term Disability fully covered by Cayuse
Unlimited PTO + Holidays + Flexible Work Schedule
Remote Work Stipend
Equal Paid Parental Leave
401k with Employer Matching
Quarterly Wellness Reimbursement
Remote Work Environment, supporting the Ultimate Employee Experience

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Technical Program ManagementEngineering Program Managementmigration frameworksrunbooksdata validation standardsautomation pipelinesprogram management frameworksanalytical skillsproblem-solving skillstechnical fluency

Soft Skills

communication skillsexecutive-level reportingpresentation skillsleadershipcollaborationalignmentadaptabilitycontinuous improvementrisk managementcustomer management

Certifications

PMPPgMP