Sr. Technical Project Manager

CanadaFull-time USAsenior

OperationsProject Manager

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CourtAvenue is a company of industry experts accelerating digital transformation for the world’s most ambitious companies. At CourtAvenue, you will be a part of a culture powered by entrepreneurs,

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OperationsProject Manager

CourtAvenue is a company of industry experts accelerating digital transformation for the world’s most ambitious companies.

At CourtAvenue, you will be a part of a culture powered by entrepreneurs, technologists, data scientists and the habitually restless dedicated and energized to design products and services that transform businesses while optimizing them for growth. You will have the opportunity to learn and grow within a culture that values innovation while focusing on redesigning the experience between consumer and service (or product) by leveraging a fluid, seamless, and thoroughly transparent engagement.

Our Senior Technical Project Managers lead agile delivery for CourtAvenue’s most complex, multi-workstream digital transformation programs — composable platform builds, design systems, and phased legacy-site migrations. This role owns the day-to-day execution of a program’s technical and creative workstreams, translating a signed Statement of Work into sprint-level delivery while partnering closely with account leadership on client strategy.

This Sr. Project Manager runs agile ceremonies — sprint planning, daily scrums, backlog refinement, retrospectives — across a co-delivery model that embeds client developers and designers directly on the team, and holds the program to its scope, budget, and gate-review schedule. Comfort with technical concepts (headless/composable CMS, API-driven integrations, data layer and analytics implementation) and confidence managing scope through formal change-request processes are essential.

Own day-to-day delivery of a multi-workstream digital transformation program — platform/CMS build, design system, content, and phased migration — from mobilization through launch and stabilization

Run agile ceremonies (sprint planning, daily scrums, backlog refinement, retrospectives) across a co-delivery model that embeds client developers and designers directly on the team

Translate the Statement of Work into a sprint-level backlog, an integrated program timeline, and a RAID log, keeping scope, budget, and schedule aligned to the signed engagement

Coordinate parallel workstreams spanning platform build, design system and token governance, system integrations, and legacy-site migration waves

Manage the change-request process end to end — flag scope triggers early, document schedule/budget impact, and drive sign-off before repriced work begins

Partner with engineering and architecture leads on technical delivery planning — environments, CI/CD, code review cadence, and release management

Own gate-review readiness at each program milestone, confirming technical proof, data and measurement continuity, and team-readiness criteria before the next phase begins

Track quality gates including accessibility (WCAG 2.1 AA), Core Web Vitals performance, and cross-device QA sign-off ahead of every release

Facilitate stakeholder workshops — goals and objectives, alignment, governance — to keep the program grounded in agreed priorities and success criteria

Build and maintain the integrated delivery timeline across CourtAvenue, client stakeholders, and any subcontracted teams

Identify and escalate risks and blockers — resourcing gaps, dependencies, vendor readiness — before they threaten the delivery schedule

Collaborate with the Account Management team and report program status, risks, and milestones to the Director of Client Delivery

Communicate succinctly and credibly across client executives, technical teams, and creative teams, adapting the message to each audience

5-7+ years of technical/agile project or program management experience, ideally delivering composable CMS, platform migration, or design system programs

Deep working knowledge of agile/Scrum methodologies, including sprint planning, backlog management, and co-delivery models with embedded client developers

Agency or consultancy delivery experience strongly preferred

Working comfort with technical concepts — headless/composable CMS architecture, API-driven integrations, data layer and analytics implementation, and CI/CD basics

Experience managing multi-workstream programs with parallel platform, design, content, and migration tracks

Proven ability to run formal change-request and gate-review processes on fixed-fee or milestone-based engagements

Skilled at managing scope, budget, and risk across cross-functional and cross-organizational delivery teams

Strong stakeholder management and executive communication skills, written and verbal

PMP, CSM/PSM, or SAFe certification a plus; bachelor’s degree in a related field or equivalent experience

CourtAvenue, INC. is an Equal Opportunity Employer. CourtAvenue recruits qualified applicants without regard to race, color, religion, sex (including pregnancy), sexual orientation, gender identity, national origin, age, disability, status as a protected veteran, or genetic information.

CourtAvenue, INC. participates in the E-Verify program. In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification form (I-9) upon hire.