Head of Technical Programme Management
Cypress HCM
The Technology team is looking for a Contract Technical Program Manager (TPM) to drive execution across our Cancellations, Reservations, and Services programs. This is a high-impact, cross-functional role embedded within the engineering organization, supporting some of the most business-critical surfaces on the platform: the systems that manage how hosts and guests navigate bookings, changes, and service delivery.
You'll work directly with Engineering, Product, Design, and Data Science to ensure features ship on time, dependencies are managed proactively, and the team is moving with clarity and purpose.
Track milestones, surface risks, and drive resolution across Web, iOS, and Android engineering teams
Drive the delivery of key workstreams including cancellation policy systems, reservation management flows, host/guest service tooling, and related trust and support infrastructure
Identify and mitigate technical and execution risks before they become blockers
Contribute to bi-annual product release planning by managing Cancellations, Reservations, and Services workstreams through product lifecycle
7+ years of Technical Program Management experience, with a track record of driving cross-functional software programs to completion
- Reservations, cancellation flows, customer service tooling, or trust and safety systems are a strong plus
- Ability to understand and reason about technical systems, including frontend/backend integrations and multi-platform delivery (Web, iOS, Android)
- Strong stakeholder management skills. Experience with a high-scale consumer platforms is a plus
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