Technical Program Manager

Cypress HCM

Description
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.

Duties
Own program execution for Cancellations, Reservations, and Services initiatives. Track milestones, surface risks, and drive resolution across Web, iOS, and Android engineering teams

Partner with Engineering Managers, Tech Leads, and PMs to align roadmaps, sequence work, and ensure cross-team dependencies are visible and unblocked

Drive the delivery of key workstreams including cancellation policy systems, reservation management flows, host/guest service tooling, and related trust and support infrastructure

Run regular program cadences (standups, cross-functional syncs, and stakeholder updates) to keep progress visible and escalate issues appropriately

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

Translate complex technical work into clear status communications for engineering directors and senior leadership

Requirements
7+ years of Technical Program Management experience, with a track record of driving cross-functional software programs to completion

Experience working on consumer-facing product surfaces. 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. Able to lead through influence with no direct authority

Comfort operating in ambiguity. You know how to make order out of chaos and keep programs moving

Experience with a high-scale consumer platforms is a plus

Excellent written and verbal communication. You can synthesize complex tradeoffs and present at the right altitude for any audience

Compensation
$78.56 – 86.21/hr W—2

Req ID

Apply

Vacancy posted 3 days ago

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