Program Manager, Business Transformation

Cypress HCM; San Francisco (CA); Remote; USD 110,000 - 149,000; Full time

Job summary

Cypress HCM is seeking a seasoned Program Manager for Business Transformation to shepherd a multi-quarter enterprise strategy initiative. The role sits client-side, coordinating between the strategy team, transformation office, consulting partner, and cross-functional stakeholders, while not directly managing others.

Working remotely but aligned to PST hours, you will maintain schedules, track commitments, surface misalignments early, and ensure leadership receives complete, decision-ready

Qualifications

• 7+ years in program or project management, management consulting, or transformation delivery.
• Track record on complex, cross-functional programs with multi-workstream coordination.
• Stakeholder command and ability to influence senior stakeholders.
• Structured problem-solving with ability to connect strategy to execution.
• Governance fluency: schedules, RAID logs, executive materials for steering bodies.
• Service-oriented judgment; know when to push vs. commit.
• Bachelor's degree or equivalent; PMP or similar certification is a plus.

Responsibilities

• Keep the team's plan current: milestones, deliverables, and decision points aligned with the consulting partner's workplan.
• Track commitments across workstreams and drive to closure; raise deadlines at risk.
• Identify misalignment early and convene the right people to prevent rework.
• Oversee milestones and ensure leadership receives complete, decision-ready materials.
• Run the operating cadence: agendas, decisions, follow-ups, leadership updates.
• Maintain a live view of risks, blockers, and open decisions with recommended options.
• Coordinate across Strategy, Transformation Office, consulting partner, and Finance, Legal, Revenue Ops, and Product.

Skills

Program management

Stakeholder management

Cross-functional coordination

Governance

Communication

Education

Bachelor's degree or equivalent

PMP certification

Job description

• Program Manager, Business Transformation
• Location: Remote (must work PST hours)
• Duration: 10/05/2026 - 04/02/2027 (Contract)

Job Details

• Program Manager, Business Transformation
• Location: Remote (must work PST hours)
• Duration: 10/05/2026 - 04/02/2027 (Contract)
• Team: Project Delta - Contractors

Job Description

• The Business Model Strategy team is driving a multi-quarter transformation initiative to simplify how the company packages, prices, and structures its enterprise offerings. The initiative runs through a formal executive governance structure and is delivered in partnership with an external strategy consulting firm.
• As it moves into its next phase of design work, we need a strong client-side program manager to keep a complex, multi-party effort on track. You'll keep the program on schedule: holding stakeholders to their commitments, catching misalignment before it turns into rework, and making sure the team's priorities show up in what our consulting partner delivers. This role sits between the strategy team, the transformation office, the consulting partner, and cross-functional stakeholders, coordinating all of them without managing any of them.

Responsibilities

• Own the team's view of the plan: keep the schedule of milestones, deliverables, and decision points current and reconciled against the consulting partner's workplan so leadership always sees where things really stand.
• Hold stakeholders accountable: track commitments across workstream owners and partners and drive them to closure; raise deadlines at risk.
• Catch misalignment early: notice when workstreams or decisions start to diverge (conflicting assumptions, dropped handoffs, timelines that no longer line up) and pull the right people together before it becomes rework.
• Oversee milestones for the team: pressure-test partner deliverables against what the team actually needs, and ensure what reaches leadership is complete and decision-ready.
• Run the operating cadence: own agendas, decisions, follow-ups, and the rhythm of working sessions and leadership updates.
• Manage program risk: maintain a live view of risks, blockers, and open decisions, framed with options and a recommendation for leadership.
• Coordinate across parties: work across the strategy team, transformation office, consulting partner, and stakeholders in Finance, Legal, Revenue Operations, and Product, translating between them and keeping everyone aligned.

Qualifications

• 7+ years in program or project management, management consulting, or transformation delivery, including client-side experience on a large-scale consulting engagement.
• Track record on complex, cross-functional programs: kept multi-workstream initiatives on schedule and driven measurable outcomes across teams you did not directly manage.
• Stakeholder command: ability to influence and hold senior stakeholders accountable across levels and functions; comfortable escalating when something is slipping.
• Structured problem-solving: able to dissect ambiguous problems, delegate cleanly, and keep the through-line from strategy to execution visible.
• Governance fluency: experience building schedules, RAID logs, and executive-ready materials that run a program and preparing/staffing a formal steering body.
• Service-oriented judgment: represent the interests of the team, advise when needed, and know when to push vs. commit.
• Bachelor's degree or equivalent experience required; PMP or equivalent certification a plus.

Preferred Qualifications

• Exposure to pricing, packaging, or monetization strategy is welcome but not required.

Compensation

• Pay Rate: $93.66/hour