Transformation Program Lead

Jobtailor; California (MO); On-site; USD 120,000 - 180,000; Full time

Job summary

Jobtailor is seeking an experienced PMO/Transformation leader to drive enterprise program management in a matrixed environment. You will establish operating system models and cadences, build dependency trackers, and maintain executive reporting across channels.

You will hold senior leaders accountable and partner with senior executives to optimize transformations. In this role you will own and refine templates, drive repeatable processes, and prepare consolidated status updates for the SVP/CRO,

Qualifications

• 5–8+ years leading PMOs or enterprise program management in a matrixed organization.
• Experience building milestone/status tracking systems and dependency trackers across multiple leaders.
• Designing and protecting operating cadences for senior executives.
• Familiarity with Stafford Beer's Viable Systems Model.
• Experience collaborating with SVP/C-suite stakeholders and holding leaders accountable.
• Background supporting Sales, Channel, Partner, or GTM organizations.
• PMI PMP or PgMP certification preferred.

Responsibilities

• Establish and run the operating system model, business processes, and tools for channel transformation.
• Build, maintain workstreams, milestones, RAG status reporting, dependencies, risks, blockers, requests, and meeting cadences.
• Own weekly, monthly, and executive review cadences, including agendas, pre-reads, and follow-ups.
• Identify at-risk milestones and escalate through the appropriate channels.
• Chase commitments to closure and escalate stalled dependencies.
• Partner with the VP Strategy & Transformation to create repeatable operating-system templates.
• Prepare consolidated status, risk, and dependency reporting for the Channel SVP, Channel LT, and CRO.
• Maintain decision logs and ensure closed-loop follow-through on action items.
• Optimize meetings by ensuring each has a purpose, owner, and next step.

Skills

PMO Experience

Milestone Tracking

Traffic-Light Reporting

Stakeholder Accountability

Executive Reporting

Education

PMP

PgMP

Job description

• Establish and run the operating system model, business processes, and tools for channel transformation


• Build, maintain, and provide visibility into workstreams, milestones, RAG status reporting, dependencies, risks, blockers, requests, and meeting cadences


• Build and maintain milestone and traffic-light status templates


• Run recurring status refresh cycles and prepare updates for the SVP and CRO


• Identify at-risk milestones and **escalate** them through the appropriate channels


• Own weekly, monthly, and executive review cadences, including agendas, pre-reads, and follow-ups


• Maintain decision logs and ensure closed-loop follow-through on action items


• Optimize meetings by ensuring each has a purpose, owner, and next step


• Maintain ask and dependency trackers for channel workstreams


• Chase commitments to closure and **escalate** stalled dependencies


• Hold leaders accountable for their commitments


• Partner with the VP Strategy & Transformation to create repeatable operating-system templates


• Refine templates based on leader adoption and usage


• Build a reusable transformation toolkit


• Prepare consolidated status, risk, and dependency reporting for the Channel SVP, Channel LT, and CRO


• Own the single source of truth for transformation status

Requirements

• 5–8+ years running PMOs, transformation offices, or enterprise program management in a matrixed organization


• Experience building and running milestone/status tracking systems, including traffic-light reporting and dependency trackers, across multiple leaders or teams


• Experience designing and protecting operating cadences for senior executives


• Familiarity with Stafford Beer's Viable Systems Model desired


• Experience working directly with SVP/C-suite stakeholders and holding senior leaders accountable


• Background supporting Sales, Channel, Partner, or GTM organizations preferred


• PMP, PgMP, or equivalent program management certification preferred

Core Competencies

Demonstrates expertise in managing transformation initiatives and program management within a matrixed organization, with a strong focus on milestone tracking, status reporting, and stakeholder accountability. Proficient in building operating system models and optimizing executive meeting cadences to ensure effective communication and follow-through.

Highest-signal resume keywords

• Program Management Office (PMO) Experience


• Milestone/Status Tracking Systems


• Traffic-Light Reporting


• Stakeholder Accountability


• PMP Certification

Hard Skills

• Milestone Tracking


• Status Reporting


• Dependency Tracking


• Operating Cadences


• Risk Management


• Decision Logs


• Transformation Toolkit Development


• Meeting Optimization


• RAG Status Reporting


• Executive Reporting

Soft Skills

• Leadership Accountability


• Communication


• Collaboration


• Problem-Solving


• Stakeholder Engagement

Certifications & Qualifications

• PMP


• PgMP

Industry Keywords

• Channel Transformation


• Sales


• Partner Management


• GTM Organizations


• Viable Systems Model