Fast Facts

Cornerstone is seeking a Senior Director of Professional Services Portfolio to lead and evolve their global services offering, ensuring excellence in delivery and customer outcomes while driving profitable growth.

Responsibilities: Own and manage the Professional Services portfolio lifecycle, from strategy to governance, ensuring offerings are standardized yet flexible to create customer value. Drive innovation in service delivery methodologies and develop metrics for portfolio success.

Skills: Extensive experience in Professional Services leadership, particularly in enterprise SaaS, coupled with strong cross-functional leadership abilities. Proven skills in implementing governance frameworks and an understanding of AI-enabled services models are essential.

Qualifications: 12+ years in leadership roles within Professional Services for enterprise technology companies, experience in global portfolio scaling, and expertise in TSIA-aligned services models preferred.

Location: Remote, United States

Compensation: $183100 - $293000 / Annually

We're looking for aSenior Director, Professional Services Portfolio - United States

This role is Remote, United States

Role Overview

The Senior Director, Professional Services Portfolio & Engineering Management is a global leadership role responsible for architecting, scaling, and continuously evolving the Professional Services offering portfolio to drive delivery excellence, customer outcomes, and profitable growth.

As our products become more complex and AI reshapes customer expectations around time-to-value, Professional Services must evolve from a traditional project-based execution function into a productized, IP-led, automation-enabled growth engine. This leader will design and operationalize that next-generation services model.

The role owns the end-to-end services offering lifecycle — from strategy and design through go-to-market enablement, field adoption, and continuous optimization. It ensures services are standardized where scale is required, differentiated where value is created, and engineered for predictable, high-quality delivery globally.

This position sits at the intersection of Product, Sales, Marketing, Customer Success, and Delivery. It bridges strategy and execution — translating corporate growth priorities into scalable services offerings, modern delivery methodologies, reusable intellectual property, and partner-enabled frameworks.

This is both a transformation and operational excellence role — requiring a leader who can architect the future model while building the governance, tools, and discipline to make it sustainable at scale.

Key Responsibilities

1. Professional Services Offering Portfolio Strategy

• Define and maintain the global PS portfolio strategy aligned to corporate growth priorities.
• Establish clear segmentation of offerings (e.g., standard implementation, advisory, integrations, automation, managed/operational services).
• Lead offering lifecycle management including ideation, business case development, pricing guidance, launch, evolution, and retirement.
• Ensure offerings balance standardization for scale with flexibility for customer value.

1. Offering Lifecycle & Governance

• Implement a formalized services offering lifecycle framework (aligned to TSIA best practices).
• Establish portfolio governance, prioritization, and investment decision processes.
• Define success metrics for each offering (attach rate, margin profile, adoption, utilization impact, NRR contribution).
• Drive continuous improvement based on field feedback, delivery performance, and market signals.

1. Delivery Methodology & IP Management

• Own the global services delivery methodology and implementation frameworks.
• Develop standardized playbooks, accelerators, templates, tools, and reusable IP assets.
• Build and curate a centralized IP repository to enable scale and partner leverage.
• Ensure consistent global quality standards and outcome-driven delivery practices.
• Partner with Support and Customer Success to integrate services into a cohesive customer lifecycle experience.

1. Go-to-Market & Field Enablement

• Partner with Sales and Marketing to position Professional Services offerings clearly in the market.
• Develop messaging, value propositions, and packaging that articulate differentiated business outcomes.
• Lead field enablement programs to improve attach rates and positioning confidence.
• Provide pricing guidance and packaging recommendations aligned to target margin profiles.
• Support strategic deals with offering expertise and solution architecture guidance.

1. Professional Services Marketing

• Collaborate with Marketing to develop services collateral, case studies, and outcome stories.
• Elevate services from “implementation function” to strategic advisory and value realization partner.
• Define and articulate the services narrative in support of AI, automation, and ecosystem expansion.

1. Tools & Automation Development

• Define tooling requirements that enhance delivery efficiency, quality, and predictability.
• Partner with IT and Product on internal automation tools and accelerators.
• Drive standardization and automation to reduce cost-to-serve and improve time-to-value.
• Evaluate and integrate AI-enabled capabilities into service methodologies.

1. Partner & Ecosystem Enablement

• Develop service packages designed for scalable partner-led delivery.
• Create enablement materials, certification paths, and IP frameworks to empower partner execution.
• Ensure internal services acts as the “nucleus” for partner capability scaling.

Success Metrics

• Services attach rate improvement
• Portfolio gross margin improvement
• Time-to-value reduction
• Reusability/IP adoption metrics
• Delivery predictability and quality scores
• Partner enablement effectiveness
• Services contribution to NRR and expansion

Qualifications

• 12+ years in Professional Services leadership within enterprise SaaS or technology companies.
• Proven experience building and scaling services portfolios globally.
• Demonstrated success implementing services lifecycle governance frameworks.
• Deep understanding of TSIA-aligned services models (project-based, advisory, managed services).
• Strong cross-functional leadership skills with Product, Sales, and Marketing.
• Experience with AI-enabled service models preferred.
• Global leadership experience across regions and partner ecosystems.

Leadership Profile

• Strategic systems thinker who can move between portfolio design and operational detail.
• Balances standardization with innovation.
• Data-driven and metrics-oriented.
• Comfortable driving change in evolving services models.
• Executive presence with ability to influence across ELT and field leadership.

Our Culture:

Spark Greatness. Shatter Boundaries. Share Success. Are you ready? Because here, right now – is where the future of work is happening. Where curious disruptors and change innovators like you are helping communities and customers enable everyone – anywhere – to learn, grow and advance. To be better tomorrow than they are today. 

Who We Are:

Cornerstone powers the potential of organizations and their people to thrive in a changing world. Cornerstone Galaxy, the complete AI-powered workforce agility platform, meets organizations where they are. With Galaxy, organizations can identify skills gaps and development opportunities, retain and engage top talent, and provide multimodal learning experiences to meet the diverse needs of the modern workforce. More than 7,000 organizations and 100 million+ users in 180+ countries and in nearly 50 languages use Cornerstone Galaxy to build high-performing, future-ready organizations and people today.

Total Rewards:

At Cornerstone, we are dedicated to inspiring excellence and pushing boundaries in everything we do. Our compensation strategy is based on three fundamental principles: equitable pay, market-driven research, and skill-based appraisals. As part of our mission to share success and empower individuals to thrive in an ever-changing world, the listed salary range is just one element of Cornerstone’s comprehensive compensation package. This compensation package may also include annual bonuses, short- and program-specific awards depending on the role, and a comprehensive benefit offering. The disclosed salary range reflects the geographic differential based on the location of the position if applicable. The starting salary for the successful applicant will depend on several job-related factors, including education, training, experience, certifications, location, business needs, and market demands. This range is based on a full-time position and may be adjusted in the future. Join us in shaping the future of work — tomorrow, together. Experience flexibility and empowerment in your career at Cornerstone. The BASE salary range for this position is: 183100 - 293000 USD.

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Equal Employment Opportunity has been, and will continue to be, a fundamental commitment at Cornerstone OnDemand. All qualified applicants are given consideration regardless of race, religion, color, gender, sex, age, sexual orientation, gender identity, national origin, marital status, citizenship status, disability, veteran status, or any other protected class as provided in applicable Federal, State, or Local fair employment laws. If you have a disability or special need that requires accommodation, please contact us at careers@csod.com or +1 855 454 8433.

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