Senior Director, Professional Services

Highspot; United States; On-site; USD 240,800 - 315,200; Full time

Benefits offered by this job

Comprehensive medical, dental, and vision benefits

401(k) Matching

Flexible PTO

Quarterly Recharge Fridays

Job summary

A leading sales enablement software company is looking for a Senior Director of Professional Services to drive their global delivery organization. You will be responsible for executing the strategy and ensuring operational excellence while collaborating with sales and customer success teams. The ideal candidate has experience in managing high-performing teams and a strong background in financial management. This position offers a competitive salary and comprehensive benefits.

Qualifications

• Proven experience leading global delivery teams in a professional services environment.
• Strong financial acumen and experience managing service delivery projects.
• Ability to collaborate effectively across functions to drive customer success.

Responsibilities

• Lead the global Professional Services strategy and execution.
• Drive delivery excellence, financial performance, and cross-functional alignment.
• Establish clear success metrics for project quality and customer satisfaction.

Skills

Strategic Leadership

Operational Excellence

Financial Management

Cross-functional Collaboration

Job description

About Highspot

Highspot is pioneering the category that is fundamentally changing the way companies increase sales productivity. On a mission to transform the way millions of people work with sales enablement, Highspot is committed to building breakthrough software with a spark of magic. We believe a great place to work is about more than the work – it’s about what the company stands for, and how it authentically represents its values in the real world. To this end, we have put intentional focus on creating equitable workspaces for each of our employees. Our goal is to create a culture where everyone feels a deep sense of belonging and is empowered to be an agent of change, with the ability to transform themselves, their workplace, and their world.

About The Role

The Senior Director of Professional Services is responsible for leading Highspot’s global post‑sales delivery organization across Engagement Management (EM), Implementation (IM), Advisory Services, and Technical Account Management (TAM). This leader will own the strategy, execution, and evolution of Professional Services as a scalable, profitable, and customer‑impacting business function. The role requires a seasoned, hands‑on executive who can operate at both strategic and executional levels — driving delivery excellence, financial performance, and cross‑functional alignment with Sales, Customer Success, Product, and GTM Operations.

What You’ll Do

• Strategic Leadership & Vision – Define and execute the global Professional Services strategy aligned to Highspot’s imperatives.
• Build a unified, scalable services operating model across EM, IM, Advisory, and TAM – balancing delivery quality, efficiency, and profitability.
• Partner with Sales and CSS leadership to evolve service offerings that accelerate time‑to‑value, adoption, and expansion within the customer base.
• Champion a culture of operational simplicity, accountability, and readiness — ensuring the organization delivers at the “last mile” with precision and speed.

Delivery & Customer Impact

• Lead all service delivery motions, from initial implementation to ongoing advisory and technical enablement.
• Establish clear success metrics for project quality, time‑to‑value, and customer satisfaction.
• Standardize implementation methodologies and governance frameworks to ensure consistent, high‑quality outcomes globally.
• Scale the TAM function to deliver proactive technical guidance, integration success, and early risk detection across the customer lifecycle.
• Drive continuous improvement in delivery tools, playbooks, and knowledge management.

Financial Management & Scale

• Forecast and manage capacity planning, balancing global demand and delivery efficiency.
• Partner with Finance and Sales to improve services forecasting, attach rates, and backlog management.

Cross‑Functional Partnership

• Collaborate closely with CSS, Product, and GTM teams to ensure product readiness, seamless customer handoffs, and feedback loops for continuous improvement.
• Act as a strategic advisor to Product and Engineering on customer implementation and adoption patterns.
• Partner with Enablement and Operations to uplevel technical and consulting skills across the organization.
• Serve as executive sponsor for strategic implementations and escalations.

People Leadership & Development

• Lead, mentor, and grow a diverse, high‑performing global team of Engagement Managers, Implementation Consultants, Advisory Leads, and TAMs.
• Build leadership bench strength, ensuring clear career paths and succession planning across functions.
• Instill a culture of excellence, inclusion, and accountability focused on customer value and team performance.

Compensation

Base salary range: $240,800–315,200 USD
On Target Earnings (OTE) range: $301,000–394,000 USD, 80.00% base/20.00% variable target OTE split. Employees are eligible to receive stock options and may also receive other forms of compensation. The above represents total expected compensation for this role. Actual compensation will depend on various job‑related factors, including, but not limited to, location, experience, and job qualifications.

Benefits

• Comprehensive medical, dental, vision, disability, and life benefits
• Health Savings Account (HSA) with employer contribution
• 401(k) Matching with immediate vesting on employer match
• Flexible PTO
• 8 paid holidays and 5 paid days for Annual Holiday Week
• Quarterly Recharge Fridays (paid days off for mental health recharge)
• 18 weeks paid parental leave
• Access to Coaches and Therapists through Modern Health
• 2 volunteer days per year
• Commuting benefits

Equal Opportunity Statement

We are an equal opportunity employer and value diversity at our company. We do not discriminate on the basis of age, ancestry, citizenship, color, ethnicity, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or invisible disability status, political affiliation, veteran status, race, religion, or sexual orientation.