Senior Director, Sales Compensation

Posted 2 Days Ago
Be an Early Applicant
Hiring Remotely in United States
Remote
Senior level
Information Technology
The Role
Lead sales incentive compensation strategy, design, governance, and operations. Manage a compensation team, ensure accurate commission payments and SOX controls, design plans and benchmarking, partner with Sales/Finance/HR on quota and territory alignment, modernize tools (ICM, analytics, AI), and deliver executive reporting and financial modeling for compensation decisions.
Summary Generated by Built In

Presidio, Where Teamwork and Innovation Shape the Future
At Presidio, we're at the forefront of a global technology revolution, transforming industries through cutting-edge digital solutions and next-generation AI. We empower businesses - and their internal customers - to achieve more through innovation, automation, and intelligent insights.

The Role

Presidio is seeking a strategic, data-driven Senior Director of Sales Compensation to own the end-to-end strategy, design, governance, and operation of sales incentive compensation across the organization. This role sits at the intersection of Finance, Sales Leadership, HR, and Operations, translating corporate growth objectives into sales compensation plans that motivate the right seller behaviors, remain financially disciplined, and scale as Presidio’s go-to-market model evolves.

The Senior Director leads a team of compensation professionals and is accountable for the accuracy, timeliness, and integrity of every commission and bonus dollar paid to the field. Beyond operations, this leader is the organization’s primary architect of sales compensation strategy: designing plans, running quota and territory-adjacent modeling, benchmarking against market data, and advising the C-suite on the financial and behavioral impact of plan design choices. The role also champions modernization of the function — automation, analytics, and AI-enabled forecasting — to reduce manual effort and increase the speed and accuracy of insight delivered to the business.

Key Responsibilities

Compensation Strategy & Plan Design

  • Own the annual sales compensation planning cycle: plan design, quota-setting alignment, plan documentation, legal/finance sign-off, and field rollout.
  • Design incentive structures (accelerators, SPIFs, multi-year/recurring revenue credit, overlay and specialist plans) that align to Presidio’s VAR/services revenue mix and strategic priorities.
  • Partner with Sales Leadership and FP&A to size total incentive spend against revenue/margin targets and ensure pay-for-performance alignment.
  • Conduct market benchmarking and competitive analysis (using survey data and peer/industry sources) to keep plans competitive for talent attraction and retention.
  • Evaluate and evolve plan mechanics as the business shifts toward services, recurring, and consumption-based revenue models.

Governance, Compliance & Risk

  • Establish and enforce sales compensation policy, plan-approval workflows, and dispute-resolution protocols.
  • Ensure compensation practices comply with federal, state, and local wage/hour law, and monitor emerging pay-transparency and pay-equity regulation.
  • Own SOX-adjacent controls over commission calculation, accrual, and payment processes; serve as the primary point of contact for internal and external audit on sales compensation.
  • Maintain plan documentation and audit trails sufficient to defend compensation decisions in disputes or regulatory inquiries.

Team Leadership & Operations Oversight

  • Lead, coach, and develop the sales compensation team, setting priorities, quality standards, and career growth paths.
  • Oversee the monthly/quarterly/annual commission and bonus calculation cycle, accrual journal entries, and reconciliation processes managed by the team.
  • Set and monitor SLAs for commission statement accuracy, query resolution, and payment timeliness.
  • Own the compensation technology roadmap (e.g., Xactly Incent or equivalent ICM platform), including system configuration, automation, and integration with CRM/ERP/HRIS.

Analytics, Reporting & Business Partnership

  • Deliver executive-level dashboards and insights on plan performance, pay mix, ROI of incentive spend, and quota attainment distribution.
  • Model the financial impact of proposed plan changes before they go live, including scenario and sensitivity analysis.
  • Advise Sales, Finance, and HR Business Partners on compensation-related decisions: new hire plans, promotions, terminations, plan exceptions, and M&A/territory integration.
  • Partner with Sales Operations on territory and quota design to ensure alignment between quota-setting and compensation mechanics.

Day-to-Day Activities

On any given day, the Senior Director of Sales Compensation might be expected to:

  • Review team-prepared commission runs and monthly reconciliations for accuracy before payroll submission and sign off on accrual journal entries.
  • Meet with Sales VPs/RVPs to walk through plan performance, pay mix, or a specific rep’s compensation question that has been escalated.
  • Review and adjudicate escalated compensation disputes that the Analyst and Manager could not resolve at their level.
  • Build or review a financial model showing the projected cost and behavioral impact of a proposed plan change for next fiscal year.
  • Meet with HR Business Partners on a new-hire offer requiring a customized or transitional comp plan.
  • Check in with the ICM platform (e.g., Xactly) admin/vendor on a system configuration issue, integration break, or upcoming release.
  • Present a monthly or quarterly sales compensation scorecard to Finance and Sales leadership.
  • Participate in annual planning cadences (quota setting, territory design, budget planning) as the compensation subject-matter expert.

Required Technical Skills

  • Deep expertise in Incentive Compensation Management (ICM) platforms — Xactly Incent strongly preferred but will need to evaluate tool.
  • Advanced Microsoft Excel (complex modeling, pivot tables, array/lookup formulas) and comfort with BI/visualization tools (Power BI, Tableau, or similar) for executive reporting.
  • Understanding of accounting fundamentals relevant to commissions: accruals, journal entries, revenue recognition implications on commission timing, and reconciliation practices.
  • Familiarity with CRM data structures as the system of record for bookings, quota, and territory data that feed compensation calculations.
  • Experience evaluating and implementing AI/automation tools for forecasting, anomaly detection, and natural-language reporting on compensation data.
  • Knowledge of sales compensation plan design principles: pay mix, leverage, accelerators/decelerators, caps, thresholds, and multi-year/recurring revenue crediting.

Required Business Skills

  • Strategic thinking: ability to connect sales compensation design to broader corporate growth, margin, and go-to-market strategy.
  • Executive presence and communication: comfort presenting financial models and plan recommendations to CFO, CRO, and Sales leadership.
  • Change management and influence: ability to drive plan changes and process improvements across functions that do not report to this role.
  • People leadership: proven experience managing, developing, and motivating a team of compensation or finance professionals.
  • Negotiation and conflict resolution: skill in navigating sensitive, high-stakes pay disputes and competing stakeholder interests.
  • Project management: ability to run the multi-month annual compensation planning cycle against firm deadlines (fiscal year-end, plan rollout, payroll cutoffs).

Required Experience & Education

  • Bachelor’s degree in Finance, Accounting, Business, or related field
  • 15+ years of progressive experience in sales compensation, sales finance, or total rewards, including people-management experience.
  • Demonstrated experience designing and administering sales incentive plans in technology or professional/managed services environment strongly preferred.

Your future at Presidio
Joining Presidio means stepping into a culture of trailblazers - thinkers, builders, and collaborators - who push the boundaries of what's possible. With our expertise AI-driven analytics, cloud solutions, cybersecurity, and next-gen infrastructure, we enable businesses to stay ahead in an ever-evolving digital world.

Here, your impact is real. Whether you're harnessing the power of Generative AI, architecting resilient digital ecosystems, or driving data-driven transformation, you'll be part of a team that is shaping the future.

Ready to innovate? Let's redefine what's next-together.

About Presidio
Presidio is committed to hiring the most qualified candidates to join our amazing culture. We aim to attract and hire top talent from all backgrounds, including underrepresented and marginalized communities. We encourage women, people of color, people with disabilities, and veterans to apply for open roles at Presidio. Diversity of skills and thought is a key component to our business success.

At Presidio, speed and quality meet technology and innovation. Presidio is a trusted ally for organizations across industries with a decades-long history of building traditional IT foundations and deep expertise in AI and automation, security, networking, digital transformation, and cloud computing. Presidio fills gaps, removes hurdles, optimizes costs, and reduces risk. Presidio's expert technical team develops custom applications, provides managed services, and enables actionable data insights and builds forward-thinking solutions that drive strategic outcomes for clients globally. For more information visit


Applications will be accepted on a rolling basis.

 

Presidio has a strong commitment to the community we serve and our employees. As an Equal Opportunity Employer, we strive to have a workforce that includes the community we serve.

Presidio is an Equal Opportunity Employer Disability/Vets. We evaluate qualified applicants without regard to race, color, religion, sex, age, national origin, disability, veteran status, genetic information, and other legally protected categories.

The "Know Your Rights" Poster is available here: https://www.eeoc.gov/poster

Presidio EEO Policy Statement is available here: https://www.presidio.com/careers

Presidio is committed to working with and providing reasonable accommodations to individuals with disabilities. If you need a reasonable accommodation because of a disability for any part of the employment process, please send an e-mail to [email protected] and let us know the nature of your request and your contact information.

Presidio is a VEVRAA Federal Contractor requesting priority referrals of protected veterans for its openings. State Employment Services, please provide priority referrals to.

Notice of Massachusetts Candidates: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Recruitment Agencies, Please Note: Presidio does not accept unsolicited agency resumes/CVs. Do not forward resumes/CVs to our career's email address, Presidio employees or any other means. Presidio is not responsible for any feeds related to unsolicited resumes/CVs.

 

#LI-FI


Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.

Skills Required

  • Deep expertise in Incentive Compensation Management (ICM) platforms (Xactly Incent preferred)
  • Advanced Microsoft Excel skills (complex modeling, pivot tables, array/lookup formulas)
  • Experience with BI/visualization tools (Power BI, Tableau, or similar)
  • Understanding of accounting fundamentals for commissions (accruals, journal entries, revenue recognition)
  • Familiarity with CRM data structures that feed compensation calculations
  • Experience evaluating and implementing AI/automation tools for forecasting and anomaly detection
  • Knowledge of sales compensation plan design principles (pay mix, accelerators, caps, thresholds, recurring revenue crediting)
  • Proven people leadership experience managing and developing compensation or finance professionals
  • Executive presence and strong communication skills for presenting to C-suite
  • Experience establishing governance, dispute-resolution protocols, and SOX-adjacent controls over commissions
  • Project management skills to run the annual compensation planning cycle against deadlines
  • Bachelor's degree in Finance, Accounting, Business, or related field
  • 15+ years progressive experience in sales compensation, sales finance, or total rewards with people-management experience
  • Demonstrated experience designing/administering sales incentive plans in technology or professional/managed services environment

Presidio Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Presidio and has not been reviewed or approved by Presidio.

  • Strong & Reliable Incentives Variable compensation in sales and adjacent roles can materially lift total earnings when targets are met. On‑target earnings are portrayed as attractive for roles like account executives and sales engineers, with notable upside for top performers.
  • Leave & Time Off Breadth Flexible or "unlimited" PTO is available in many groups. Remote and hybrid flexibility further broaden schedule control.
  • Inclusive Benefits Coverage The package includes adoption assistance, parental leave, fertility benefits, ERGs, commuter benefits, tuition assistance, and paid training. These offerings complement core medical, dental, vision, life/disability, and 401(k) coverage.

Presidio Insights

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The Company
HQ: New York, NY
3,150 Employees

What We Do

Presidio is a leading global digital systems integrator developing innovative technology solutions to help clients digitally transform their business. We specialize in simplifying IT by modernizing data, applications and infrastructure. Our full lifecycle model of professional and managed services power resilient cloud, security, infrastructure modernization and workforce transformation solutions for 7,000 middle market, enterprise and government clients. With an industry-leading 3:1 ratio of engineers to salespeople, we are uniquely positioned to develop and manage world-class business solutions at consumer speed. Partnering with Presidio allows organizations to capture new digital revenue streams while focusing on their core business. We handle the technical complexity and match spend to business value through flexible payment and consumption solutions.

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