Full-Time

Senior Manager

Sales Incentive Operations

Posted on 9/23/2025

Skillsoft

Skillsoft

1,001-5,000 employees

Cloud-based learning for IT and leadership

Compensation Overview

$128k - $145k/yr

New York, NY, USA

Remote

Must be located in the East Coast United States for Global calls.

Category
Sales & Account Management (2)
,
Requirements
  • 8+ years of progressive experience in Sales Operations, Revenue Operations, or Compensation Management with a Bachelor’s degree in Business, Finance, Economics, or related field (Certified Sales Compensation Professional (CSCP) preferred)
  • Demonstrated success leading quota-setting and compensation processes
  • Experience with one or more Enterprise Incentive Management tools such as Xactly
  • Strong understanding of incentive compensation best practices, including regulatory compliance and financial modelling
  • Exceptional analytical, problem-solving, and communication skills
  • Proven track record of leading high-performing teams and managing cross-functional stakeholders
  • Demonstrated ability to work in a fast-paced, data-driven environment with tight deadlines
  • Possess a Global mindset with the ability to lead and collaborate across culturally diverse and geographically dispersed teams
  • Be proactive, with a strong sense of ownership and urgency and adaptable, resilient; and someone who thrives in change-driven environments
  • Independent and entrepreneurial thinker with sound decision-making capabilities
  • Strong communication skills with the ability to influence at all levels of the organization, as well as, team-oriented, collaborative, and able to work seamlessly across functions
  • Must be located in the East Coast United States for Global calls
Responsibilities
  • Support the development, implementation, and ongoing management of effective sales compensation plans that align with company objectives
  • Support and collaborate on territory design and account assignment processes, working closely with Sales, Strategy, and Business Operations to ensure fair, data-driven coverage models that align with go-to-market strategies and optimize sales effectiveness
  • Act as a point of contact for compensation-related inquiries, ensuring alignment with the company’s Rules of Engagement and compensation policies
  • Provide clear communication and training to Sales teams on compensation plans, policies, and process changes, ensuring alignment, understanding, and adoption through effective enablement materials, sessions, and ongoing support
  • Collaborate closely with the commissions team to ensure all inputs, approvals, and validations are completed accurately and on time, enabling the timely processing and certification of monthly commission payments
  • Monitor compensation plan effectiveness and propose enhancements based on performance data and market trends
  • Actively participate in the Global Incentive Compensation Committee, collaborating with senior leadership across Sales, Finance, HR, and Operations to review, align, and approve global compensation strategies, policies, and plan designs that drive performance and support business objectives
  • Provide executive-level reporting and insights on compensation effectiveness and sales performance
  • Drive continuous improvement in compensation systems, tools, and processes
  • Lead the annual and in-cycle quota-setting processes across global sales teams and segments
  • Lead the planning, calculation, and distribution of sales quotas, ensuring alignment with territory potential, sales capacity, and overall revenue targets
  • Partner with Finance, Sales, and Business Operations to ensure quotas align with corporate growth targets
  • Ensure quotas are assigned accurately, equitably, and delivered within planning timelines
  • Govern and maintain processes for quota adjustments, exceptions, and approvals
  • Manage and mentor a team responsible for quota and compensation operations
  • Foster cross-functional collaboration with Sales, HR, Finance, and IT to deliver seamless quota and compensation execution
  • Promote a culture of accountability, data integrity, and performance excellence

Skillsoft provides cloud-based learning solutions through a large, globally available catalog of courses, videos, and books covering IT, business, leadership, and compliance topics. Access is delivered via a subscription-based online platform, with additional revenue from customized training programs and corporate partnerships. Its platform enables organizations to give employees ongoing access to educational content to develop skills and drive growth. Compared with competitors, Skillsoft differentiates itself with a broad, enterprise-focused content library, a long track record (over 20 years), and emphasis on corporate partnerships and global reach to support large-scale deployments. The company’s goal is to build a future-fit workforce by equipping employees with the skills needed for tomorrow’s digital economy.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Nashua, New Hampshire

Founded

1990

Simplify Jobs

Simplify's Take

What believers are saying

  • NVIDIA partnership delivers hands-on AI training for 170 million new AI jobs by 2030.
  • AI content completions surged 261% year-over-year in fiscal 2026.
  • Art Gilliland joined board March 25, 2026, bolstering AI platform scaling.

What critics are saying

  • Revenue fell 3.4% to $513M in fiscal 2026; net loss widened to $140M.
  • Global Knowledge segment faces divestiture within 6-12 months per 2026 guidance.
  • LinkedIn Learning and Coursera capture mid-market share via superior distribution.

What makes Skillsoft unique

  • Skillsoft Percipio unifies AI-native skills intelligence, learning, and content creation.
  • CAISY AI coach simulates real-world scenarios with dynamic feedback and scoring.
  • Microsoft partnership powers GenAI skilling via Azure OpenAI and Copilot integration.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Paid Vacation

Paid Sick Leave

Paid Holidays

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

1%

2 year growth

1%
Business Wire
Apr 7th, 2026
Skillsoft reports $513M revenue for fiscal 2026, posts $140M net loss amid AI platform transformation

Skillsoft, an AI-native skills management platform, reported fourth-quarter revenue of $131 million, down from $134 million year-over-year. Full-year fiscal 2026 revenue totalled $513 million, compared to $531 million in the prior year. The company posted a net loss of $140 million for the full year, versus $122 million previously. However, adjusted EBITDA reached $110 million with a 21% margin, whilst free cash flow for Q4 improved to $27 million from $13 million year-over-year. Skillsoft is conducting a strategic review of its Global Knowledge segment. For fiscal 2027, the company provided guidance only for its Talent Development Solutions segment, projecting revenue of $388 million to $406 million and adjusted EBITDA of $108 million to $116 million. AI-related content completions increased 261% year-over-year.

Business Wire
Mar 31st, 2026
Skillsoft appoints Delinea CEO Art Gilliland to board of directors

Skillsoft has appointed Art Gilliland to its Board of Directors, effective 25 March 2026. Gilliland is CEO of Delinea, an identity security company, and brings over 25 years of experience in enterprise software and cybersecurity leadership. Gilliland previously led Symantec Enterprise Division at Broadcom following its acquisition and has held senior roles at Skyport Systems, HP and Symantec. He has served on the boards of OneSpan and Gigamon and holds several patents in security. Skillsoft CEO Ron Hovsepian said Gilliland's expertise in scaling enterprise businesses and operating at the intersection of technology and AI would support the company's platform development and growth. Gilliland holds degrees from Carleton College and Harvard Business School.

MarketScreener
Feb 26th, 2026
Skillsoft Named a Leader in Two IDC MarketScapes for IT Training Services in North America and Europe

Skillsoft named a Leader in two IDC MarketScapes for IT Training Services in North America and Europe. Published on 02/26/2026 at 08:02 am EST Business Wire Skillsoft (NYSE: SKIL), the leading AI-native skills management platform, today announced that it has been named a Leader in two IDC MarketScapes for IT Training Services in both North America and Europe[1]. This comes as organizations everywhere are seeking to realize value from their generational AI investments. According to the IDC MarketScape for North America Training Services, "IDC projects that by the end of next year, skills shortages could cost the global economy up to $5.5 trillion in lost revenue, product delays, quality issues, and impaired competitiveness. The combination of long-term talent shortages and new, AI-driven disruption creates a double-sided challenge. On the one side, IT leaders report shortages in AI-critical skills, with 48% saying that a lack of AI skills is holding back progress on that front. On the other side, organizations face overcapacity in legacy roles as automation takes hold." "The gap between AI adoption and AI-ready talent is widening faster than most organizations can manage," said Raianne Reiss, Chief Marketing Officer, Skillsoft. "Enterprise leaders are under immense pressure to upskill and reskill faster to support their business transformation goals, in weeks, not months. The Skillsoft Percipio Platform helps organizations understand where capability exists today, where gaps remain, and how to move forward with greater confidence." Closing the AI Skills Gap at Enterprise Scale For enterprise leaders navigating AI adoption, the challenge is both technology and organizational readiness. Teams need to build new capabilities quickly, while leaders need visibility into whether those capabilities are being developed and applied effectively. The Skillsoft Platform addresses this challenge by giving organizations the ability to: * Understand their skills landscape: Gain real-time visibility into current capabilities and critical gaps across the workforce * Create custom content and personalized journeys much faster: Create custom content and deliver personalized learning experiences in minutes, not months * Prove competency, not just completion: Validate that teams can apply what they've learned through hands-on labs, simulations, and certification pathways aligned to real-world requirements * Scale globally: Support multilingual teams and integrate seamlessly with existing systems to drive transformation across distributed workforces Gina Smith, PhD, Research Director, IT Skills for Digital Business at IDC, added: "Skillsoft is well suited for organizations seeking global reach, comprehensive skilling breadth, and scalable workforce readiness. Enterprises with multilingual teams, complex role requirements, or a need to align skills development with AI-driven business change will benefit from the platform's integrated content, analytics, and skills intelligence capabilities." Read the excerpts of both IDC MarketScapes at https://insight.skillsoft.com/idc-marketscape/. About IDC MarketScape IDC MarketScape vendor assessment model is designed to provide an overview of the competitive fitness of technology and service suppliers in a given market. The research utilizes a rigorous scoring methodology based on both qualitative and quantitative criteria that results in a single graphical illustration of each supplier's position within a given market. IDC MarketScape provides a clear framework in which the product and service offerings, capabilities and strategies, and current and future market success factors of technology suppliers can be meaningfully compared. About Skillsoft Skillsoft (NYSE: SKIL) is a global leader in AI-native skills management for the human + AI era. By unifying learning, real-time skills intelligence, and workforce insights, Skillsoft helps enterprises build their Skillforce(TM)- humans and AI working together to drive measurable business outcomes. Through personalized, interactive learning across leadership, technology, and compliance, Skillsoft enables organizations to close critical skill gaps and accelerate transformation. Skillsoft is trusted by thousands of organizations worldwide, including 60% of the Fortune 1000, and supports a global community of more than 105 million learners. Learn more at skillsoft.com. Percipio(R) is a registered trademark of Skillsoft Corp. [1] IDC MarketScape: North America IT Training Services 2025-2026 Vendor Assessment, (#US52991625, December 2025) and IDC MarketScape: European IT Training Services 2025 Vendor Assessment, (#EUR153005625, December 2025) View source version on businesswire.com: https://www.businesswire.com/news/home/20260226379846/en/ (C) Business Wire - 2026

Business Wire
Feb 20th, 2026
Skillsoft grants 25K RSUs to new SVP of Product Management

Skillsoft has granted 25,000 restricted stock units of Class A common stock to David Koehn, who joined the company as SVP of Product Management on 5 January 2026. The grant was approved by the Talent and Compensation Committee on 18 February 2026. The RSUs vest ratably over four years, contingent on Koehn's continued employment. The award was made under Skillsoft's 2024 Employment Inducement Incentive Award Plan as a material inducement for his hiring, using the employment inducement exemption under NYSE Listed Company Manual Rule 303A.08. Skillsoft describes itself as an AI-native skills management platform serving thousands of organisations worldwide, including 60% of the Fortune 1000, with over 105 million learners globally.

Yahoo Finance
Feb 4th, 2026
Skillsoft launches AI-native skills management platform to tackle workforce readiness gap

Skillsoft has launched its next-generation Percipio Platform, an AI-native skills management system designed to connect learning, skills development and business performance. The announcement addresses growing enterprise concerns about workforce readiness as roughly 40% of core workplace skills are expected to change by 2030. The platform aims to help organisations understand their current skills inventory, identify gaps and measure how learning translates into performance outcomes. CEO Ron Hovsepian noted that companies need clarity on which skills matter and how talent development connects to results. According to Skillsoft's research, only 10% of HR and learning and development leaders are fully confident their workforce has the skills needed to meet business goals over the next 12 to 18 months. Fewer than one in four organisations have a consolidated view of workforce skills.

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