Pluralsight

Job Description: The Sr Director, Curriculum Strategy & Future Skills drives the strategy for Pluralsight’s content coverage, with a forward-looking mandate to identify, shape, and teach the skills of the future. This role translates emerging technology trends, workforce shifts, and market signals into a cohesive curriculum strategy that ensures Pluralsight remains the industry leader in skills development. The Sr Director, Curriculum Strategy & Future Skills partners closely with Product, Design, Engineering, and Go-To-Market (GTM) leaders to deliver innovative, future-focused learning experiences. They also collaborate continuously with Pluralsight’s global author community and technical SMEs, leveraging this collective intelligence to enable scalable, high-quality content development. In partnership with Content Production leadership, they ensure curriculum priorities are effectively translated into published content that delivers outcomes aligned with customer needs and business goals. Who you’re committed to being: - You enjoy learning and are open to new ways of doing things. You are a technologist at heart and you actively do research on technology trends in the market. - When communicating you are self-aware, insightful, and proactive. - You are a team member first and individual contributor second. You are aware that high-performing teams are only as strong as their weakest link. What you’ll do: - Define and own the strategy for Pluralsight’s curriculum, with a specific focus on identifying and shaping the skills of the future - Translate emerging technology trends, labor market insights, and customer needs into a forward-looking curriculum roadmap - Align curriculum strategy with product innovation, platform capabilities, and GTM priorities to ensure cohesive market positioning - Own and report on the performance of Pluralsight's curriculum portfolio, using data-driven insights to measure impact, prioritize investments, and demonstrate ROI to executive leadership - Lead and develop a multi-level leadership organization consisting of Curriculum Directors and Managers, establishing operating rhythms and performance expectations across the curriculum function - Define scalable frameworks and ways of working that enable distributed teams to move quickly, in parallel, while delivering a cohesive, consistent learner experience - Serve as a thought leader and executive voice for curriculum strategy, representing Pluralsight's point of view internally and also externally, with authors, customers, partners, and industry audiences Experience you’ll bring: - Deep expertise in curriculum design and modern learning methodologies - Proven ability to identify and translate emerging trends into actionable business strategies - Strong executive presence with experience influencing senior partners and external audiences - Systems thinking with the ability to orchestrate and align distributed partners across a complex ecosystem - Strong analytical skills with experience using data to inform curriculum decisions, measure impact, and continuously optimize outcomes - Strong understanding of the technology landscape, including emerging domains and key industry players Requirements: - 12+ years of relevant experience in technical education, curriculum development, content creation, and/or publishing - 8+ years of leadership experience with a demonstrated ability to inspire and develop distributed teams, establish clear expectations across geographies and time zones, and drive a culture of high performance and accountability - Experience building or scaling a content/curriculum function at a SaaS or EdTech company - Track record of launching new curriculum domains or learning programs - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech upskillling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more. About us: Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. We offer highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements: This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC & Accommodations Statement: Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. The annual US base salary range for this role is $190,000 - $250,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications must be submitted within 90 days after the initial posting date to be considered. Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-SD1

This position is also available for employment in these areas:Melbourne, AustraliaJob Description:Our Account Executive Team is the engine behind our regional revenue expansion. You aren't just managing accounts; you are the architect of long-term partnerships and the champion of customer success. You’ll be the "quarterback" of an elite extended team—orchestrating Solution Engineers, BDRs, and CSMs to craft winning "plans of attack," sharpen efficiencies, and execute strategies that turn enterprise potential into realized growth. Who you’re committed to being: - A Quota Crusher: You don’t just meet targets; you redefine what’s possible and consistently exceed expectations. - A Business Owner: You treat your territory like your own company—finding leads, nurturing pipelines, and closing deals with total autonomy. - A Self-Starter: You don’t wait for a roadmap; you build one. Your drive is internal and relentless. - An Elite Communicator: You are self-aware and proactive, navigating complex human dynamics with insight and poise. - A Lifelong Learner: You have a growth mindset, actively seeking the feedback that fuels continuous improvement. What you'll do: - Own the Journey: Command the full sales cycle from initial spark to final handshake with Enterprise-level organizations. - Build an Inner Circle: Establish deep, trust-based relationships with C-Suite executives and senior leaders. - Solve the Puzzle: Dive deep into customer strategies to identify the specific skills and capabilities they need to win in their market. - Evangelize Value: Educate customers on the transformative power of Pluralsight, co-creating success criteria that make our value undeniable. - Strategize for Scale: Develop and execute high-level account plans that bridge the gap between Pluralsight’s growth and your customers' biggest goals. Experience you'll bring: - You are a master of the craft, with deep expertise in Solution-Selling, Challenger, or Value-Based methodologies. - You’re a veteran of the "big game," with proven experience managing and closing complex, 6-figure+ enterprise deals. - You speak the language of MEDDPICC and use it to qualify and forecast with surgical accuracy. - Whether it’s a written proposal or a boardroom presentation, your communication style is persuasive and professional. - You are well-versed in strategic negotiation, navigating the internal and external stakeholders of massive organizations with ease. Requirements: - 10+ years of related sales experience (or equivalent mastery). - SaaS/EdTech DNA: A background in selling multi-year SaaS contracts to the C-Suite is highly preferred. - Travel expectations differ by role. Some quota-bearing sales positions involve limited travel, while others may involve travel of up to 40%, depending on business needs. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech upskillling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, unlimited PTO, wellness reimbursement, professional development funds, and more. About us: Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. We offer highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. This role is primarily performed in an office or home office setting and involves standard computer-based work. Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-Remote

Job Description: We're looking for a Senior Project Manager to lead the end-to-end delivery of technical training programs for our Professional Services instructor-led training division. In this role, you'll own the full project lifecycle, from pre-sale discovery through final evaluation, while serving as a trusted partner to both our clients and our internal Account Executive team. You'll manage a diverse portfolio of engagements ranging from single instructor-led classes to complex, multi-technology academies that combine instructor-led training, self-paced learning, labs, capstones, and assessments. This is a high-impact, client-facing role for someone who thrives on building relationships, solving problems, and delivering exceptional learning experiences at scale. Who you’re committed to being: - A diligent owner who holds themselves accountable for the quality and success of every engagement they touch - A proactive communicator who keeps clients, instructors, and internal teams aligned - even when things get complex - A relationship builder who earns client trust through consistent follow-through and deep expertise in technical training delivery - A continuous improvement champion who doesn't just implement processes, but actively looks for ways to make them better - A collaborative partner who brings a solutions-oriented approach to cross-functional work with sales, operations, and instructional teams - A calm, organized operator who can handle competing priorities across a dynamic portfolio without losing sight of the details - Adaptable and resilient - you adjust quickly when priorities shift, client needs evolve, or unexpected challenges arise, and you bring steadiness to the teams and clients around you What you’ll do: - Own the full delivery lifecycle for all assigned projects and programs - from SOW execution and pre-sale discovery calls through post-delivery evaluation and client communication - Collaborate with Account Executives, clients, and instructors to ensure engagements are accurately scoped, resources are prepared, and technical setup requirements are met - Actively manage ongoing client programs through regular check-ins, quarterly business reviews, and training plans and schedules that span weeks to a full year - Partner with internal teams to anticipate staffing, technology, and resource needs ahead of upcoming program demands - Hold budgetary and profitability responsibility across your portfolio - Drive continuous improvement of delivery processes to build scalable infrastructure that supports the division's growth - Serve as an internal expert on technical training delivery, advising both clients and sales teams as needed Experience you’ll bring: - A track record of successfully managing complex, multi-workstream projects or programs in a client-facing environment - Experience working closely with sales or account management teams, with an understanding of how delivery and revenue intersect - Comfort managing client relationships at multiple levels, including executive stakeholders and day-to-day program contacts - Familiarity with technical training environments, including instructor-led, virtual, self-paced, and blended delivery modalities - Strong organizational skills and the ability to manage a high-volume portfolio of concurrent projects without sacrificing quality - Experience with facilitation, conflict resolution, and navigating ambiguous or high-stakes situations with professionalism - PMP certification preferred but not required - AI literacy preferred but not required Requirements: - Bachelor's degree with 4+ years professional experience in project/program management - 4+ years customer engagement or customer success experience - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech upskillling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more. About us: Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. We offer highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements: This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC & Accommodations Statement: Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. Pay Transparency: The annual US base salary range for this role is $98,800 - $130,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications must be submitted within 90 days after the initial posting date to be considered. Recruiting Scam Notice: Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-SJ1 #LI-Remote

Job Description: The Director, Rapid Content Delivery is responsible for leading Pluralsight’s rapid technical content strategy and execution, initially focused on AI and emerging technologies. This role will drive how the team identifies evolving learner needs, prioritizes high-impact content opportunities, and delivers timely, technically credible learning experiences at speed. This leader will oversee a multidisciplinary team across content development, curriculum, technical review, production coordination, and content delivery while partnering closely with Curriculum, Operations, and senior Content leadership. The ideal candidate brings a strong blend of strategic leadership, operational excellence, technical fluency, curriculum design and experience leading teams in fast-moving environments. Who you’re committed to being: - A strategic and operational leader who understands how emerging technologies reshape learner needs and content priorities. - An experienced people leader who can build, coach, and scale high-performing multidisciplinary teams. - Technically credible, with fluency across modern technology domains such as AI/ML, cloud, software development, DevOps, cybersecurity, data, or platform engineering. - Skilled at balancing speed, quality, learner value, business priorities, and operational scalability. - Comfortable navigating ambiguity, experimentation, and evolving priorities while maintaining strong execution discipline. - A highly effective communicator who can influence senior stakeholders and align cross-functional teams around shared goals and outcomes. - Passionate about delivering impactful, practical learning experiences that help learners adapt to rapidly changing technologies. What you’ll do:Strategy & Portfolio Leadership - Define and lead the strategy for rapid technical content delivery across AI and emerging technology domains. - Translate learner demand, market trends, technology shifts, and business priorities into clear content investments and content priorities. - Establish scalable prioritization frameworks that balance learner impact, business value, technical relevance, and speed to market. - Continuously evaluate emerging technologies and evolving skill needs to ensure content portfolio relevance, quality, and responsiveness. - Partner with senior leadership to shape the long-term vision and operating model for rapid technical learning experiences. Organizational & Operational Leadership - Lead, develop, and scale a multidisciplinary team operating in a fast-paced, high-accountability environment. - Establish clear operating rhythms, workflows, governance models, and execution standards that support rapid delivery at scale. - Drive organizational clarity across priorities, decision-making, accountability, and cross-functional collaboration. - Own delivery performance across a portfolio of concurrent rapid content initiatives, balancing speed, quality, learner impact, and operational sustainability. - Foster a culture of ownership, adaptability, experimentation, continuous improvement, and execution excellence. Cross-Functional Partnership & Execution - Serve as a strategic partner to leaders across Content, Curriculum, Product, Production, Operations, and other business functions. - Influence portfolio decisions related to learner strategy, content investments, operational scalability, and emerging technology opportunities. - Lead cross-functional planning, prioritization, dependency management, and resource alignment across complex initiatives. - Communicate portfolio priorities, performance insights, delivery risks, strategic tradeoffs, and investment needs to senior stakeholders and executive leadership. - Drive experimentation with new formats, AI-enabled workflows, and scalable delivery approaches that improve speed, quality, and learner outcomes. Requirements: - 8–12+ years of experience in technical content, curriculum strategy, technical education, digital learning, content operations, technical production, program management, or related disciplines. - 5+ years of leadership experience leading multidisciplinary teams in technical, learning, content, or fast-paced operational environments. - Demonstrated experience building or scaling operational models, content programs, or strategic initiatives within evolving organizations. - Experience driving cross-functional alignment and influencing senior stakeholders in highly matrixed environments. - Strong business acumen with the ability to balance learner value, operational scalability, speed, quality, and strategic priorities. - Strong written, verbal, and executive communication skills. - Technical fluency across AI/ML, cloud, software development, DevOps, cybersecurity, data, platform engineering, or related technical domains preferred. - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech upskillling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more. About us:Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. We offer highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements:This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC & Accommodations Statement:Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. Pay Transparency:The annual US base salary range for this role is $155,800 - $205,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications must be submitted within 90 days after the initial posting date to be considered. Recruiting Scam Notice:Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-DV1

Job Description: We're hiring for a Customer Success Manager (CSM) at Pluralsight. In this role, you will work to engage, retain, and enable our customers to fully utilize our platform to achieve their desired business outcomes. As a successful CSM, you will build memorable client relationships and show ability to achieve trusted adviser status in the customers’ minds. You'll work closely with account executives to drive renewals and expansion opportunities to achieve best-in-class gross and net retention targets. Who you’re committed to being: - A Strategic Growth Partner: You are committed to driving the Pluralsight Client Engagement Model forward, ensuring that every interaction results in mutual success and long-term value for both the customer and the business. - An Accountable Lifecycle Owner: You take full ownership of your portfolio from onboarding to renewal, proactively anticipating needs and mitigating risks to ensure a seamless negotiation process and a clear path for expansion. - A Data-Driven Strategist: You are dedicated to mastering our internal tools to interpret customer health and utilization, translating those insights into timely, corrective actions and strategic recommendations that prove ROI. - A Catalyst for Change: You strive to inspire your customers to adopt industry best practices, guiding them through successful implementations and accurately forecasting the future health and growth of their portfolio. What you’ll do: - Drive forward Pluralsight’s Client Engagement Model to ensure customer and Pluralsight’s mutual success. - Take full accountability for your accounts in all aspects from onboarding to renewal. - Anticipate customer needs and proactively mitigate risk throughout the customer life cycle, ensuring a streamlined renewal and negotiation process, and ultimately positioning your accounts for growth - Navigate, interpret, and use provided tools and systems to measure and report on customer experience, customer health, product utilization, and consumed content, and realization of value drivers. - Take corrective actions in a timely manner based on these insights to make strategic recommendations helping customers be more successful. - Inspire change within customers to drive adoption of standard methodologies and successful implementations - Predict and forecast risk, renewal and expansion within customer portfolio Experience you’ll bring: - Experience with Gainsight and Salesforce.com preferred - An understanding of the software engineering development life cycle and workflows - Technical knowledge on development and IT solutions. Ability to understand and articulate technical concepts and derive solutions. Requirements: - Requires a minimum of 5 years of related or equivalent experience; or 3+ years with an advanced degree. - Experience in progressive customer success or similar field (sales, pro services, consulting, technical enablement) - Experience supporting global enterprise customers on both SaaS and On-Premises solutions - Experience building relationships with CTO, CIO, VP of Engineering and other senior technology leaders internally and customer facing, and the ability to network across internal pillars/departments - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. - Travel: Travel expectations differ by role. Some quota-bearing sales positions involve limited travel, while others may involve travel of up to 40%, depending on business needs. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech up-skilling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more. About us: Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. We offer highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements: This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC & Accommodations Statement: Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. Pay Transparency: The annual US base + variable range for this role is $104,000 - $130,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications must be submitted within 90 days after the initial posting date to be considered. Recruiting Scam Notice: Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-Remote

Job Description: The Chief of Staff to the Chief Product Officer is a high-trust, high-leverage role at Pluralsight as we operate through active transformation. This role exists to increase the CPO's effectiveness by driving execution, surfacing risk early, translating strategy into operating action, and reinforcing the behaviors needed for the next phase of performance. This role is a strategic operator role for a leader who can bring structure to ambiguity, communicate with precision, and improve organizational performance through influence rather than formal authority. This leader plays a critical role in creating the strategy, coordinating delivery, and managing the business value and commercial performance of our core learning offering, including user adoption, engagement, revenue growth, retention, and bookings for their product line. This is not an administrative coordinator role and not a shadow VP Product role. Success comes from creating internal leverage for the CPO and ensuring product decisions visibly reflect business constraints, organizational priorities, and the demands of the reorg environment. The Chief of Staff will bring strong business acumen, organizational agility, and a high tolerance for ambiguity to operate effectively in a dynamic and capital-disciplined environment. Who you’re committed to being: - You enjoy learning and are open to new ways of doing things. - You are not afraid to be yourself, experiment, make mistakes and learn from them, ask questions, or voice your concerns. - When communicating you are self-aware, insightful, and proactive. - You are a team member first and individual contributor second. You are aware that high-performing teams are only as strong as their weakest link. - You believe in continuous improvement and request frequent feedback from others. What you’ll do: - Partner with the CPO to translate strategic priorities into clear operating action across the product organization during active reorganization. - Turn cross-functional input into clear, decision-ready insight for the CPO; identify risks, dependencies, and organizational friction early, especially during change events and reorg activity. - Lead high-priority special projects that do not fit neatly into existing functional lanes, ensuring delivery against scope, timeline, and outcomes. - Run core management rhythms across the product organization, including reviews, planning forums, and decision tracking; ensure follow-through on major commitments and important smaller decisions so momentum does not stall. - Improve meeting quality, escalation discipline, and executive focus so the CPO spends time where it matters most. - Align product operating rhythms to company reporting and decision cycles during the reorg. - Translate the CPO's principles into everyday behaviors, rituals, and team norms; help leaders across the product organization adopt the expected operating model with consistency and credibility. - Detect cultural drift and organizational confusion early enough to correct course; reinforce a culture of discipline, focus, and capital efficiency consistent with the company's current operating context. - Represent the CPO selectively in internal forums where alignment and context are needed but direct executive presence is not; prepare communications and materials that help the CPO deliver a consistent message across the company. - Translate strategic direction and business constraints into clear operating implications for partner functions. Experience you’ll bring: - Demonstrated experience supporting C-level or senior product executives in a strategic or operational capacity. - Strong writing and synthesis ability, especially in ambiguous and high-stakes settings. - Demonstrated judgment, discretion, and comfort operating without formal authority. - Track record supporting executive decision-making, cross-functional execution, and change management. - Strong project management skills with the ability to advance multiple high-priority initiatives simultaneously. - Exceptional analytical, problem-solving, and critical thinking skills. - Strong written and verbal communication skills with proven ability to influence and build relationships across functions. - High integrity, discretion, and ability to manage sensitive and confidential information. - Collaborative, adaptable, and comfortable operating in an environment of ambiguity and change. Requirements: - 10+ years of progressive experience in Chief of Staff, strategy, business operations, transformation, consulting, or senior product-adjacent roles in SaaS. - Experience operating in lender-governed or covenant-sensitive environments is helpful, though direct lender interaction is not part of this role. - Private-credit-backed, late-stage, or post-merger/reorg experience is strongly preferred. - Experience in large-scale, global, or complex organizational environments is preferred. - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech upskillling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more. About us: Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. We offer highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements: This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC & Accommodations Statement: Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. The annual US base salary range for this role is $156,000 - $210,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications must be submitted within 90 days after the initial posting date to be considered. Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-JM2

Job Description: As a Customer Success Manager (CSM), you’ll work to engage, retain, and empower our customers to fully leverage our platform and achieve their desired business outcomes. You’ll build strong, trusted relationships with Public Sector clients, positioning yourself as a strategic advisor who drives long-term value. Working closely with Account Executives, you’ll drive renewals and identify expansion opportunities to achieve best-in-class gross and net retention targets. Who you’re committed to being: - A trusted advisor who champions customer success and ensures alignment between customer goals and business outcomes. - A proactive, strategic thinker who anticipates customer needs and takes initiative to mitigate risks. - A relationship-builder with strong communication skills and the ability to engage senior technology leaders. - A data-informed professional who uses insights to guide decisions and create measurable impact. - A collaborative teammate who thrives in a dynamic environment and influences change through customer advocacy. What you’ll do: - Drive forward the Client Engagement Model to ensure mutual success for customers and the organization. - Take full accountability for customer accounts throughout the lifecycle — from onboarding through renewal. - Anticipate customer needs, mitigate risk, and ensure a seamless renewal and negotiation process. - Use tools and systems to track and report on customer experience, health, product utilization, and realization of value drivers. - Take timely, corrective actions based on insights to make strategic recommendations that enable customer success. - Inspire and guide customers to adopt best practices and drive change for improved platform utilization. - Predict and forecast risk, renewal, and expansion opportunities within your customer portfolio. Experience you’ll bring: - Proven experience in customer success or a related field (sales, professional services, consulting, or technical enablement). - Experience supporting global enterprise customers across SaaS and On-Premises solutions. - Strong relationship management skills with the ability to engage CTO, CIO, VP of Engineering, and other senior technology leaders. - Understanding of the software development life cycle and related workflows. - Technical aptitude to grasp and articulate complex concepts across development and IT solutions. - Experience working in the public sector. - Experience working with highly regulated products or environments, with an understanding of complex compliance processes; reseller or channel experience is a plus. - Ability to travel 25–50% as needed. Requirements: - Requires a minimum of 5 years of related or equivalent experience; or 3+ years with an advanced degree. - Experience with Gainsight and Salesforce.com preferred. - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. - Travel: Travel expectations differ by role. Some quota-bearing sales positions involve limited travel, while others may involve travel of up to 40%, depending on business needs. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech upskillling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more. About us: Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. Pluralsight provides highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements: This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC Statement & Accommodations Statement: Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. Pay Transparency: The annual US base + variable range for this role is $104,000- $130,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications will be accepted on an ongoing basis. Recruiting Scam Notice: Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-SJ1

Job Description: As a Customer Success Specialist, you’ll be responsible for using scale techniques to handle a large portfolio of Public Sector customer contracts and drive value-based conversations throughout the customer lifecycle. You’ll focus on supporting, managing, and closing renewal transactions while collaborating across Revenue and Success, Marketing, and Legal teams to improve renewal forecasts and identify upsell opportunities. When expansion opportunities arise, you’ll partner closely with Account Executives to ensure the right resources are engaged to grow customer accounts. Who you’re committed to being: - A proactive relationship-builder who puts the customer’s success at the center of every conversation. - A data-driven professional who thrives in managing a high-volume portfolio while maintaining attention to detail and quality. - A collaborative teammate who works effectively across functions to deliver customer and company goals. - A results-oriented individual who finds creative, scalable ways to mitigate risk and drive renewals. - A clear, confident communicator who’s comfortable leading conversations via email, phone, and virtual meetings. What you’ll do: - Manage the complete customer lifecycle, including forecasting, opportunity management, quoting, agreement negotiations, and order creation and submission. - Engage proactively with Revenue and Customer Success counterparts to identify and mitigate risks within your customer base, often using digital or data-driven strategies. - Partner effectively and cross-functionally with Sales Account Executives to support expansion opportunities and ensure customers receive the best possible experience. - Collaborate with internal teams to improve renewal processes, forecasting accuracy, and customer outcomes. Experience you’ll bring: - Proven experience renewing customers and identifying expansion opportunities. - Background in business development, sales, or scaled customer success environments. - Track record of success managing a high-volume portfolio using data insights to improve efficiency. - Strong communication and organizational skills across multiple channels (email, phone, webinars, and virtual meetings). - Business acumen and analytical ability to address customer situations and drive measurable results. - Experience working with public sector clients - Willingness to travel up to 10%. Requirements: - B2B SaaS experience; familiarity with SaaS renewal motion - Requires a minimum of 2 years of related or equivalent experience; a Bachelor’s degree, or an advanced degree without experience. - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. - Travel: Travel expectations differ by role. Some quota-bearing sales positions involve limited travel, while others may involve travel of up to 40%, depending on business needs. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech upskillling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more. About us: Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. Pluralsight provides highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements: This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC Statement & Accommodations Statement: Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. Pay Transparency: The annual US base + variable range for this role is $76,000 - $100,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications must be submitted within 90 days after the initial posting date to be considered. Recruiting Scam Notice: Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-SJ1

Job Description: We're hiring for a Customer Success Manager (CSM) at Pluralsight. In this role, you will work to engage, retain, and enable our customers to fully utilize our platform to achieve their desired business outcomes. As a successful CSM, you will build memorable client relationships and show ability to achieve trusted adviser status in the customers’ minds. You'll work closely with account executives to drive renewals and expansion opportunities to achieve best-in-class gross and net retention targets. Who you’re committed to being: - A Strategic Growth Partner: You are committed to driving the Pluralsight Client Engagement Model forward, ensuring that every interaction results in mutual success and long-term value for both the customer and the business. - An Accountable Lifecycle Owner: You take full ownership of your portfolio from onboarding to renewal, proactively anticipating needs and mitigating risks to ensure a seamless negotiation process and a clear path for expansion. - A Data-Driven Strategist: You are dedicated to mastering our internal tools to interpret customer health and utilization, translating those insights into timely, corrective actions and strategic recommendations that prove ROI. - A Catalyst for Change: You strive to inspire your customers to adopt industry best practices, guiding them through successful implementations and accurately forecasting the future health and growth of their portfolio. What you’ll do: - Drive forward Pluralsight’s Client Engagement Model to ensure customer and Pluralsight’s mutual success. - Take full accountability for your accounts in all aspects from onboarding to renewal. - Anticipate customer needs and proactively mitigate risk throughout the customer life cycle, ensuring a streamlined renewal and negotiation process, and ultimately positioning your accounts for growth - Navigate, interpret, and use provided tools and systems to measure and report on customer experience, customer health, product utilization, and consumed content, and realization of value drivers. - Take corrective actions in a timely manner based on these insights to make strategic recommendations helping customers be more successful. - Inspire change within customers to drive adoption of standard methodologies and successful implementations - Predict and forecast risk, renewal and expansion within customer portfolio Experience you’ll bring: - Experience with Gainsight and Salesforce.com preferred - An understanding of the software engineering development life cycle and workflows - Technical knowledge on development and IT solutions. Ability to understand and articulate technical concepts and derive solutions. Requirements: - Requires a minimum of 5 years of related or equivalent experience; or 3+ years with an advanced degree. - Experience in progressive customer success or similar field (sales, pro services, consulting, technical enablement) - Experience supporting global enterprise customers on both SaaS and On-Premises solutions - Experience building relationships with CTO, CIO, VP of Engineering and other senior technology leaders internally and customer facing, and the ability to network across internal pillars/departments - Ability to travel 25-50% - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. - Travel: Travel expectations differ by role. Some quota-bearing sales positions involve limited travel, while others may involve travel of up to 40%, depending on business needs. Why you’ll love working here: - We work in a blended environment that supports collaboration, flexibility, and connection across teams. - We are mission-driven, shaping the future of tech up-skilling and delivering impact that matters. - We foster a culture of inclusion and belonging, where everyone can contribute and thrive. - We are always learning, creating an environment where you can take on new challenges, expand your skills, and grow with purpose. - Benefits include competitive compensation, bonus eligibility, comprehensive medical coverage, unlimited PTO, wellness reimbursement, professional development funds, and more. About us:Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. We offer highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements:This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC & Accommodations Statement:Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. Pay Transparency:The annual US base + variable range for this role is $104,000 - $130,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications must be submitted within 90 days after the initial posting date to be considered. Recruiting Scam Notice:Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-DB1 #LI-Remote

Job Description: We're looking for an Enterprise Account Executive to join our team! In this role, you'll be responsible for the revenue retention and expansion of accounts in your region. With identified accounts, you will ensure revenue growth, customer success and long term partnership with assigned customers. You will also work closely with and provide direction to the extended account team (solution engineers, business development reps and customer success managers), to identify the best 'plan of attack', increase efficiencies, and develop winning tactics and strategies for your accounts. Who you’re committed to being: - You are a collaborative partner and solution-seller; you think holistically of the customer and how we can partner with them - You are not afraid to be yourself, experiment, make mistakes and learn from them, ask questions, or voice your concerns. - When communicating you are self-aware, insightful, and proactive. - You are a team member first and individual contributor second. You are aware that high-performing teams are only as strong as their weakest link. - You believe in continuous improvement and request frequent feedback from others. What you’ll do: - Ownership of the full sales cycle from lead to close with Enterprise business customers - Effectively build trust-based relationships with senior-level sales professionals - Identify and understand the customer’s strategy and the related capability and skills requirements - Help educate customers on the value of Pluralsight throughout the adoption cycle through jointly developed and agreed success criteria and provide recommendations based on customers’ business needs and usage patterns - Develop and set a strategy aligned to the goals set that enables Pluralsight ‘s growth within existing businesses and building new business opportunities Experience you’ll bring: - Preferable experience selling in a SaaS organization, ideally with multi-year SaaS contracts into departments such as IT, HR, Learning & Development. - The ability to travel - Productive in home office environment, and based in the Northeast or Midwest of USA. Requirements: - Requires a minimum of 8 years of related or equivalent experience; or 6+ years with an advanced degree. - Expert on Solution-Selling, Customer-centric Selling, Strategic Selling, the Challenger sale, Business Impact Selling, MEDDPICC, and/or Value Selling. - Experience managing a pipeline and closing $250k+ contracts. - Excellent verbal, written and presentation communication skills both with customers and within Pluralsight. - Proven strategic negotiation and closing skills with a successful track record of navigating stakeholders within large complex organizations and internally. - This is a remote role; however, applicants located within 45 miles of our Westlake/Dallas, TX office should expect to work on-site Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This approach enables more effective collaboration, quicker decision-making, and a stronger culture, while still providing flexibility. - Travel: Travel expectations differ by role. Some quota-bearing sales positions involve limited travel, while others may involve travel of up to 40%, depending on business needs. Why you’ll love working here: - We’re a blended workplace, where team members work remotely or in a hybrid setup depending on their role and location - We’re mission driven and guided by our culture pillars - We have a strong commitment to diversity and belonging - We cultivate a culture of trust, autonomy, and collaboration - We’re lifelong learners and champion team member growth and advancement - We’ve got you covered - team member benefits include competitive compensation packages, medical coverage, unlimited PTO, wellness reimbursements, Pluralsight subscription, professional development funds and more. About us:Pluralsight provides the only learning platform dedicated to accelerating the technology skills and capabilities of today’s tech workforce. Thousands of companies, government organizations and individuals around the world rely on Pluralsight to support critical technology skill development in areas that are crucial to innovation including artificial intelligence, cloud computing, cybersecurity, software development, and machine learning. Pluralsight provides highly curated content developed by vetted technology experts, industry leading skill assessments, and hands on, immersive learning experiences designed to help individuals skill-up faster. Physical Requirements:This role is primarily performed in an office or home office setting and involves standard computer-based work. EEOC Statement & Accommodations Statement:Bring yourself. Pluralsight is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, age, or veteran status. We also consider qualified applicants with criminal histories, consistent with EEOC guidelines and local laws. If you need an accommodation to apply, interview, or perform essential job functions, please visit the bottom of our website to learn how to request an accommodation. Learn more about our commitment to diversity, equity, inclusion, and belonging in our DEIB Report. Pay Transparency:The annual US base + variable range for this role is $224,000 - $280,000 USD. Actual compensation will depend on location, skills, experience, and other factors. Additional benefits and bonuses may apply. Applications must be submitted within 90 days after the initial posting date to be considered. Recruiting Scam Notice:Please be aware of recruiting scams. We’ll only contact you from an @pluralsight.com email or verified channels. We never ask for sensitive personal info or payments as part of the hiring process. All openings are posted on our Careers page. #LI-DV1 #LI-Remote