Principal Solutions Portfolio Lead, AI

Job Description:

Pluralsight is seeking a Solutions Portfolio Lead to develop, implement and manage technology learning products within our growing portfolio that today includes AI Academy, Cloud Ready, and Secure Ready. Our products support customers in meeting specific business and technical outcomes by upskilling their teams in AI, Data, Cloud, and Security. This work includes developing programs, identifying courses, labs, assessments, and live instructor-led training. You will have a meaningful role in helping customers align employee skills with business objectives. You will own the performance and evolution of our current and future Cloud and Security solutions (e.g., Cloud Ready, Secure Ready) across strategy, roadmap, packaging, and GTM, in a matrix partnership with Product, Sales, and Marketing.

As the lead, you define the Pluralsight Expert POV. You also build the components of the solutions, including frameworks, program management, hands-on learning, courses, instructor-facilitated training, and more. These components make the solutions valuable to our customers. You will monitor market trends, identify customer needs, define solution offerings, leverage the expertise of Pluralsight's global network of technology experts and partners across the organization to bring differentiated, outcomes-driven learning experiences to market for enterprise customers.

This role brings a forward-looking perspective on emerging technical expertise and modern learning build practices, establishing Pluralsight’s offerings as credible, differentiated, and ahead of the market

What you’ll do:

• Serve as the owner of Pluralsight’s expert point of view which forms the foundation of these offerings.

• Design solution products to scope the offering, its audience, problem it addresses, business outcome it enables, structure, and milestones, ultimately providing the program design to the Curriculum team responsible for scoping the course-level learning objectives.

• Identify frameworks, messaging, courses, hands-on labs, and program management needed to deliver successful customer outcomes; ensure continuous delivery of value and renewal of the offering over time.

• Maintain and communicate a 12–18 month roadmap related to your solutions, including new levels, variants, and accelerators tied to market shifts in AI.

• Systematically test and iterate solution design (cohorts, format mix, level structure, assessments, services overlays) using experiments and data.

• Be responsible for solution‑level benchmarks including pipeline, win rate, adoption, and cohort completion / outcome metrics; lead a quarterly business review for your solutions.

• Partner with Sales on opportunity strategy, referenceable customer logos, and driven plays; directly support top strategic deals.

• Continuously monitor and interpret changes in technical expertise. Translate emerging enterprise skill needs into timely updates for the solutions portfolio. These updates keep Pluralsight ahead of market demand.

• Identify, engage, and work with SMEs, translating complex technical knowledge into accessible, high-quality learning experiences.

• Represent your solutions area with executive presence and credibility. Actively engage internal collaborators, enterprise customers, SMEs, and industry audiences to build trust, drive alignment, and elevate Pluralsight's market position.

• Navigate and align across a complex, cross-functional ecosystem of content, product, engineering, professional services, and go-to-market teams.

• Use data, customer feedback, and learner insights to measure program performance, identify content gaps, and drive continuous improvement of your solutions.

Requirements:

• Experience defining and launching packaged solutions (not just content) in a SaaS or services context.

• Experience in curriculum design and modern learning methodologies, with a strong understanding of how to structure learning experiences that drive measurable outcomes for professional and technical audiences.

• Experience working closely with enterprise sales to shape and close multi‑stakeholder deals.

• A deep understanding of the commercial landscape, connecting content strategy and learning design decisions to revenue growth, customer retention, and the evolving needs of enterprise buyer

• Ability to manage and prioritize across multiple programs simultaneously in a fast-moving environment

• Strong cross-functional collaboration skills with experience working across product, technical, consulting, and commercial teams

• Data-informed decision-making with the ability to use learner outcomes and engagement metrics to continuously improve program quality

• Proven experience designing and delivering blended learning programs that integrate on-demand learning, virtual instructor-led training, and structured program management into a cohesive, end-to-end learner experience.

• Deep understanding of AI technologies and how organizations adopt and operationalize technology to achieve business outcomes.

• 10+ years of relevant background in curriculum development, instructional building, technical content development, or a related field.

• Experience working with or in support of enterprise customers, with knowledge of the ways learning solutions align with business priorities.

• Proven ability to synthesize market insights into actionable strategy and solution direction.

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 $133,000 - $175,000 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.

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