Full-Time
Online training platform for tech skills
No salary listed
Dublin, Ireland
Hybrid
Hybrid schedule: on-site in Dublin on Wednesdays and Thursdays; remote Mondays, Tuesdays, and Fridays.
See people who can refer or advise you
Pluralsight is a technology workforce development platform that offers online, subscription-based access to a large library of expert-led courses, assessments, and hands-on learning experiences for developers, IT professionals, and cybersecurity experts. Its products work by providing tiered memberships—ranging from individual learners to small teams and large enterprises—granting ongoing access to courses and practical labs, with updates and new content to keep skills current. Unlike many general e-learning providers, Pluralsight emphasizes hands-on, job-relevant training and integrates insights from real-world tools (e.g., Jira) to help teams improve workflows and collaborate more efficiently. The company’s goal is to help organizations stay competitive by developing new tech skills, enhancing workflows, and enabling continuous workforce improvement across diverse industries.
Company Size
1,001-5,000
Company Stage
IPO
Headquarters
Westlake, Texas
Founded
2004
See people who can refer or advise you
Help us improve and share your feedback! Did you find this helpful?
Health Insurance
Unlimited Paid Time Off
Flexible Work Hours
Remote Work Options
Wellness Program
Professional Development Budget
From fragmented training to unified impact: How Insurity built an AI-ready learning ecosystem. Maria Rosales Gerpe Last updated July 24, 2026 5-7 minutes Quick recap because Docebo know you've got a day job: last time, Docebo talked about skills intelligence, and how SNCF turned a 155,000-person workforce into a real-time skills engine instead of a spreadsheet nobody updates. The headline was €100 million in savings. The real story was what happens when talent and learning finally look at the same data. This time, Docebo is widening the lens. Because the AI readiness gap doesn't stop at your org chart. It follows your product out the door, into your customers' hands and your partners' workflows too. Meet Insurity. Breaking free from training in silos. Insurity builds software for the insurance industry, which means their success depends on three different audiences actually knowing how to use what they built: employees who support it, customers who buy it, and partners who implement and extend it. For a while, each of those audiences got a different version of training. Employees had one system. Customers got another, often delivered in person, which is a nice way of saying expensive, slow to scale, and hard to personalize. Partners were mostly figuring it out on their own. Siloes are challenging because other than creating redundant work, they actively work against personalization. You can't tailor a learning path to what someone actually needs if you don't have a unified view of what they've already learned, what they're stuck on, or what they're trying to do next. Three disconnected systems means three disconnected pictures of readiness, and none of them are complete. To break free from this, Insurity consolidated employee, customer, and partner education onto a single Docebo platform. The end result was that learning came from the same infrastructure, same personalization engine, same data model, with each different audience pulling what they needed from it. One platform, three audiences, one growth engine When Insurity unified their platform, they weren't just cutting costs on venue rentals and travel. They gave their AI-driven learning engine a full picture across every audience it serves. A customer struggling with a specific feature and a new partner ramping up on implementation can both get development paths that reflect where they actually are, not a generic onboarding module built for an average that doesn't describe anyone. This shift moved them from in-person, cost-heavy training to scalable digital-first delivery. But the more interesting part is that this consolidation led to: * A 50+ point increase in employee NPS * 30X user growth * New revenue streams through certification Internal readiness and external adoption stopped being separate initiatives and started reinforcing each other, the same cycle Docebo described with skills intelligence, just running across a wider set of learners. Lessons from Insurity: What you can apply to your org. Insurity didn't get here by flipping a switch. VP of Learning Development and Documentation Julie McGoldrick built this over years, one deliberate decision at a time. Pull it apart and you get a blueprint any L&D leader can adapt, regardless of industry: Fund the transformation before you ask for a bigger budget. Julie moved customer training online first, which unlocked new revenue that helped fund the rest of the platform from day one. If you're trying to get executive buy-in for a broader shift, look for the piece of your program that can pay for itself first. Use branching to stop treating every learner like an average. Insurity built role-based learning paths so people find the right content faster, which also cuts the admin time your team used to spend on manual assignments. Personalization isn't just a nicer learner experience. It's a tax cut on your own team's time. Automate compliance instead of chasing it. By triggering compliance training automatically through the SSO process, Insurity was able to get to 100% enrollment with zero manual tracking. If your team is still manually confirming who completed what, that's hours you could get back. Build for a distributed, multi-region workforce from the start. Certification tracking by region let Insurity handle recertification across different states and countries without it turning into a spreadsheet nightmare. Compliance at scale means designing for your most complicated jurisdiction, not your simplest one. Don't build everything yourself. Insurity integrated third-party content from providers like LinkedIn Learning, Cloud Guru, Pluralsight, and Kaplan, which expanded what employees could access without expanding the content development budget. A unified platform doesn't mean a platform where you author everything. Let the same infrastructure serve learners you don't employ. Onboarding and technical certification for customers, mandatory product certification for partners: none of it needed a separate system. It needed the same one, opened up to different audiences. Treat certification as a product, not a formality. Insurity is rolling out a self-serve paid certification program for partners. That's the natural endpoint of unification: once your learning data and delivery engine are solid, certification becomes something you can package and sell, not just something you require. Bring AI in as a coach, not just a content engine. Insurity adopted AI-focused office hours and Docebo's AI Coach for personalized coaching, which is a good reminder that AI readiness isn't only about generating content faster. It's about giving learners a way to ask questions and get unstuck in the moment. None of these moves depend on being an insurance company. They depend on treating your learning platform as infrastructure for growth, not a line item for compliance. Bottom line. If you're evaluating your own learning infrastructure, ask yourself the blunt version of the question: how many separate systems are your employees, customers, and partners learning on right now, and what would it take to put them on one? Because the pattern is consistent across every example in this series so far. Fragmentation is inefficient and expensive. Want to see how other companies are approaching this? Explore more Docebo customer stories and see what unified learning looks like across different industries. And if you haven't already, download the AI Readiness Gap: The 2026 Enterprise Learning Wake-Up Call report for the full data on where organizations stand. Up next: Docebo is zooming all the way out. Blog 8 pulls together everything this series has covered, personalization, analytics, and skills intelligence, into one thought leadership piece on scaling learning across the extended enterprise. AI fluency is now the number one priority for both learning leaders (51%) and learners (38%) over the next 18 months. Docebo'll get into why unified ecosystems are the only way to actually close that gap.
Pluralsight names Aaron Gordon Chief Customer Operations Officer. * May 15, 2026 Pluralsight has appointed Aaron Gordon as Chief Customer Operations Officer. This has enhanced the organization's commitment to customer experience and digital learning innovation. Gordon Pluralsight will head up customer operations across the globe, as well as the customer engagement strategy. Moreover, it seeks to drive growth and customer success results. Gordon Pluralsight brings extensive leadership experience in customer success and SaaS operations. Also, he has a history of implementing successful customer-focused strategies at scale. His role at Pluralsight is thus instrumental in fulfilling the company's goal of providing meaningful technology learning solutions. On the other hand, the organization is aggressively building its enterprise customers internationally. "As we continue building a more agile and scalable customer organization, we are focused on helping customers see tangible outcomes and realize measurable value faster and more consistently," said Steve Vierra, Chief Revenue Officer of Pluralsight. "Aaron has led large-scale transformation across complex, customer-facing organizations, and his experience will help us sharpen execution, strengthen alignment across the customer journey, and support continued growth." Driving customer success and operational excellence. Pluralsight is still working on improving its digital learning platforms and workforce development solutions. At the same time, Pluralsight views customer success as an essential source for achieving its growth objectives. Therefore, this leadership role is consistent with its long-term strategic vision. Meanwhile, Gordon will be responsible for programs that enhance customer retention and satisfaction. "Organizations today need more than technology training; they need partners who can help them drive measurable transformation across their business," said Gordon. "Pluralsight is uniquely positioned to support that need. I'm excited to help create the operational consistency, visibility, and scale required to deliver stronger outcomes for customers and long-term growth for the business." Moreover, the company aims to strengthen relationships with enterprise clients. Moreover, it intends to streamline service provision on its platform. Overall, this appointment is an indication of Pluralsight's focus on customer excellence and scalable growth. For more stories on executive leadership and business innovations, explore its CXO Insiders for the latest updates.
Pluralsight has appointed Aaron Gordon as Chief Customer Operations Officer. Gordon will oversee Customer Success, Professional Services and Revenue Operations, focusing on improving customer experience and accelerating time-to-value. Gordon brings over 20 years of senior leadership experience in customer-facing operations and organisational transformation. He previously served as President of Hornor, Townsend & Kent and held senior roles at Lincoln Financial, Edelman Financial and LPL Financial. In his new role, Gordon will work to create operational consistency and scale to deliver stronger outcomes for customers. The technology skills development company aims to help organisations drive measurable transformation through its learning platform, which serves thousands of companies globally in areas including artificial intelligence, cloud computing and cybersecurity.
Pluralsight launches Cloud Ready to help enterprises build ai-ready cloud teams. May 7, 2026 New enterprise upskilling program helps teams close cloud skills gaps, modernize faster, and prepare for AI at scale. Westlake, Texas - May 7, 2026 - Pluralsight, the leading technology skills development company, today announced the launch of Pluralsight Cloud Ready, an enterprise cloud upskilling program that helps organizations assess workforce readiness, close cloud skills gaps, and validate the hands-on capabilities needed to maximize cloud ROI, modernize infrastructure, and scale AI initiatives. Designed for technology leaders, cloud teams, IT organizations, and enterprise workforces responsible for cloud migration, modernization, AI infrastructure, and cloud cost optimization, Cloud Ready combines skill assessments, guided learning paths, certification preparation, instructor-led training, hands-on labs, and cloud and AI sandboxes into a structured programmatic approach to workforce readiness. "The cloud conversation has moved from adoption to accountability," said Erin Gajdalo, CEO of Pluralsight. "Organizations are increasing cloud investment, but many still struggle to turn that spend into measurable business outcomes because their teams lack the skills to execute. Our Cloud Ready solution helps close that capability gap so enterprises can strengthen cloud foundations, modernize faster, and prepare their teams for AI at scale." Cloud Readiness Has Become a Business Imperative Cloud investment is rising, but returns are lagging. While 75% of cloud leaders expect spending to increase over the next two years, only about half report achieving the outcomes they expected. As AI workloads increase demand on cloud infrastructure, the cost of underprepared teams is rising. At the same time, AI is intensifying the pressure on cloud capabilities. Despite growing demand, just 14% of organizations have the maturity to support AI effectively, even as Gartner predicts that by 2029, half of all cloud resources will be dedicated to AI workloads. The reality is clear: organizations can't become AI-ready without first closing the gap in cloud readiness. Closing the Cloud Readiness Gap To build cloud maturity, organizations need a clear, programmatic approach to learning, one that develops foundational expertise, identifies key specializations, and aligns teams to modern cloud strategy. Pluralsight's Cloud Ready solution brings this to life through a structured program that integrates self-paced learning, skill assessments, instructor-led training, and enterprise-grade hands-on experiences, enabling teams to improve cost efficiency, accelerate delivery, and successfully execute on critical initiatives. Offering a customized learning environment that aligns with organizational priorities and tracks progress, leaders gain: * Assess readiness and align to business priorities: Cloud skill assessments and dedicated program management help leaders identify capability gaps, onboard teams, guide learning journeys, and measure progress against cloud transformation goals. * Build role-specific cloud and AI capabilities: Curated skill paths, certification preparation, instructor-led training, live seminars, and hands-on workshops help teams develop the cloud expertise required for roles across architecture, engineering, operations, security, and AI-enabled modernization. * Validate skills in real-world environments: Enterprise-grade labs, cloud sandboxes, and AI sandboxes allow teams to practice with AWS, Azure, and AI tools in safe environments before applying new skills to production initiatives. "AI-ready organizations need cloud-ready teams," said Faye Ellis, Cloud Author Fellow at Pluralsight. "Cloud Ready gives leaders a structured way to understand where their teams are today, build the right capabilities for their cloud strategy, and give practitioners hands-on experience in environments that mirror the work they need to do." From Cloud Investment to Business Impact As enterprises scale AI and modernize infrastructure, workforce readiness will determine how quickly cloud investments translate into business value. Cloud Ready gives organizations a structured, end-to-end approach to assess current capabilities, build critical cloud skills, validate progress, and prepare teams for continuous transformation. Unlike traditional training programs that focus primarily on content consumption, Cloud Ready combines skill diagnostics, guided learning journeys, live expert instruction, hands-on cloud and AI environments, and progress validation into a single program aligned to enterprise cloud priorities. About Pluralsight Pluralsight is the leading technology skills development company powering the tech workforce forward, faster. As the pioneer in technology learning, Pluralsight's platform equips individuals and organizations with the tech skills needed to thrive in an era of constant innovation. Pluralsight combines expert-led, self-paced content with hands-on labs and actionable insights, transforming how learners build and apply skills to solve real-world tech challenges. Headquartered in Westlake, Texas, learners around the globe rely on Pluralsight to close skill gaps, unlock growth opportunities and build a tech-empowered future. Media contact. [email protected] Ryan Sins Senior Communications Manager Related Pages
Pluralsight has launched Cloud Ready, an enterprise upskilling programme designed to help organisations assess workforce readiness, close cloud skills gaps and prepare for AI at scale. The programme combines skill assessments, guided learning paths, certification preparation, instructor-led training, hands-on labs and cloud sandboxes. The launch addresses a critical gap: whilst 75% of cloud leaders expect spending to increase over the next two years, only about half report achieving expected outcomes. Additionally, just 14% of organisations have the maturity to support AI effectively, even as Gartner predicts half of all cloud resources will be dedicated to AI workloads by 2029. Cloud Ready offers a structured approach integrating self-paced learning, assessments and enterprise-grade hands-on experiences to improve cost efficiency and accelerate delivery.