Grow Your Tech Sales Career on Pluralsight’s AI-Driven Team

The Pluralsight sales team uses AI, data insights and coaching to help customers succeed — and advance their own careers along the way.

Written by Taylor Rose
Published on Nov. 07, 2025
A group photo of Pluralsight employees
Credit: Pluralsight
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REVIEWED BY
Justine Sullivan | Nov 10, 2025
Summary: At Pluralsight, sales professionals help organizations transform their workforces through data-driven learning and AI-powered insights — all while advancing their own careers. The team’s focus on continuous learning, collaboration and measurable impact enables sellers to build skills, strengthen customer partnerships and shape the future of tech education.

Leveling up your career comes with the territory of working at Pluralsight, a global technology education platform where sales professionals use data insights and AI to empower customers while growing their own skills. 

“It’s a place that supports growth,” Chief Revenue Officer Steve Vierra said.

But his employer’s dedication to continuous learning is just one selling point for sales professionals considering joining the growing team, Vierra said. 

The other draw? Working with emerging technologies like AI to work smarter, engage customers more effectively and drive measurable results. 

If working on a high-performing, collaborative sales team that leverages cutting-edge technology to drive real impact sounds appealing, candidates should take Vierra’s advice on standing out from the pack and finding success at Pluralsight.

“The people who thrive here are builders — they see opportunity in change and want to help shape what comes next,” Vierra said.

Built In sat down with Vierra to get a clearer picture of why now is the time for ambitious sellers to join Pluralsight.
 

A group of Pluralsight employees stand on a stage in a line for an event.
Photo: Pluralsight

 

How Pluralsight’s Sales Team Accelerates Growth and Skill Development

Image of Steve Vierra
Steve Vierra
Chief Revenue Officer • Pluralsight

What makes Pluralsight a unique place for sales professionals to do the best work of their careers?
Pluralsight is a place where sales professionals can have real impact. You’re not just selling software; you’re helping organizations transform their workforce and stay competitive in a fast-changing market.

It’s a place that supports growth. You’ll be surrounded by people who take their craft seriously, who collaborate and who want to get better every day. It’s challenging work, but it’s the kind of challenge that sharpens you and gives you opportunities to stretch and lead.

 

About Pluralsight

An online technology skills platform, Pluralsight helps professionals level-up in areas like software development, AI, cloud computing and cybersecurity.

 

What Makes Pluralsight’s Learning Platform Different?

What makes selling Pluralsight’s platform different from other tech solutions and what kind of impact does it allow your teams to have with customers?
Selling Pluralsight is about helping customers build capability, not just buy content. Our platform combines data that reveals skills capabilities with expert-led learning experiences to close skill gaps and accelerate transformation.

A great example is BMO, one of North America’s largest banks. They used Pluralsight to upskill teams across finance, risk and technology, helping them move faster in the cloud and make smarter decisions through structured learning paths. They saw a 202 percent increase in technologists attaining expert-level skills and significantly reduced recruiting costs by developing internal talent. That’s what measurable impact looks like.

 

Pluralsight’s Customer Impact 

  • BMO: 202% increase in expert-level skills; reduced recruiting costs through internal upskilling.
  • Sage: 1,300 engineers trained in cybersecurity; 82% faster vulnerability resolution.

 

What are the biggest opportunities ahead for the sales organization as the market evolves and Pluralsight expands its offerings?
The biggest opportunity is to help customers connect skill development directly to business performance. Technology priorities like AI, cybersecurity and cloud modernization are evolving fast and companies need teams that can keep up.

Our sellers have a chance to engage at a strategic level, working with executives to build the skills that will enable their next phase of growth. As our offerings expand, the scope and impact of those conversations keep growing, too.

 

"Our sellers have a chance to engage at a strategic level, working with executives to build the skills that will enable their next phase of growth."

 

Can you share an example of how Pluralsight sales teams have delivered real impact for customers? 

One of the best examples is Sage, a global software company that partnered with us to strengthen their security culture. With Pluralsight, they upskilled 1,300 engineers, reduced their time to resolve vulnerabilities by 82 percent and built an organization where everyone felt ownership for secure development.

That kind of result doesn’t happen from a product alone — it comes from a strong partnership between our teams and the customer, focused on real outcomes.

A photo of Pluralsight's Chief Revenue Officer Steve Vierra speaking on a stage.
Credit: Pluralsight

 

How AI and Data Help Pluralsight Sellers Excel and Drive Impact

AI is reshaping how people work and learn. How is Pluralsight helping organizations understand and embrace AI and how does that influence your sales approach?

We’re helping companies build the AI fluency they need across every level of the organization. That ranges from foundational understanding for business leaders to deep technical skills for data scientists and engineers.

For our sales teams, that means approaching AI as a capability challenge, not just a technology one. We’re helping customers think about how to prepare their workforce to use AI responsibly and effectively, which makes the conversation more strategic and valuable.


 

How are you using AI within the sales organization itself to improve performance, insights, or efficiency? How do you encourage your sellers to use AI?

We’ve embedded AI throughout our sales motion. Our teams use tools like Gemini and enterprise-grade AI platforms for account research and proof of value development, Hyperbound for AI role-playing and onboarding, and Gong for AI-driven conversation and deal coaching.

The goal isn’t to automate selling but to make our people more effective. We encourage sellers to experiment, learn and share what works. The ones who get the most out of AI are using it to prepare faster, tailor better and stay focused on customers.

A candid photo of a Pluralsight employee at a table for an event.
Credit: Pluralsight

 

 

How Pluralsight Prepares Sales Professionals for Long-Term Growth

What kind of growth and development opportunities exist for sales professionals at Pluralsight?
We put a lot of emphasis on professional growth. Every seller here has access to ongoing enablement and coaching. Not to mention, unfettered access to the Pluralsight platform to build their tech skills across all domains. We also run a program for emerging leaders who want to take the next step in their careers.

 

Pluralsight’s Professional Development Perks 

  • Complimentary Pluralsight subscription
  • Annual professional development stipend
  • Tuition reimbursement
  • Revenue enablement and coaching
  • Job training & conferences
  • Mentorship program
  • Paid industry certifications
  • Promote from within
  • Personal development training

 

How does a successful Pluralsight seller use innovative tools and strategies day-to-day and how does the team collaborate to drive results?

Our best sellers use data, technology and teamwork to stay close to their customers. They use insights from tools to plan and review deals, collaborate with customer success and solution consultants to design the right approach and share what they learn with peers.

The common thread is curiosity and preparation. They take the time to understand their customer’s world and bring ideas that matter. Collaboration and consistency drive results here more than anything else.

 

What advice would you give to ambitious sales professionals who want to join Pluralsight and help shape the next chapter of our sales culture?
Be curious, be accountable and care about your customers. The people who thrive here are builders — they see opportunity in change and want to help shape what comes next.

We’re building a culture where effort and impact go hand in hand. If you’re ready to put in the work, learn fast and collaborate with talented peers to make a real difference for customers, this is the place to do it.

Frequently Asked Questions

Pluralsight empowers sellers to have a real impact by helping organizations transform their workforces. Sales professionals are surrounded by peers who value growth, collaboration and learning, making it a place to stretch and lead.

AI tools like Gemini, Hyperbound and Gong help sellers research accounts, refine pitches and coach for success. Instead of replacing people, AI makes sellers more efficient, strategic and customer-focused.

BMO saw a 202% increase in expert-level skills and reduced recruiting costs, while Sage upskilled 1,300 engineers in cybersecurity and resolved vulnerabilities 82% faster.

Sales professionals benefit from coaching, leadership programs and full access to Pluralsight’s learning platform. They also receive perks like professional development stipends, tuition reimbursement and mentorship opportunities.

The best sellers are curious, accountable and customer-obsessed. They combine data insights and teamwork to build long-term relationships and approach every deal as a chance to drive transformation.

Responses have been edited for length and clarity. Images provided by Shutterstock or listed companies.