: Head of Skills Strategy & Operations
60 State Street, Suite 800
Boston, MA 02109

Employee Testimonials

Ellen Thompson Pluralsight


The Opportunity 

We are seeking an experienced Head of Skills Strategy & Operations to  join our team and help us transform how we help individuals and organizations develop new technology skills.  Reporting to the EVP and GM of Skills, this person will lead teams of analysts to create a holistic Skills strategy, ensure positive return on investment from marketing dollars spent, create clear insights on go-to-market performance of the Skills product, and strong operational rigor across the Skills business.  This will include driving overall Skills operations, KPI setting, and OKR planning.

This leader will partner with product and product marketing leadership to craft a clear Skills strategy, identify ways to increase market share, and best serve customer needs.  The Head of Skills Strategy & Operations will also build new processes that increase operational rigor and tight connection with go-to-market operations and planning teams.  This leader knows how to partner with senior leaders across the business, creating impact through influence and thought leadership.  The ideal candidate has a persuasive communication style, outstanding business acumen, deep empathy for our customers, and a passion for building a new team.

Who you are:

  • An inquisitive, critical thinker who is always looking for how things can work better

  • Creative problem-solver: you find ways to communicate value clearly to stakeholders 

  • Passionate about business impact; you truly understand how to create a strategy that generates value for our customers, our experts, our shareholders, and our learners 

  • An effective communicator, effective influencer, and collaborator.  People trust and follow you.  You trust them and inspire them to do their best work.

  • Innovative, data-driven and empathetic in how you lead your team

  • You love to win and bring infectious energy to the workplace

  • Developing future leaders and team members is a passion; you invest to coach and develop your team

What you’ll own:

  • Generate insights on go-to-market performance of the Skills product (top of funnel demand generation to sales performance and retention)

  • Recommend the Skills strategy that best serves customers and drives profitable growth

  • Build processes that enable our new org design to scale, serve customers, and interface effectively with Pluralsight stakeholders

  • Establish an operational cadence and set of KPIs to enable Skills to deliver on committed outcomes

  • Measuring return on investment (ROI) of R&D spend and partnership with finance to estimate future ROI of new innovations

  • Execute on special projects, including interface with corporate development team on M&A opportunities (due diligence and integration)

Experience you’ll need:

  • Demonstrated track record of influencing cross-functional, interdisciplinary teams to create a clear strategy

  • Deep understanding of SaaS business model, metrics, finance, and B2B go-to-market operations

  • You understand how to get the best from people and you have built successful teams and organizations from the ground up

  • Executive presence and gravitas

  • Ability to inspire and align teams located across the globe


Employee Testimonials

Ellen Thompson Pluralsight
Ellen Thompson
Special Projects Leader

My 2.3 years of being a part of Pluralsight has been one of the most rewarding experiences for me both personally and professionally. I've been able to work with THE brightest and kindest people, all of whom are united together to change the world for the better. Pair this with the incredible benefits packages, extraordinary leadership team, and steady astronomical success? If you had asked me if it was possible to find a company like this ~2 years ago, I would've said no.

Shayna Cummings
Software Engineer

Shayna is passionate about advancing educational opportunities for everyone. She serves as a Director for Women Who Code in Boston, a teaching assistant for Girl Develop It and an instructor at General Assembly.

“Greater access to technical education is not only essential for empowering learners, but integral to helping our industry grow and bring in the diversity needed for businesses to evolve. Women and people from underrepresented backgrounds in tech need to be supported and empowered to grow in their roles.

Tech is changing (and has already changed) everything about our lives, and the more people involved in the creation and decision making, the better."

Senior Content Technologist

Isaac is an author, speaker, technologist and STEM education advocate, and currently leading the Pluralsight Skills Strategy team. He is active in STEM/STEAM initiatives, and is focused on improving lives through education.

"Pluralsight’s mission is my mission. I had an experience where I realized I wanted to do something about STEM education. Not just worry about it, not complain
that, ‘someone ought to do something,’ but to actually find a career path that will allow me to make a difference. I found Pluralsight, and the rest is history.

Doing things for myself makes me happy; doing things for others makes me joyful."

Maureen Botoman
Engineering Manager

A self-taught programmer, Maureen is a strong advocate for junior devs. She was pivotal in starting Pluralsight’s summer internship program, now in its second year, and is a teaching assistant for the organization Girl Develop It.

“The commitment to being a steward of our community, both in Utah and globally, is one of my favorite things about Pluralsight. We are all so fortunate to have the opportunities that we have, and as a company, we need to come together to help other people receive the same opportunities. We empower people from all walks of life to obtain the tools and skills needed to change the world. Creating pathways for success for people to skill up and find meaningful work, whether or not they grew up with financial means, is one of the most rewarding things I have ever worked on.”

Lead Analytics Engineer - Experienc

Curtis is a data visualization expert and Tableau Ambassador, and holds the title of 2016 Tableau Iron Viz champion.

“It’s hard for me to envision a future where my children don’t have the fundamental need for being well-versed in technology. Pluralsight is working on making that a reality in our schools. Our commitment to uplifting the lives of youth is one of the biggest reasons I came to work here.

My favorite opportunity that has stemmed from my Tableau Ambassador status is being able to teach data visualization in the MSIS program at the University of Utah. It’s really cool to be able to promote online technology education by day, and contribute in the classroom environment by night!”

Saswati Samantaray
Data Science Analyst

At the age of 25, Saswati moved from India to Utah to pursue a master’s degree in information systems.

“Coming from a culturally diverse and vibrant country like India, I have witnessed people who have access to the highest level of education, and also people with strong potential who have no access. Working for Pluralsight gives me immense pleasure because of the hope that we will be able to make a positive impact and elevate the lives of bright young people.

At Pluralsight we are a community of lifelong learners—we adapt to change and move forward. There is no greater privilege than doing the work that you actually love, and contributing to build a brighter future for society.”