VP of Product

Chicago, IL

Imagine a product that reached millions of users without a single salesperson. That same product has been adopted by tens of thousands of schools, with limitless growth potential ahead. That's the opportunity at Screencastify — a massive market, incredibly engaged customer/fan base, and the chance to get in on the ground floor of it all.

Hi, we're Screencastify 👋

More than 15 million people use Screencastify to record, edit and share all sorts of amazing videos. We like to think that we've democratized video creation by making it simpler and more affordable than ever before.

In K-12 classrooms around the world, teachers and students are using Screencastify to create instructional videos, record presentations, give better feedback, and much much more. Our free version is used in more than 70% of US school districts.

Life at Screencastify

Our small Chicago-based team includes a semi-pro volleyball player, champion debater, classically trained actor, elite runner, breakdancer, and avid baker 🍰

nef speaking tcea
@NiftyNef sharing Screencastify tips in front of a packed house at TCEA 2020.
holiday party team photo
Our first ever holiday party (followed by karaoke, which was not pretty).
matt and pup
Matt striking a pose with his beloved pup Bento 🍱
ideacon team photo
The team made sure we had a big presence at IdeaCon 2020!
martin in office
We may never know what Martin was up to in this photo.
janelle with dog
Janelle outsourcing some dev work to her dog Maggie.
escape room team photo
We escaped with plenty of time to spare!
boat team photo
Cruising the Chicago river and cherishing the rare warm weather.

About the role

We’re seeking our first VP of Product to lead the company into new phases of growth. Screencastify is the definition of a product-led company, which means your role is paramount in our continued success. Our product team is tasked with solving hard problems – customer problems and business problems – in ways that our customers love.

You will be the business leader of our product organization. You’ll create and communicate a holistic product strategy centered around revenue growth, market expansion, and customer delight. You’ll introduce clear frameworks for assessing and tracking ROI for all product decisions. And you’ll explore paths to product-market fit in new markets, customer segments, verticals, and geographies.

Why is this role special?

  1. Build products that will advance education. Schools and districts around the world depend on Screencastify to digitize their curriculum and communication. The need for and benefit of video-based learning has never been more clear than it is now.
  2. Work with an extremely talented team. In 2020, our team grew from less than 10 to over 50 employees and we still achieve results similar to companies 5x our headcount.
  3. Work for our users. Above all else, you will be an advocate for our users and will get to know their voices and stories better than most people in the company.
  4. Join us at a magical time. We're bootstrapped, profitable, and support tens of millions of users, which gives us a huge green field to work with. You'll join at the perfect time to shape how we grow from here.

What you'll do

  • Establish, drive, and communicate Screencastify’s strategic product direction that delivers significant business impact across existing and new markets
  • Partner with Sales, Customer Success, and Marketing to build a repeatable process for gathering customer requirements and communicating product roadmap to customers
  • Implement a way to estimate, measure and track ROI of product decisions
  • Establish an approach to product prioritization that balances every stakeholder -- end users, buyers, our internal team, etc.
  • Own the pricing and packaging strategy across our various customer segments
  • Drive the company's understanding of the total addressable market, new opportunities, risks and competitive landscape
  • Define the processes needed to achieve operational excellence in all major areas, including user-focused feature development, administrative / enterprise features, and scalability of systems.

You're perfect for this role if you...

  • 10+ years experience with product management and development, including 5+ years in a senior leadership role (Director+)
  • Ability to deliver strategic influential insights to cross-functional teams on current & future product offerings
  • Experience building and managing products with very high adoption (100k+ MAUs)
  • Experience in a fast-paced environment, and deep experience with product development lifecycle, roadmap prioritization, customer-driven innovation
  • Strong communication and presentation skills
  • Strong strategic and analytical thinking
  • Pragmatic and business-oriented approach to product and strategy


  • Competitive compensation. We take a data-driven approach to our compensation strategy so all employees are paid competitively and equitably.
  • 401k plan. We want to invest in present you and future you, which is why we offer a generous 401k match with our 401k plan.
  • Minimum vacation policy. We recognize the importance of taking personal time off, and require our employees to take at least 15 vacation days per year. You’re also encouraged to take additional paid time off, as needed.
  • Parental leave. Generous paid time off for parents to bond with the newest addition to their family!
  • Medical, dental, and vision insurance. We cover 100% of employee medical premiums and 50% of employee dental & vision premiums. Plus, all employees receive a free One Medical membership.
  • Flexible work policy. Gone are the days of being in an office from 9-5, Monday through Friday. We recognize there are better ways to measure productivity than counting the number of hours you’re in the office and that sometimes the office isn’t the best place to be productive.
  • Professional development. Each department has a professional development budget and employees are encouraged to take workshops, attend webinars, join associations, and anything else that could help grow their careers. Did we also mention employees get free access to Udemy for Business?
  • Divvy bike membership. If you’re in Chicago, take advantage of an annual Divvy membership -- on us

We highly encourage you to apply for this position, even if you feel you do not meet all the requirements. You do not need to fit this exact mold.

At Screencastify, we foster an inclusive, supportive, fun and challenging team environment. We value having a team that is made up of a diverse set of backgrounds and respect the healthy expression of diverse opinions. We embrace experimentation and the examination of all kinds of ideas through reasoning and testing. Come join us as we continue to change the world through video.

Screencastify is an equal opportunity employer.