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VP of Engineering


Over the past year, the world has developed a new perspective on the power of video-based learning. We have seen an exponential increase in our products' usage and engagement, and our already-sky-high ambitions are now even higher. To achieve those ambitions, we need extraordinarily talented people like you. So we've accelerated our hiring plans across all departments.

While we'd love to meet you in person (and look forward to doing so one day soon!), we are prepared to conduct our entire interviewing and onboarding processes remotely.

Please do not hesitate to reach out with any questions!

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 🍰

Our first ever holiday party (followed by karaoke, which was not pretty).
The team made sure we had a big presence at IdeaCon 2020!
Matt striking a pose with his beloved pup Bento 🍱
@NiftyNef sharing Screencastify tips in front of a packed house at TCEA 2020.
We may never know what Martin was up to in this photo.
Janelle outsourcing some dev work to her dog Maggie.
Packing and shipping hundreds of swag bags to educators around the country!
Our entry for an annual holiday door decoration competition.
We escaped with plenty of time to spare!
Cruising the Chicago river and cherishing the rare warm weather.

About this role

Screencastify is in hyper-growth mode. Over the past year, our engineering team has consistently delivered high quality, reliable new features and products to the millions of teachers and students who depend on us. Despite their headcount more than tripling, the team has remained organized, laser-focused and committed to the highest standards of software development.

As they continue to innovate and improve the product, the engineering team is seeking its first VP to help guide them through our fast-paced environment. In this role, you’ll implement strategies that help us continue to scale, proactively identify and devise solutions to future challenges, and foster a high performing culture which attracts a diverse spectrum of top engineering talent.

Why is this role special?

  1. You’ll have a big impact. The future of the engineering team at Screencastify will be deeply influenced by your vision. You’ll work closely with the CTO and CEO, who will help guide you as you execute it.
  2. You’re set up for success. You’ll be joining a company full of people who are acutely aware of (and excited about!) how much you’ll improve their productivity and career development. So you’ll have all the support you’ll need.
  3. You’ll be boarding a rocketship. Screencastify has experienced meteoric growth over the past year. If done well, you’ll play a critical role in setting our sights away from the moon and towards Mars.
  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:

  • Own and communicate the goals, focus, and vision for the engineering department
  • Build our medium- and long-term technical plans and priorities (e.g. what is our approach to addressing tech debt over time?)
  • Scale the engineering team to about 50 people by the end of 2022, owning the department’s hiring roadmap and org chart design
  • Balance the competing interests of your department with those of leadership and other departments, always making decisions with the company’s best interests in mind
  • Craft our engineering employer brand strategy to create a strong pipeline of top engineering talent
  • Coach and provide career development guidance and opportunities for the Director of Engineering, Engineering Managers, and other (current and future) department leaders
  • Work with leaders in other departments to develop company strategy and product strategy
  • Ensure infrastructure and development meet the security, scalability, maintainability and cost-efficiency needs of the product

You’re perfect for this role if you:

  • Have 4+ years of experience in a senior engineering leadership role (Director +)
  • Have grown an engineering team from fewer than 25 to more than 50
  • Have worked on, or managed teams who have worked on, products with millions of users
  • Care deeply about product quality, reliability, and scalability
  • Are passionate about the people and culture side of engineering teams

Our tech stack:

  • Languages: Typescript, some Python
  • Frameworks: Angular, Nestjs / Nodejs
  • Database: Firestore / Datastore
  • Hosting: GAE, Cloud Run, K8s
  • CI/CD: Github Actions, Circle CI
  • Task queues: Pub/Sub / K8s

Familiarity with our stack is a bonus, but not required.


  • 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.