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Team Lead, Inside Sales - SaaS

Well, hello there 👋

Screencastify is a leading educational technology company dedicated to improving communication and learning outcomes with video. Our primary focus today is on the K-12 education sector in the United States and we are critical in helping scale a teacher and improve student outcomes all while being an easy to use solution. We are also actively expanding into new and exciting markets outside of K-12 in the US and beyond. Screencastify is used by over 15M people today and is seeking a dynamic and results-oriented Team Lead, Inside Sales to join our Squad and help us continue down the path to growth!


About this role

We built the simplest and most reliable screen recorder in the world, but that’s only the beginning. Now our future is full of ambitious new goals, features, and products that will enable us to further expand the solutions we provide to our users and accelerate our already fast growth. ​

At Screencastify, the Team Lead, Inside Sales is an exciting inside sales role with both day-to-day management of a small team of ambitious Account Executives and the immediate ability to also propel us into a new phase of growth within the corporate aka non-K12 sector. While our existing traction and brand reputation will set you up for success, this job will require a great deal of creativity, persistence, and entrepreneurship as the team begins to expand outside of K-12 and capitalize on this new and exciting segment of our business. Your core goal will primarily be to manage the team day-to-day while also creating your own individual new business opportunities in new markets for Screencastify/Castify.


Why is this role special?

  1. You get to have a massive impact and own your success. You will be responsible for the new business sales process, from prospecting to close. You’ll build and manage a book of business and will help drive revenue for the company. You will play a critical role on a team with a lot of growth opportunities ahead.
  2. Work with an extremely talented team. The team is small but mighty. You’ll get hands-on coaching, exposure to all departments, and your goals will directly impact our overall success and revenue targets.
  3. Join us and be a critical part of our growth story. 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.
  4. Be a leader amongst leaders. With our small but mighty team, you'll be the owner of your own success, along with having access to the leadership team, managing the Account Executives day-to-work and collaborating daily with our CEO and President, GTM.

What you'll do:

  • Act as the day-to-day manager of the Account Executive team.
  • Work your own full cycle deals from prospect research all the way through to close, while also helping the team work and close their pipeline of deals.
  • Be a Screencastify evangelist and be able to articulate the big problems we solve for our users and customers every day.
  • Beat your daily goals for reaching out to and connecting with prospects and future Screencastify customers.
  • Conduct personalized, energizing solution demos.
  • Measure and optimize the effectiveness of all stages of your sales process.
  • Share best practices across the organization and help others grow from your experiences.
  • Work closely and maintain effective communication with other departments, including Customer Success, Product, Support, and Marketing.
  • Achieve quarterly KPIs and consistently hit targets for your personal book and your team’s goals.

You're perfect for this role if you:

  • Want to simultaneously coach a driven team and sell directly at a fast-moving start-up.
  • Have at least 5+ years of proven experience as a successful software/SaaS inside sales professional, consistently meeting/exceeding individual and team sales quotas.
  • Bonus points if you are currently employee #1, or have been before, and loved the “build” phase of that team.
  • Possess a strong understanding of the SaaS sales market, including trends, challenges, and competitor landscape.
  • Bring an entrepreneurial mindset with the ability to contribute to the development of sales strategies and adapt to market changes.
  • Have worked in a CRM such as Salesforce or HubSpot extensively to report on core sales metrics.
  • Are charismatic, both in writing and in conversation (you make a GREAT first impression!).
  • Jump at opportunities to break convention and do things differently, while moving quickly.
  • Are excited to get in on the ground floor of a small, rapidly-growing, fast-paced start-up. You’re comfortable being uncomfortable, and thrive in a self-driven environment with high accountability.

This is a Chicago-based hybrid position with 3 days a week in the office.


Working at Screencastify

At Screencastify, we are results focused and here to improve education globally. This isn’t an easy feat but it is important for our future. We value accountability, commitment, and speed. We take our responsibility to our customers very seriously, so when we miss a deadline or slow down, it matters. 

We’re a competitive culture and strive for speed and innovation. We are problem solvers, don’t point fingers and rather enjoy working together to bring solutions to the forefront.

We love a challenge and pushing the world forward with creativity, ingenuity and out of the box thinking. People are everything and we want to work in a company of deeply good people who treat their colleagues exceptionally well. Rule #1: Be a good person.

Compensation

The expected salary for this role is anticipated to start at $100,000, with OTE targeted between $150,000 - $200,000. Final compensation may vary based on experience and qualifications.

  • Competitive Compensation. We take a data-driven approach to our compensation strategy so all employees are paid competitively and fairly.
  • 401(k) & Annual Performance Bonus Opportunity. We want to invest in present you and future you, which is why we offer a 401(k) match + Annual Performance Bonus opportunity.
  • Flexible Time Off (FTO) Policy. We recognize that time off to rest and recharge is important. The Flexible Time Off Policy (FTO) is designed for our employees to do just that -- balance work and life while maintaining well-being.
  • Parental Leave. Generous paid time off for parents to bond with the newest addition to their family!
  • Medical, Dental, & Vision Insurance. We offer comprehensive health benefits, including medical, dental, and vision insurance. Plus, all employees receive a free One Medical membership.
  • Divvy Bike Membership. If you’re in Chicago, take advantage of an annual Divvy membership -- on us.

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. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, gender, sexual orientation, national origin, age, genetic information, gender identity, disability, Veteran status or any other characteristic protected by federal, state or local law.

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$200000K

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Full-time, hybrid
DATE POSTED
December 8, 2025
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