Sales & Innovation Lead

Well, hello there 👋

Screencastify is a leading educational technology company dedicated to improving communication and learning outcomes with video. Our primary focus is on the K-12 education sector as we are critical in helping scale a teacher and improve student outcomes. Screencastify is used by over 12M people and is seeking a dynamic and results-oriented Sales & Innovation Lead to join our Squad!

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.

About this role

Be the entrepreneur within Screencastify to identify and create new opportunities of growth. We’re looking for someone that is well rounded and can execute all aspects towards a goal in order to drive expansion of Screencastify. We are initially focused on new verticals outside of K-12 education.

This role owns the full cycle from leading, business development, marketing, product and internal entrepreneurship. You will act as the “internal entrepreneur” leading initiatives and working cross-functionally to innovate, iterate, and succeed in selling our products to new customer bases. It is important to be scrappy, creative and prioritize speed. You will work very closely with the CEO and company executives.

What you'll do:

• Lead market expansion: Help identify and prioritize high-impact verticals to expand Screencastify’s reach. Develop and implement a strategic plan to enter these new markets and scale effectively.
• Business development: Drive sales and partnerships in new markets. You’ll manage end-to-end sales cycles and build lasting relationships with key stakeholders.
• User research & product feedback: Work closely with customers, prospects, and internal teams to understand new user needs, gather feedback, and inform product development and enhancements. You’ll translate insights into actionable product requests to ensure our solutions meet the demands of each new vertical.
• Internal entrepreneurship: Think like a start-up founder within the company, helping to shape the future of the company as it expands into new verticals.
• Sales enablement & marketing collaboration: Collaborate with the marketing team to create tailored campaigns, materials, and messaging that resonate with your target verticals. Provide insights that influence content, product positioning, and sales strategies.
• Website & platform updates: Work closely with product and design teams to ensure our platform and website speak directly to the unique needs of new target audiences. Stay involved in refining user experience and content strategy for broader market appeal.

Requirements

You're perfect for this role if you:

• Have 5+ years of experience in entrepreneurship, business development, sales, or strategy roles, with a focus on expanding into new verticals or markets. Proof that you have started, built and validated business traction before.
• Are an innovative, entrepreneurial thinker who thrives in fast-paced, dynamic environments. You have a “founder mentality” and enjoy building from the ground up.
• Have a strong track record of selling products to new customer segments, ideally in the B2B SaaS space. You’re comfortable with building relationships and selling to customers who may not know about our solution.
• Can blend strategic thinking with execution—you're as comfortable doing market research and shaping product strategy as you are closing deals and creating go-to-market plans.
• Possess a deep understanding of market dynamics across different industries and can quickly assess how products need to evolve to meet those needs.
• Collaborate effectively with cross-functional teams, including product, marketing, and customer success, to deliver impactful results.
• Are highly adaptable, solution-oriented, and curious. You thrive on learning new things and enjoy navigating ambiguity.
• Communicate exceptionally—whether in writing or speaking, you can effectively convey ideas and influence key stakeholders.

Bonus points if you:

• Have experience scaling a product or company into new verticals, especially beyond traditional education markets.
• Are familiar with SaaS tools like Salesforce, Mixmax, or similar sales/CRM platforms.

At Screencastify, we believe this role will be key to our future growth and success. We’re looking for someone who can take ownership, take risks, and make big things happen—while keeping the customer experience at the forefront.

If you’re ready to make an impact and lead the way in scaling our company into exciting new markets, we want to hear from you!

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

Benefits

• Competitive compensation. We take a data-driven approach to our compensation strategy so all employees are paid competitively and fairly.
• 401k & Profit Sharing plan. We want to invest in present you and future you, which is why we offer a generous 401k match + Profit Sharing plan.
• 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, and 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.