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Screencastify Jobs in Chicago, IL (NOW HIRING)

Head of Sales

Chicago, IL · On-site

$140K/yr

About Screencastify Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a ...

About Screencastify Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a ...

Head of Sales

Chicago, IL · On-site

$140K/yr

About Screencastify Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a ...

Head of Sales

Chicago, IL · On-site

$140K/yr

About Screencastify Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a ...

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

VP of Engineering

Chicago, IL · On-site

$200K/yr

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

Senior Product Manager

Chicago, IL · On-site

$130K - $172K/yr

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

VP of Engineering

Chicago, IL · On-site

$180 - $220/hr

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

Senior Product Manager

Chicago, IL · On-site

$130K - $172K/yr

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

Senior Product Manager

Chicago, IL · On-site

$130K - $172K/yr

Description Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves ...

Senior Product Manager

Chicago, IL · On-site

$117 - $143/hr

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

VP of Engineering

Chicago, IL · On-site

$170 - $230/hr

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

Senior Product Manager

Chicago, IL · On-site

$117 - $143/hr

Well, hello there Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader ...

Screencastify information

What is the difference between Screencastify vs Video Editor?

FeatureScreencastifyVideo Editor
Primary UseScreen recording and video creation for educational and professional purposesEditing and post-production of videos
Required SkillsBasic recording, editing, and sharing skillsAdvanced editing, effects, and post-production skills
Work EnvironmentBrowser-based, cloud storage, educational and corporate settingsDesktop software, media production environments
Common Industry UsageTeaching, online tutorials, presentationsFilm, marketing, content creation

Screencastify is primarily used for recording and sharing screen content quickly and easily, especially in educational and professional settings. Video Editors focus on detailed editing and post-production work. While both tools are essential in content creation, Screencastify is ideal for capturing content, whereas Video Editors refine and enhance videos for final presentation.

What is Screencastify?

Screencastify is a browser-based screen recording tool primarily used to create, edit, and share videos directly from your computer or web browser. It is popular among educators, trainers, and professionals for making instructional videos, tutorials, and presentations. Screencastify integrates with Google Drive and other platforms, making it easy to save and distribute recordings. Its user-friendly interface allows even beginners to record their screens, add narration, and share content quickly.

What are some typical challenges faced by team members at Screencastify, and how can new employees best prepare for them?

Team members at Screencastify often work in a fast-paced, remote-first environment that requires strong self-motivation and excellent communication skills. Adapting to asynchronous collaboration and managing tasks across different time zones can be challenging, especially for those new to distributed teams. New employees can best prepare by becoming comfortable with digital collaboration tools, proactively seeking feedback, and staying organized with clear priorities. Emphasizing open communication and a willingness to learn will help you succeed and integrate smoothly with the team.

What are the key skills and qualifications needed to thrive as a video editor, and why are they important?

To thrive as a Video Editor, you need a strong understanding of visual storytelling, video production techniques, and proficiency in editing software, typically supported by a degree or relevant experience in film, media, or communications. Mastery of tools such as Adobe Premiere Pro, Final Cut Pro, or similar platforms is essential, and certifications in these tools can be advantageous. Creativity, attention to detail, and strong time management help a Video Editor stand out in meeting project goals and collaborating with teams. These skills are crucial to producing high-quality, engaging video content that meets client or organizational objectives.
What cities near Chicago, IL are hiring for Screencastify jobs? Cities near Chicago, IL with the most Screencastify job openings:
Infographic showing various Screencastify job openings in Chicago, IL as of August 2026, with employment types broken down into 50% Full Time, and 50% Contract. Highlights an 100% In-person job distribution.

$140K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted 9 days ago


Job description

About Screencastify
Castify (Creators of Screencastify) is a leading technology company dedicated to improving communication and learning outcomes with video. We have established ourselves as a leader in the K-12 education sector in the United States and we are critical in helping scale a teacher and improve student outcomes. We are also actively expanding into new and exciting markets outside of K-12 including bringing our tested solution into companies and organizations.
The Role
We're looking for a player-coach Head of Sales to own and grow our revenue across K-12, higher education, and corporate markets. This isn't a "manage from the sideline" job - you'll carry your own book of business while leading a small team of 2-3 account executives and managing outside reseller partnerships. You'll report directly to senior leadership and have real influence over go-to-market strategy.
What You'll Do
  • Carry an individual quota while coaching and developing a team of 2-3 AEs.
  • Manage and grow relationships with outside resellers and channel partners selling into education and corporate accounts.
  • Build and run a disciplined, repeatable sales process - from prospecting through close.
  • Own pipeline health, forecasting accuracy, and CRM hygiene in Salesforce.
  • Collaborate with marketing and product to sharpen our message positioning and ICP.
  • Identify new market opportunities and help shape how we go to market.
  • Recruit, ramp, and retain great sales talent as the team grows.

Requirements
What We're Looking For
  • 8+ years of B2B sales experience, with at least 2 years leading or mentoring a sales team.
  • Proven track record of hitting quota as an individual contributor and as a leader.
  • Experience selling into K-12, higher ed, or EdTech strongly preferred; corporate SaaS experience a plus.
  • Hands-on Salesforce user - you keep your own data clean and you hold your team to the same standard.
  • Comfortable with channel and reseller motions, not just direct sales.
  • Proficiency with AI models, specifically including Gemini and Claude. Leverage AI to drive speed, quality and results for your role and team.
  • Startup DNA: resourceful, adaptable, low-ego, willing to do whatever it takes.
  • Based in Chicago or willing to be in our Fulton Market office (320 N Sangamon St) 3 days/week.
Why Screencastify
  • Real ownership and influence from day one - no bureaucracy, no committee decisions.
  • A product that genuinely matters to the educators and learners who use it.
  • Competitive compensation with performance upside.
  • A small, tight-knit team where your work is visible and your impact is real.

Compensation
The expected annual base salary for this role is anticipated to start at $140,000 + commission. Final compensation may vary based on experience and qualifications.
Benefits
  • 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.