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Founding CEO, Medley Learning

Posted September 02, 2025
FullTime

Job Overview

Medley is the newest venture being developed at Workshop Ventures. We have spent the past year talking to teachers and administrators, building the product, and onboarding initial customers. We are now ready to bring on a founding CEO to lead the company forward.

About Medley Learning

Medley is a software solution that fosters inclusive, rigorous classrooms. Medley allows a classroom of diverse learners to all access the same grade-level content, with scaffolds designed specifically for multilingual learners and students with disabilities. Teachers control what supports are provided, but Medley does the time-consuming work of scaffolding to match each student's needs.

This is AI done right: not creating lots of new low-quality content, but instead adding just-right supports to existing grade-level content. After a successful spring pilot, Medley is expanding to paid district partnerships this fall. We initially built it for 5 million multilingual learners, and are adding support for students with disabilities—ultimately helping 20%+ of K-12 students. Learn more at medleylearning.com.

About Workshop Ventures

Workshop is a venture studio building and investing in startups in climate and education. Our team of entrepreneurs and operators leverages deep industry insights to identify urgent unsolved problems and supports founders to develop breakthrough innovations. We are led by Eleanor & Chad Laurans, co-founders of SimpliSafe, which they built and scaled into one of the largest home security companies in the country. Eleanor also brings deep education experience, having worked in and around districts for 20+ years, most recently as the CFO of Boston Public Schools.

The Opportunity

Become the Founding CEO of a mission-driven edtech company with strong early momentum and the support of a venture studio:

  • Up to $3M in committed funding from Workshop

  • Working product actively used in multiple districts

  • Initial revenue and a strong pipeline of interested schools

  • Deep partnerships with multilingual education thought leaders

  • Hands-on support from Workshop's team of engineers, product leaders and business parters

You'll own significant equity in the business and receive ongoing Workshop support to build the standard for supporting diverse learners.

Required Qualifications

  • Commercial drive: Proven ability to build revenue and close deals in education markets, including navigating procurement cycles and converting pilots to district contracts

  • Deep schools experience: Background as a teacher, administrator, EdTech leader, or school founder with deep understanding of how schools actually work

  • Leadership experience: Track record building and leading teams through growth, including recruiting talent and scaling operations

  • Clarity of thought: Ability to cut through complexity and identify priorities, communicate clearly and make data-driven decisions

  • Entrepreneurial background : Experience starting initiatives or leading early-stage efforts, with comfort in ambiguous environments

Preferred Backgrounds

  • Education founders

  • Senior school or district leaders who’ve improved outcomes for diverse students

  • Leaders who’ve scaled curriculum or assessment products

  • Sales executives who’ve built education go-to-market strategies

We are committed to creating a diverse and inclusive work environment. We welcome applicants from all backgrounds and experiences.

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