Founding Head of Product

About Medley Learning

Medley Learning is building the AI that teachers and districts actually want in their classrooms – not generating lots of new, low-quality AI slop, but instead making it easier to implement established, strong pedagogy with high-quality content. We do this through a browser extension that wraps around all of a classroom’s existing digital content, adding reading and writing scaffolds customized to each student.

We’ve begun by supporting multilingual learners, and will expand to serve students with disabilities next year. The result is that all learners can access the same instructional materials, and teachers save hours and hours of prep.

We are a mission-driven organization. In addition to building a thriving company, we are focused on enabling stronger student participation, reducing teacher burden, and achieving better outcomes in classrooms tasked with meeting increasingly diverse needs. Our approach is grounded in research-backed practices and is already being used by over 20 districts across the US.

Medley is led by CEO Brandon Cardet-Hernandez, a former multilingual learner who has worked across K-12 as a teacher, turnaround principal, policy advisor, and edtech leader. The company is backed by Workshop Ventures and advised by leading researchers.

This is a special opportunity to join a young company with momentum and funding, but early enough to have a tremendous impact on the product direction, company strategy, and organizational culture. We are looking for a hands‑on leader who is eager to dig into critical, detailed decisions and, at the same time, can serve as a thought partner to the CEO, helping build Medley into a leader in the AI edtech space.

You will be one of the CEO’s closest partners in shaping Medley’s product vision, company direction, and long‑term perspective on how AI should support learning in classrooms.

This is a true player/coach role. You will write specs, run research, define success metrics, make hard prioritization calls, and work closely with engineering to ship. Over time, you will build and lead the product team, but in the early days, you should be energized by doing the work yourself.

You are joining a team of six that will grow to ten by summer, with fresh pre‑seed funding, strong district demand, and a plan to serve more than 15,000 multilingual learners this school year.

In the coming year, Medley will extend its work to serve students with disabilities. Together, multilingual learners and students with disabilities represent more than 20% of U.S. K‑12 students, and both groups have been historically underserved by edtech.

We are approaching special education deliberately. This is not simply a matter of repackaging our multilingual learner product for a new segment. Special education involves diverse instructional needs, distinct purchasing dynamics, compliance requirements, and a high bar for trust with districts, educators, students, and families.

You will also help Medley stay ahead of the AI curve. That means tracking changes in model capabilities, safety practices, classroom use cases, district expectations, and the competitive landscape, then translating that signal into an ambitious and responsible roadmap.

• Own Product Vision and
  
  Roadmap:
  
  Define and prioritize the roadmap, balancing student outcomes, teacher needs, and district priorities while maintaining a high‑quality bar.

• Stay Close to the Classroom: Spend time with students, teachers, and district leaders to understand their needs and keep the product grounded in classroom reality.

• Lead the Expansion into Special
  
  Education:
  
  Build and sequence the special education roadmap to strengthen Medley’s core multilingual learner product.

• Ship with Engineering: Partner closely with Engineering to turn ideas into shipped features, building a delightful user experience and interface for both students and teachers.

• Define Product Metrics and Operating Cadence: Establish key product metrics and operating rhythms that guide decisions and scale a strong product organization.

• Build and Lead the Product Team: While the first year will be scrappy and hands‑on, over…