Head of Product 🖥️

🟢   Open - Accepting Applications

Who we are

Fiveable is a social learning platform that engages students through community-powered content, interactive study rooms. Think of us as "the hallways of the educational internet", where we connect students to each other and to new resources.

The Fiveable platform has two core experiences -- content & community. Within our content library, student writers have published thousands of posts explaining concepts, detailing processes, and sharing advice. This is peer-to-peer knowledge sharing that opens up opportunities for students across academics, future-planning, and all kinds of topics beyond the classroom.

The community spaces connect students by subject, affinity, and interest to create uniquely segmented support groups. This happens within virtual spaces on Hours, our newly acquired platform, and on our Discord server.

During the 2020-2021 school year, we had 5.5 million unique visitors on our platform. And we are just getting started.

We've raised $14.2M backed by world class investors including Union Square Ventures, Owl Ventures, BBG Ventures, Metrodora Ventures (Chelsea Clinton), Serena Ventures, and many more. Check out a list of our other investors here.

Fiveable in the news:

Fiveable lands $10M Series A to become ‘the hallways of the educational internet’ (Tech Crunch)

How one founder identified a gap in education working as a teacher and built a startup to fix it (Tech Crunch Podcast)

Fiveable Offers Free AP Test Prep and Tips For Optimizing Remote Learning (Forbes)

A Former Oakland Unified Teacher Now Helps Even More Students Pass AP Tests (Edsurge)

Who we're looking for

We are looking for a Head of Product to join our leadership team and direct product development on fiveable.me and hours.zone. This person will oversee the product team and collaborate with stakeholders to drive forward the product strategy roadmap.

This a perfect role for a seasoned product leader who is looking for more ownership in building the team, build efficient team-wide processes, and working closely with the founders to craft and execute on a product vision that centers the student.

You thrive in fast-paced environments and feel comfortable making decisions that benefit and center the needs of the company. Building new systems, optimizing existing infrastructure, and creating cross-functional feedback loops genuinely excite you. Most importantly, you aren’t afraid to experiment, fail, learn from your efforts, and try again.

Apply Now

Our mission and team

Our mission is to make learning easy and fun. We know that educational inequities have left students overwhelmed and fending for themselves. In order to close the opportunity gap, we need to create space for students to be creative and curious. To do this, we've created a social network for online learning communities through interactive content and courses. Because of COVID, we're in a lightning strike moment for education and we're fired up to change the way things are for high school students.

We're a creative group of former teachers, community builders, game designers, and generally curious people who are driven by social impact. We're focused on building a diverse team and are inclusive of all backgrounds. And we're big on growth mindsets - we're all learning!

Team Fiveable

You are:

  • Creative - You always find a way to get something done.
  • Passionate - You care deeply and pour yourself into what you do.
  • Efficient - You work smarter, not harder.
  • Candid - You communicate consistently and authentically
  • Flexible - You go with the flow and find new paths to your goals.
  • Empathetic - You understand how others feel and know why they act the way they do
  • A Problem-Solver - You take initiative to present solutions to problems that you encounter or notice

You have:

  • 6-10+ years of experience building and managing agile product teams, as well as working alongside design and engineering teams
  • Demonstrated success in web product management and deep understanding of best practices for browser-based experiences
  • Exceptional written and verbal communication skills along with an ability to consider multiple perspectives and how to best include that in collaborative processes
  • Advanced with product workflows, scoping features, analyzing data in Amplitude and Google Analytics, and communicating progress with all stakeholders
  • Experience in people management to build and support teams

📝 Responsibilities

Lead product strategy and a cross-functional product team to grow Fiveable.me and hours.zone into essential platforms for high school students.


  • Collaborate with design, engineering, content, and community teams to ship a world-class product that helps students study together
  • Work with leadership to maintain a deep understanding of business objectives to ensure outcomes effectively meet strategic and tactical goals
  • Build and develop a company-wide process for evaluating new product ideas based on A/B tests, user needs, and analytics.
  • Incorporate data analytics, user feedback, usage data, and research to ensure consistency and quality in product decisions.


  • Collaborate with design and engineering leadership to scope the vision for integrating fiveable.me and hours.zone
  • Scale and lead a team of product managers with a student-centered vision aligned to business needs
  • Establish, maintain, and review quarterly OKRs alongside the leadership team
  • Work cross-functionally to improve efficiencies of product and data workflows with an emphasis on async, clear communication, and exceptional documentation
  • Maintain a a high level of quality and standards across all products and deliverables that drive signups and retention
  • Own the internal and external company changelog

💅 Benefits of Working at Fiveable

Fiveable is a small, but growing edtech startup that is fiercely committed to its employees. Here is what you can expect from your Fiveable experience:

  • A front row seat to education innovation at an early stage startup
  • A company that prioritizes inclusion and diversity
  • The ability to work remotely from anywhere in the world
  • Competitive compensation with stock options
  • Comprehensive benefits (Health, Dental, and Vision) 100% covered by Fiveable for individuals and families
  • Access to a 401k and life insurance policy
  • Unlimited paid days off and mental health support through Talkspace

Apply Now