Director of Engineering

What is Teachable?
Teachable is trusted by creator-educators around the world to grow their impact and income. From online courses and communities to memberships and downloads, Teachable's digital learning products help creator-educators drive meaningful connection and sustainable revenue. With industry-best ecommerce tools, easily toggled on directly within the platform, creators can confidently maximize their earnings, while getting paid directly by their audience. Teachable's unmatched focus on the student learning experience also ensures creators can make a positive and influential impact on their communities-entirely on their own terms. Today, tens of thousands of creator-educators use Teachable to share their knowledge, reaching millions of students around the world. To learn more, visit teachable.com.
Are you ready to join a dynamic, cross-cultural team at an exciting turning point in our company's journey? Now part of the global Hotmart Company portfolio, whose platforms have helped creators earn more than $10 billion, Teachable continues to take the creator economy by storm as a true industry leader. Together, Teachable and Hotmart are delivering market-leading products that prioritize creator control and flexibility, alongside meaningful partnership and support from our team. If you have big ideas, relish the chance to challenge convention, and deeply believe in the power of creators to shape the future, we want you on our team!
About your Team
The Core Engineering Team owns the primary user experience for Teachable's customers and their students. From curriculum builders to video playback, your team will shape how knowledge is shared and consumed on the platform. You'll work in lockstep with Product and Design to drive product excellence, and coordinate with Growth, Commerce, and Platform technology teams to ensure a cohesive experience across Teachable's ecosystem.
What is the role?
Teachable is looking for a seasoned Director of Engineering to lead our Core Engineering Team - the group responsible for the learning experience at the heart of our platform. This includes everything from course creation and delivery to the learner experience across web and mobile. As a key member of our Engineering Leadership, you'll guide cross-functional teams in building intuitive, high-impact features for our customers and their students. You'll collaborate closely with Product and Design, shape technical strategy, and play a central role in evolving our architecture from a monolith to a more modular, service-oriented system. We're seeking a pragmatic, growth-minded leader who thrives in fast-paced, agile environments and knows how to balance innovation with technical rigor.
This role reports to the VP of Product & Engineering and will manage multiple engineering managers and individual contributors.
This is a hybrid role based in New York City, with in-office presence expected 1-2 days per week.
In this role, you'll:

• Lead, mentor, and grow an organization of ~30 engineers, developing strong managers and high-performing teams.
• Collaborate closely with Product and Design to define and deliver a roadmap that balances innovation with reliability and scale.
• Own technical direction and architectural decisions for the Core experience - including identifying opportunities to break apart our Rails monolith into modular, scalable services.
• Establish engineering best practices and ensure high standards of quality, security, and observability across the stack.
• Contribute to org-wide engineering strategy and planning in collaboration with other functional leads.

What You'll Bring:

• 10+ years of engineering experience in product-focused tech companies, with 5+ years managing engineering teams (including other managers).
• A track record of delivering customer-facing products in an agile, iterative environment.
• Strong communication and collaboration skills - able to partner with cross-functional leads and executive stakeholders.
• Deep technical expertise in web application development, with experience in service-oriented architectures. Familiarity with frameworks like Ruby on Rails is helpful, though our future is increasingly focused on technologies like Next.js and Go.
• Experience evolving complex systems and legacy codebases toward modern, maintainable architectures.

Nice to Have:

• Experience with education platforms, creator tools, or other multi-sided marketplaces.
• Previous ownership of end-to-end performance and scalability of large web applications.
• Familiarity with mobile engineering (iOS/Android) and responsive design principles.

Additional details
At Teachable, we are committed to providing fair and competitive pay (using market data to inform our pay bands), rewarding high performance, and ensuring all employees have the opportunity and ability to impact Teachable's overall company value. Base salaries will be reviewed at regular intervals throughout the year, typically following performance review cycles currently conducted annually or in conjunction with a promotion.

• This role is open to candidates who can work hybrid in our NYC office 1-2 days a week.
• Applicants must be currently authorized to work in the United States on a full-time basis.
• For this role, the base salary range is $186,000 to $230,000. Total compensation also includes a competitive benefits package, performance bonus and an RSU package. A salary offer will be determined by a number of factors including experience, skill level, education, internal pay equity, and other relevant business considerations. We review all teammate pay and compensation programs regularly to ensure competitive and fair pay.

While Teachable maintains our NY office for local employees to use, we operate as a remote-first culture in order to give our employees added flexibility. In order to maintain connection and create a community beyond the screen, Teachable holds in-person events throughout the year, where employees and teams can come together for bonding, strategic alignment, goal-setting, and celebrations!
Teachable encourages individuals from a broad diversity of backgrounds to apply for positions. We are an equal opportunity employer, meaning we're committed to a fair and consistent interview process. Please tell us in your application if you require an accommodation to apply for a job or to perform your job.