Strategy Director, Marketplace & New Programs

Outschool

1d • $162,000 - $207,000 • Hybrid

About The Position

Outschool is seeking a Strategy Director, Marketplace & New Programs to shape marketplace growth strategy and turn new business opportunities into revenue growth. The role develops a deep understanding of marketplace performance, customer behavior, economics, and growth drivers, then works across Product, Growth, Marketing, Finance, and Operations to strengthen the core business and improve its competitive position.

The Director evaluates competitive dynamics, emerging markets, and changing customer needs to identify opportunities for new programs, bundled learning experiences, specialized services, and business models. They build business cases, define new offerings, and establish a prioritized roadmap for marketplace expansion.

This is a strategic, commercially accountable, execution-oriented position. The Director serves as the central business lead for new marketplace program initiatives, coordinating cross-functional development, launches, and commercialization. They establish revenue and enrollment objectives, monitor performance, and work with teams to ensure new offerings deliver measurable results. The role also collaborates with the Public Funding & Accredited Programs Strategy Director on opportunities spanning marketplace offerings, public funding, and accredited educational models.

Requirements

• 8+ years of experience in business strategy, growth strategy, product strategy, or new business development within consumer marketplaces, education, technology, or services businesses.
• At least 3 years of experience leading a team or holding P&L responsibility.
• Strong analytical capabilities and demonstrated experience evaluating business performance, customer behavior, unit economics, and revenue-growth drivers.
• Demonstrated success identifying strategic opportunities and translating market and competitive insights into successful business initiatives.
• Experience developing business cases, financial models, market assessments, pricing strategies, and investment recommendations.
• Proven experience taking new products, programs, services, or business initiatives from opportunity identification through development, launch, and revenue growth.
• Strong cross-functional leadership skills, including the ability to align teams, influence priorities, and drive execution without direct reporting authority.
• Experience working closely with Product, Growth, Marketing, Business Development, Finance, and Operations.
• Entrepreneurial mindset, strong commercial judgment, and the ability to translate strategy into measurable business results.

Nice To Haves

• Experience with consumer marketplaces, two-sided platforms, or educational services businesses.
• Experience analyzing marketplace dynamics, customer acquisition, retention, provider supply, and category economics.
• Experience developing bundled offerings, new service categories, subscriptions, or innovative commercial models.
• Experience launching and scaling new products, programs, or business lines within an established organization.
• Experience evaluating strategic partnerships, acquisitions, and build-buy-partner opportunities.
• Previous experience in startups, high-growth companies, or education technology businesses.

Responsibilities

• Develop a deep understanding of the core business, including revenue, GMV, customer acquisition, conversion, retention, educator supply, and marketplace economics; help set strategic priorities and a multi-year growth roadmap.
• Analyze customer behavior, category performance, pricing, unit economics, competitive dynamics, and growth drivers to recommend initiatives that strengthen marketplace performance and competitiveness.
• Assess competitive conditions, education trends, underserved customer needs, business models, total addressable markets, positioning, pricing, and revenue potential to identify expansion opportunities.
• Build financial models, revenue projections, and business cases for new programs, services, and markets; evaluate build, buy, and partner strategies and recommend investment priorities.
• Lead the strategic and commercial design of new programs, bundled learning experiences, specialized services, and marketplace business models, including target audiences, value propositions, positioning, packaging, pricing, delivery models, and financial objectives.
• Serve as the central business lead for new program initiatives, partnering with Product, Growth, Marketing, Business Development, Finance, and Operations to turn concepts into requirements, development plans, and launch-ready offerings.
• Establish revenue forecasts, enrollment targets, launch milestones, and performance measures; coordinate launches, monitor commercial results, and optimize offerings, pricing, packaging, and go-to-market strategies with functional teams.
• Partner with the Public Funding & Accredited Programs Strategy Director to identify opportunities integrating marketplace offerings with publicly funded, accredited, and tuition-based educational programs, ensuring coordinated execution and clear ownership.
• Monitor initiative performance and recommend expansion, improvement, continued investment, modification, or discontinuation based on results.
• Present marketplace insights, business cases, strategic recommendations, and performance updates to executive leadership.

Benefits

• Competitive salaries, stock options, and retirement plans.
• Comprehensive medical, dental, vision, disability, and life insurance.
• Annual wellness stipend, access to coaching and therapy, and pet wellness plans.
• Generous PTO and family leave policies.
• Commute-related benefits for Bay Area-based employees who work in the office part of the week.
• Expensable home office setup and internet support for team members outside the Bay Area.
• Annual budgets for professional development and DEI learning.
• Budgets for children to take Outschool classes.
• Employee donation matching for eligible charities and support for Outschool.org’s nonprofit programs.

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed