Director, Product
About Sittercity
Sittercity, a Bright Horizons company, is a technology platform aiming to transform the child care industry. Our mission is to make finding, hiring, and managing high-quality, trustworthy, and enriching child care easier for both parents and caregivers.
Opportunity
We are seeking a Director of Product with a proven track record of success in fast-paced environments and a strong bias for action that drives measurable business results. You will lead the development of product strategy, collaborate with product managers, and partner with various teams to ensure our product strategy aligns with broader company goals.
Key Responsibilities
Develop and drive product strategy for our consumer and corporate businesses, based on business objectives and customer needs.
Work collaboratively with product managers and stakeholders to develop this strategy into an achievable roadmap.
Drive quarterly OKR planning process for squads.
Clearly communicate strategy and goals across the company throughout all phases of work, from ideation to measurement.
Demonstrate expertise in product leadership, including coaching product managers, product planning, feature prioritization, and trade-off evaluation.
Lead the Sittercity Leadership Team, contributing to company-wide strategic planning and shaping organizational priorities.
Define and analyze metrics that inform product success.
Drive improvements to our existing products and identify opportunities for new product ideas.
Partner closely with Product Design and Engineering to ensure solutions deliver intuitive, high-quality user experiences, balancing usability, performance, and business outcomes.
Champion human-centered design practices, including user research, prototyping, usability testing, and iterative design improvements.
Evaluate product solutions through both a business and design lens, ensuring products are functional, delightful, aligned with user needs, and deliver financial impact.
Evaluate trade-offs between design quality, technical feasibility, and speed to market.
About You
7+ years experience in product management, preferably in consumer-facing and B2B marketplace models, 3+ years in a leadership/management capacity.
Strong business acumen and revenue orientation, with a solid technical foundation and appreciation for delightful design.
Comfortable operating in dual-sided or multi-stakeholder ecosystems (e.g., marketplace, platform, employer/client-driven models).
Innovative problem solver who can quickly absorb complexity and translate ambiguous challenges into clear, actionable solutions.
Demonstrated expertise in product planning, including product vision, roadmap development, feature prioritization, and rigorous trade-off analysis.
Data-driven decision maker who uses product metrics, experimentation, and customer insights to validate assumptions and guide strategy.
Curious and pragmatic about the role of AI in product development and user experiences, with a mindset focused on experimentation, efficiency, and responsible implementation.
Comfortable leveraging AI tools to accelerate product discovery, customer insight generation, prototyping, and team productivity, while maintaining strong product judgment and ethical standards.
Strong appreciation for product design and user experience, with experience collaborating closely with design teams to deliver intuitive, user-centric solutions.
Ability to evaluate product solutions through both a business and design lens, ensuring products are functional, delightful, aligned with user needs, and deliver financial impact.
Familiarity with design systems, usability testing, and iterative product design processes.
Organized, with a strong attention to detail and a passion for getting the product right.
Excellent written and verbal communication skills, including the ability to crystallize and broadly socialize insights.
Why you should join us
Recognized as one of the best places to work by Built In Chicago, we offer an inclusive, innovative, and fun environment that rewards passionate and curious individuals.
You will have an opportunity to influence our product and technology in an entrepreneurial environment with enterprise backing that has a huge impact on the childcare industry.
Salary And Other Compensation Disclosures
The annual starting salary for this position is between $150,000-$180,000 annually. The pay range listed here is what Sittercity in good faith anticipates offering for this job opening. Actual compensation offered within this range will depend on a variety of factors including experience, education and training, certifications, geography, and other relevant business or organizational factors. This position is also eligible for bonus awards.
Benefits
Medical insurance, dental insurance, vision insurance, 401(k) retirement plan, life insurance, long-term disability insurance, and short-term disability insurance.
New employees in this role receive up to: 9 paid holidays annually; 40 hours of sick time per year based on full-time schedule, and [xx] hours of vacation time per year based on full-time schedule (vacation time may be used for sick leave purposes under any applicable state or local sick or safe time law).
Perks
Remote Role
Company events, social outings and volunteer opportunities
Tuition assistance, college coach, and enhanced family support
Sittercity membership, backup child/adult/elder care, and childcare center discounts
Sittercity is committed to hiring a diverse workforce.
We consider all applicants for employment without regard to race, color, sex, sexual orientation, gender identity, religion, age, national origin, disability, veteran status, or any other basis as prohibited by federal, state or local law.
This role must be performed remotely in IL, MA, NJ, NY, OH, OR, TX, CO, NH, VT, WA, WI, FL,GA
This posting is anticipated to remain open until May, 2026.