Product Manager

About Skylight

Skylight is a tech startup creating what it calls the operating system for family life. The company is behind Skylight Calendar, a smart calendar product used and appreciated by millions of families, and the recently released Calendar 2, which has earned strong early reviews.

The company’s purpose is to bring people closer together through simple products and services that make day-to-day family life easier. Its founders are former venture capitalists and repeat entrepreneurs who have grown the business to more than $300M in annual revenue while remaining bootstrapped and profitable. That means the team can focus on building products customers genuinely enjoy, without outside investors pushing short-term decisions.

Skylight values smart, driven people who care about building meaningful products. The team is working on new ways to simplify family routines and support parents in raising great kids, and they are looking for someone who wants to help invent what comes next.

Role Overview

This position is best suited to someone with an entrepreneurial mindset, strong experience speaking with customers, and a track record of building products people love. The right person is comfortable juggling multiple responsibilities and brings a natural curiosity that helps shape what they build.

You will report to the Chief Product Officer and partner closely with engineering, customer service, and marketing to evolve Calendar into a daily operating system for families.

What You Will Do

During the first few months, your focus will be to define and test the next major step for the Family OS. You will help create the roadmap, build prototypes, validate ideas with customers, and work with design and engineering to turn those ideas into real products.

• Define the product direction by developing a strong understanding of the market, the customer, and the ways Skylight can better support families, then use that insight and your creativity to propose and test new product ideas.
• Own the roadmap by deciding what to build across the product and shaping features that improve customer value while also moving key business metrics. You will prioritize sharply and scope minimum lovable products that can be delivered on time.
• Work across teams by coordinating with engineering, design, and marketing to launch features smoothly and encourage strong adoption.
• Measure progress carefully by setting KPIs, tracking results, and analyzing data to understand users and the effect of product decisions. Your findings will help guide future work and align the team around your strategy.

Requirements

• Between 5 and 10 years of relevant experience.
• Demonstrated success in building and owning software products that made a meaningful impact.
• A strong flow of ideas, viewpoints, and a clear sense of what good products should be.
• A talent for spotting unique insights and being right more often than not.
• Strong curiosity, especially around how product development is changing in the AI era.
• Comfort working independently, dealing with uncertainty, and suggesting practical solutions.
• Solid analytical ability and a data-led approach to product decisions.
• Excellent communication skills with the ability to make complex ideas easy to understand.

Benefits and Compensation

The company offers a competitive compensation package that includes salary plus equity, 401(k) matching, wellness/learning/home-office budgets, health, dental, and vision coverage, strong autonomy over your work, unlimited PTO, and company holidays on the first Friday of every month except in November and December.

Equal Opportunity Statement

Skylight is committed to a diverse and inclusive workplace. All qualified candidates will be considered regardless of race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, disability, protected veteran status, or any other protected characteristic under applicable law.

Location and Pay Details

The company hires across the United States, but for legal reasons lists New York and Colorado separately. The stated salary range for Colorado-based candidates is $200K to $240K, based on experience. The same $200K to $240K range is also stated for California-based candidates, based on experience. The company also notes that qualified applicants with criminal histories will be considered in line with the San Francisco Fair Chance Ordinance. Its employment policies apply to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.