Skylight is a technology startup building the OS of the family. We make Skylight Calendar, the smart calendar loved by millions of families (plus Wired and the Wirecutter). Our latest product is Calendar 2, which just launched to rave reviews.
Our mission is to connect loved ones by creating the world’s simplest products and services that improve family life. Our founders are former venture capitalists and serial entrepreneurs who have scaled this business to $300M+ in annual revenue while being completely bootstrapped and profitable We get to grow a happy, healthy company focused on making products our customers love without investors breathing down our necks.
Smart, hardworking people who care about making actually meaningful products love working here. People like you. We’re busy inventing new ways to simplify family life and help parents raise great kids – and we need your help! Come invent something new with us.
About the Role:
Our ideal candidate is an entrepreneur at heart and has deep experience talking to customers and building lovable products. This candidate is comfortable wearing many hats and has an innate curiosity that drives the direction of their work.
You will report to our Chief Product Officer, working closely with the engineering, customer service, and marketing teams to transform Calendar into the operating system of the family, eventually used by millions of families daily.
The Family OS has many possible paths forward and your first job will be to define and validate the next major step forward. Within your first few months, you’ll shape a roadmap, prototype and validate your ideas with customers and work with design and engineers to bring them to life.
In addition you will:
Requirements
Benefits
Our competitive compensation package includes:
Skylight is committed to building a diverse and inclusive team. All qualified applicants will be considered without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, disability, protected veteran status, or any other factor protected by applicable federal, state, or local laws. If you’re the best person for the job, we want you on board!
We hire across the U.S., but for legal reasons, we have to list NY and CO separately.
For Colorado-based candidates, the range being offered for this role is $200-$240K based on experience and for California-based candidates, the range being offered for this role is $200-$240K based on experience. Pursuant to the San Francisco Fair Chance Ordinance, we will consider employment for qualified applicants with criminal histories in a manner consistent with the requirements of this law.
This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

Skylight is here to help keep families connected. Everyone can be on the same page (all the time!) with shareable photos, schedules, and more.
Designed from the start to connect the digital and non-digital worlds, Skylight Calendar and Frame bring families together – whether they’re many miles apart or under the same roof. Millions of families now use these solutions to share their lives and events with each other, stay on track with chores, and keep their family running.
Our nimble team of parents, planners, and all-around good people continues to build new solutions for families, largely driven by our close relationship with our customers. We’d love to have you on this journey with us!