Contract Senior Creative Operations Specialist

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. We’re seeking a Senior Creative Operations Specialist to support our internal Creative team and Growth partners. Reporting to the Head of Creative, this role is critical to our ability to scale our processes, our work, and our efficiency in the coming years. The ideal candidate has worked in a high-growth startup or fast-paced agency before and demonstrates a deep understanding of how to build processes in a way that balances rigor and structure with agility. Responsibilities: Audit and improve Creative team processes and systems to increase efficiency Partner with the Head of Creative and cross-functional stakeholders to define project scope, ruthlessly prioritize initiatives, and establish clear deliverables and timelines Develop and implement workflows that enable the team to move quickly while maintaining clarity of ownership across projects and milestones Manage project flow across the Creative team, ensuring balanced resourcing and on-time delivery of all assets Facilitate alignment during key creative reviews with internal partners and stakeholders Support peak-season planning to ensure the team is properly staffed and resourced Own key aspects of Creative Operations, including font licensing compliance, production planning and budgets for photo and video shoots, and vendor negotiations Assist the Head of Creative with departmental budget management Requirements Bachelor’s Degree and 7+ years’ experience, mainly or exclusively in high-growth startup or agency settings Experience with a wide range of project management tools Proactive and comfortable with high degrees of autonomy A track record of building and driving work in a process framework that is established, but adaptable A bias towards action, and an ability to ruthlessly prioritize or rescope work if needed A+ organizational, interpersonal, and communication skills Highly collaborative, detail-oriented, and low ego Nice to Have: Experience with ClickUp (current PM platform) Experience building PM workflows in different software platforms from the ground up Previous experience working with Product and/or Growth teams (not just within Creative) Based in Minneapolis, Seattle, or Los Angeles Benefits Pay: $50 - $60/hr 30 hours/week