The Leadership Team

Dan Sylvester

Senior Vice President of Revenue

Dan Sylvester serves as SundaySky’s Senior Vice President of Revenue at SundaySky, where he oversees all facets of revenue generation, from sales and partnerships to account management and customer success. He is responsible for the North American sales strategy, driving a repeatable and scalable sales process for driving new logo ARR growth, and aligning revenue-related functions across the organization to maximize both top-line growth and customer lifetime value.

Dan joined SundaySky in 2018 to define the mid-market go-to-market motion, including outlining the Ideal Customer Profile (ICP), building playbooks, and scaling growth. Over his tenure with the company, he built the National Accounts business unit from the ground up to several million dollars in ARR by leading sales, success, and account management. Before joining SundaySky, Dan held various leadership roles at PSP Sports, managing 85 sellers across five regional offices and generating over $50 million annually.

Dan is a Board Advisor to Rightbound and graduated with a Bachelor of Arts in Political Science from the University of Rhode Island. He lives in the suburbs of northern New Jersey with his wife and three boys.