Dan Sylvester leads SundaySky’s sales efforts as the Vice President of Sales. He is responsible for the North American sales strategy, leading the enterprise and mid-market sales teams, and delivering SundaySky’s value proposition across core verticals to establish a repeatable and scalable sales process for driving new logo ARR growth. 

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.