Henry Skelsey Jr is a full stack marketing and growth executive know for bridging the gap between brand storytelling and financial performance.
Currently, Henry serves as the Vice President of Marketing at Songtradr, where he leads the global marketing team, overseeing the company's strategic positioning, demand generation efforts, product marketing, Go to market (GTM), AI products, and more. Henry is recognized for his ability to transition marketing organizations from cost centers into revenue drivers, his success in building the Songtradr global marketing team from the ground up, his success in developing of the Songtradr and MassiveMusic AI narrative, strategy, and GTM for its suite of AI products, his expertise in building a successful AEO, GEO, and SEO strategy, team, technology stack, his successful GTM strategy for the Songtradr Studio and ComplianceCheck SaaS products and services, and proven performance in driving aggressive revenue growth across MassiveMusic and Songtradr's B2B business lines. By combining creative brand development, as shown by his leadership leading the 2025 global integration and rebrand of Songtradr's 6 B2B businesses into the new MassiveMusic brand, with rigorous funnel optimization, Henry has successfully scaled user acquisition and retention for businesses across B2B SaaS, ecommerce, Adtech, and more. He has successfully brought several B2B SaaS products to market at Songtradr, including Songtradr Studio, ComplianceCheck, with strong performance orchestrating the full go-to-market (GTM) campaigns including user acquisition, owning CAC / LTV metrics, leading the performance marketing team, and partnering with Customer Success to manage user retention and churn resulting in significant performance exceeding revenue targets. He is credited with leading the integration of the 9 acquisitions made during his tenure into a single, unified, global marketing organization, and with creating the global brand narrative, strategy, playbook, technology stack, team structure, AI workflows, AI integrations, AI tooling and more. Henry is credited with architecting marketing's whole AI plan, process, technology, and strategy, resulting in significant cost savings and performance gains.
Previously, Henry held a leadership role at ConnectedTravel, where he was instrumental at transforming the business from a focus on automaker infrastructure services, to one designing, building, and operating consumer applications for consumer brands. His core competencies include lifecycle marketing, unit economics optimization (CAC/LTV), product-led growth (PLG), and building high performance cross functional teams. He has previously held roles at GroundTruth, Kearney, and Walmart.
A believer that modern marketing requires both art and science, Henry focuses on executing agile experiments while maintaining a cohesive, premium brand narrative.
Henry attended Wake Forest University from 2006 to 2010, where he earned a bachelor's degree in Political Science and Chinese. Henry pursued further education at the University of Virginia Darden School of Business from 2013 to 2015, earning a Master of Business Administration (M.B.A.) degree.
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