Driving digital transformation, AI-enabled marketing, and brand reinvention, for healthcare, financial services, and technology companies, Stephen Cassell joins Chief Outsiders as a fractional CMO.
HARTFORD, CONNECTICUT – April 2, 2026 – Stephen Cassell, an experienced and growth‑focused Chief Marketing Officer will now apply his healthcare, financial services, and technology industry knowledge to drive client revenue growth as a Fractional CMO for Chief Outsiders. Recently, Cassell joined Chief Outsiders’ team of more than 100 Fractional Chief Marketing Officers (CMOs) and Fractional Chief Sales Officers (CSOs).
“A seasoned operating executive, Stephen steps into complex, regulated environments to lead go‑to‑market strategy, digital transformation, and AI‑enabled initiatives,” said Slade Kobran, East Region Managing Partner, Chief Outsiders. “We’re excited to add his deep healthcare, financial services, and technology industry experience to our battle-tested network of marketing professionals.”
According to the Chief Outsiders website, Cassell builds and scales modern marketing organizations that align brand, demand generation, and technology to business objectives. Known for hands‑on leadership and rapid impact, Stephen helps leadership teams drive measurable EBITDA growth, improve customer experience, and position their organizations for sustainable, long‑term success.
Healthcare Marketing Leadership
As a Chief Outsiders Healthcare focused Fractional CMO, Cassell brings deep industry experience to accelerate growth at client companies.
For example, prior to joining Chief Outsiders as Chief Marketing, Brand & Communications Officer at Point32Health, he led the redesign of growth, retention, and commercial platforms expected to generate $25 million in enterprise value through improved efficiency, customer retention, and cross‑sell performance in a regulated healthcare environment. He also modernized growth, acquisition, and retention platforms.
And as Senior Vice President & Chief Brand Officer at Cigna, he scaled a $180 billion health services platform (Cigna’s Evernorth) following a major acquisition and enterprise integration of Express Scripts.
Cassell’s impressive executive marketing experience also includes roles as Interim Chief Marketing Officer at HH Global (Blackstone Portfolio Company), Vice President, Marketing – Private Bank (Latin America) for J.P. Morgan Chase & Co., and Director of Marketing at HSBC. Prior roles include Vice President at Stryker and Director of New Product Development for American Express.
To support his successful executive marketing career, Cassell earned an MBA in Marketing and Operations from Wake Forest University in Winston Salem, North Carolina and a Bachelor of Arts in Music and Economics from Bates College in Lewiston, Maine. He also completed work in the International Business Program at Oxford University in Oxford, United Kingdom.
About Chief Outsiders
Mid-sized companies unlock market potential and accelerate growth with top-tier talent and technology from Chief Outsiders, the nation’s leading provider of fractional sales and marketing services.
CEOs and business leaders drive sales and marketing strategy to make big things happen with instant access to the firm’s cohesive, battle-tested team of more than 100 fractional executives, a diverse pool of world-class expertise. Each brings the experience of VP Sales, VP Marketing, or higher at one or more operating companies, including many Fortune 500 firms.
Team Outsiders™ leverages this same expertise to deliver on-demand enterprise-grade execution to power growth with efficiency and flexibility. GrowthGears® OS supports faster, smarter, and less risky growth. The industry’s first AI-powered growth platform integrates both the comprehensive strategy of fractional executives and the precise execution of Team Outsiders™. We built its transparent, client-friendly interface around Chief Outsiders’ proven Growth Gears® process.
CONTACT: Maleia Wood, MWood@ChiefOutsiders.com