Owning the Room: Samantha Skey on AI, Imposter Syndrome, and Leading with Intention

In this episode of The Revenue Room™, Samantha Skey, CEO of SHE Media, shares her bold, human-centered take on leadership, AI disruption, and the future of digital publishing. From reframing imposter syndrome as a systemic issue to building a diversified media model grounded in authenticity, Samantha offers a masterclass in leading with courage, clarity, and purpose in a time of massive change.

Key Topics Discussed:

-How Samantha approaches leadership with a focus on ethics, empathy, and long-term impact—not just short-term performance.
-The tension between AI as an operational asset vs. existential threat to publishers.
-Her prediction of a new industry for authenticity verification in content.
-Samantha redefined imposter syndrome as a systemic issue, not a personal flaw.
-A call to redesign environments to be more inclusive of non-traditional leaders.
-SHE Media’s three-pronged business model: owned brands, creator monetization, and immersive brand partnerships.
-The importance of leveraging both quantitative and qualitative inputs to drive business decisions.

About Samantha Skey

About Samantha Skey
Samantha Skey is CEO of SHE Media, a top 10 media company reaching 80 million monthly unique visitors through brands like SheKnows, Flow Space, StyleCaster, Soaps, and TVLine. Acquired by Penske Media Corporation in 2018, SHE Media also operates one of the largest networks of independent lifestyle publishers and creators in the U.S. via the SHE Media Collective, which Skey launched in 2016 to support underrepresented voices.

In 2021, she introduced Meaningful Marketplaces (MMP), helping advertisers scale media buys while supporting premium independent media. That equity-driven mission continued with the 2023 launch of Flow Space, a women’s health platform that won Anthem and Viddy Gold Awards. She also led the debut of SHE Media’s Co-Lab Whole Life Health at SXSW, earning honors from Fierce Pharma and the Anthem Awards.

With over 25 years in digital media and tech, Skey has held leadership roles at CNET, Disney, RecycleBank, and SheKnows. She’s been honored by Ad Age, Folio, and DM News, and serves on the boards of The Ad Council, World Surf League, and Acast. She lives in Princeton with her husband and two children and coaches girls’ lacrosse on weekends.

About Heather Holst-Knudsen

Heather Holst-Knudsen is the founder and CEO of H2K Labs and Revenue Room™ Connect. She is a seasoned executive with extensive experience in digital transformation, data, and revenue growth. She is a recognized leader and operator in media, marketplaces, events, and adjacent technologies. Heather has a proven track record of leading organizations to achieve customer-centric innovation, revenue growth, and enterprise value creation. As a thought leader, Heather shares her insights on multisided business models under The Revenue Room™. Connect with Heather on LinkedIn.

About Revenue Room™ CXO

Revenue Room™ CXO is a private executive community for CEOs and revenue-critical C-Suite leaders who are shaping the future of growth in the data and AI economy. Through curated peer discussions, benchmarking sessions, and strategy sprints, members tackle real-time challenges in revenue transformation, customer intelligence, and business model innovation. This is not another networking group — it’s a confidential forum for leaders ready to accelerate enterprise value in 2025 and beyond.

Learn more or apply for membership at info.h2klabs.com/apply-cxo