Keyboard Samurai

Carolyn Healey - Tech Marketing in the Age of AI


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In this episode of Keyboard Samurai, host Wil Klu sits down with Carolyn Healey, a veteran B2B tech marketer and fractional CMO specializing in AI strategy, AI policy, and marketing transformation.

With 30 years of experience guiding small and mid-sized tech companies, Carolyn dives deep into how generative AI is reshaping content creation, marketing workflows, team structures, and customer communication.

You’ll hear a candid exploration of practical AI adoption inside real marketing teams; what works, what breaks, and what absolutely must be governed before businesses roll out AI tools. Carolyn and Wil also discuss the growing tension between creativity and automation, the future of design and content roles, the rise of “shadow AI,” and how companies should think about data privacy when using LLMs.

Whether you're a cybersecurity leader, a technology marketer, or a founder trying to scale content without scaling headcount, this conversation breaks down actionable insights you can apply immediately, including:

• How small-to-mid-size tech companies can use AI to amplify content output

• The right way to build brand voice, workflows, and guardrails using custom GPTs

• Why human review still matters even when AI gets you 80% of the way there• What businesses get wrong about blogging, SEO, AEO, and thought leadership

• How to avoid the growing risks of shadow AI and LLM data exposure

• The real-world impact of AI tools on design, video creation, and marketing ops

Find Carolyn on LinkedIn: https://www.linkedin.com/in/carolynhealey/

Website: servicemarketing.com

Find Wil on LinkedIn: https://www.linkedin.com/in/wilklu/

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Keyboard SamuraiBy wilklu