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The Human + AI Marketing Playbook: How Modern CMOs Balance Automation, Growth, and Human Connection

About

AI is transforming marketing faster than any technology shift before it. From AI agents and automated workflows to hyper-personalized campaigns, today’s marketing teams can move faster and operate with fewer resources than ever.

But as automation accelerates, CMOs face a new challenge: where should AI lead and where do humans still matter most?

In this session, Sydney Rossman-Reich shares how she’s navigating this balance while scaling marketing in an AI-first world. From experimenting with new tools and workflows to rethinking team structure and the role of marketing ops, Sydney will break down what’s working, what’s still evolving, and how marketing leaders can embrace AI without losing the human creativity, judgment, and connection that drive great marketing.

Join this candid conversation on how modern CMOs are building marketing engines that combine AI efficiency with human insight to drive growth.

Featuring
Sydney Rossman-Reich
VP of Marketing @ Tailscale