What does it really take to lead a modern marketing organization without burning out or losing yourself?

In this episode of Lead Human, Jack Myers and Tim Spengler sit down with Lauren Weinberg – former CMO of Peloton, global CMO of Square, and longtime marketing leader – to talk about grit, energy, and choosing work that actually fills you up, not empties you out. Lauren shares how she thinks about the fork in the road between entrepreneurship and big-company leadership, why relationships are everything inside large organizations, and how she tries to lead with listening, not ego.

She unpacks her idea of “energy vampires” at work and in life, how COVID forced her to reset her priorities as a mom of two teenage boys, and why she now sets unapologetic boundaries around the moments she refuses to miss. Lauren also explains why she avoids the old “brand vs performance” fight and instead talks about creating and capturing demand, including how she partners with CFOs to get on the same page about timelines, metrics, and risk.

From leading Peloton’s marketing through a turnaround, to learning from Jack Dorsey’s blend of confidence and humility, to her own AI learning journey, Lauren offers a grounded, practical playbook for anyone trying to grow a career, a team, and a life at the same time.

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