Lolly Daskal is a leadership coach, author and founder of Lead From Within who writes about self-awareness, trust and leading people through the rise of AI.
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Lolly published a collection of 100 lessons about AI adoption, drawn from her executive coaching. It explores trust, resistance, decision-making and the responsibility leaders still carry.
lollydaskal.substack.comRead Lolly’s essayIn a new essay, Lolly argues that AI investments need a clear strategy and a shared definition of success. She asks leaders to connect each project to a specific business goal.
lollydaskal.substack.comRead Lolly’s essayLolly shared a playbook for executives adjusting to GPT-5. Drawing on conversations with leaders, she explores how discomfort with a new tool can become a chance to learn.
lollydaskal.substack.comRead Lolly’s essayLolly published an essay on the temptation to hand difficult decisions to AI. She asks leaders to examine whether faster answers are helping them think or helping them avoid responsibility.
lollydaskal.substack.comRead Lolly’s essayLolly released a guide for leaders feeling pressure to adopt AI. It examines rushed decisions and encourages a more thoughtful approach to choosing and using tools.
lollydaskal.substack.comRead Lolly’s essayFollow Lolly’s writing and join the conversation about leadership.
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