Michael Bresler

Dayenu in the Age of AI

Every year at the Seder, we sing Dayenu.

It would have been enough.

A strange idea, if you really think about it.

Enough? After each step? Before the story is complete?

Because the reality is, we never stop at “enough.” We keep building, growing, advancing.

That feels especially true right now.

AI is moving fast. Faster than most organizations can keep up with. Faster than leaders feel fully comfortable with. There’s always another tool, another capability, another leap forward.

And yet, Dayenu offers a different kind of leadership lens.

What if progress wasn’t only about what’s next…
but also about recognizing what already is?

If AI can help us save time, Dayenu.
If it can help us make better decisions, Dayenu.
If it can free people to focus on more meaningful work, Dayenu.

Not because we stop there.

But because we pause long enough to ask:

Are we using these tools to become more efficient…
or more human?

Passover reminds us that transformation doesn’t happen all at once. It happens in steps. And each step carries responsibility.

The real question for leaders right now isn’t just how far AI can take us.

It’s whether, along the way, we remember what actually matters.

Dayenu isn’t about limiting progress.

It’s about grounding it.

Chag Pesach Sameach.

About the Author
Michael Bresler writes about the future of work, leadership, and organizations and how creating capacity can unlock greater human potential, possibility, and value. He is the founder of Broadheights, where they help organizations rethink how work gets done by improving processes, redesigning systems, and thoughtfully applying AI and emerging technology. His work spans Jewish day schools, Federations, foundations, nonprofits, and private-sector organizations. Michael’s perspective has been shaped by a career across financial services, health and welfare, publishing, and direct marketing, as well as decades of leadership within the Jewish community. He previously served as Board Chair of Beth Tfiloh Congregation and is currently on the board of the JCC Greater Baltimore. His work is grounded in a simple belief: technology should create more space for people to do what humans do best not simply help them do more. He writes and speaks about creating capacity, human-centered leadership, responsible AI, and how organizations and communities can navigate a rapidly changing world without losing the relationships, purpose, and humanity that make their work matter. Michael holds a master’s degree in Negotiation and Conflict Management.
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