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About Cliff Kayser

Cliff is an experienced organization development (OD) consultant, executive coach, and leadership trainer overseeing Polarity Partnerships' east coast operations out of Washington, DC. In 2017, Cliff became a founding partner of the 501(c)3 organization the Polarities of Democracy Institute and in 2018 the healthcare coaching/consulting firm, SixSEED Partners. Cliff is a faculty member at American University's Master's in OD and KEY Executive programs and is a Coaching Fellow for George Mason's Accredited Coach Training Program under the Center for the Advancement of Well-being. His past work experience includes VP of Organizational Development and Training for The National Cooperative Bank, Senior OD Consultant for The Washington Post, and Corporate Manager of Human Resources (HR) and Training for The Washington Post Company. Cliff earned Master's Degrees in OD (2007) and HR Management (1998) from The American University and his Coaching Certification from Georgetown's Executive Leadership Coaching Program in (2008). He is a PCC (Professional Certified Coach) and a graduate of the 2-year Polarity Mastery program (2010), and has served as the program dean since 2014.

“Just Tao It” Series: Introduction, Part I — Welcome to Patterns & Mystery

By |2026-04-08T19:04:08-04:00February 15th, 2026|Both/And Polarity Leveraging, Just Tao It, Polarity Thinking|

We're in the business of choosing sides. Profit OR Planet. Progress OR Tradition. Human Wisdom OR Artificial Intelligence. My team/family OR Your team/family. And we're exhausted. Not because we're choosing wrong, but because we're treating tensions that require both as problems that can be solved by  one or the other. Just [...]

Harm in Mindfulness? Yup.

By |2026-03-13T14:46:26-04:00February 14th, 2026|Both/And Polarity Leveraging, Polarity Thinking|

I’m not the brightest tool in the deck, but I know one thing…when something that’s supposed to help us starts to cause a new problem, it’s probably because we didn’t see there was a Both/And need -- for both a Value AND its interdependent Value partner. I’m part of a small online community of practice [...]

Walking Your Talk

By |2026-03-13T14:46:52-04:00February 9th, 2026|Both/And Polarity Leveraging, Polarity Thinking|

I’ve been struck by the image of Buddhist monks walking—slowly, deliberately, and quietly—across the distances in a world that’s all about the hurry-up, the take sides, and the win. They’re not trying to convince anyone of anything. They’re not carrying signs. They’re not shouting slogans. They’re just walking, step after step, holding their own center [...]

Seen This Movie Before?

By |2026-03-13T14:47:19-04:00February 9th, 2026|Both/And Polarity Leveraging, Polarity Thinking|

I’m not the sharpest tool in the deck, but I know this much: when people at work start talking about pendulums swinging and driving from one ditch to the other, something important is trying to get our attention. You hear it all the time. “We’ve overcorrected.” “Now we’ve gone too far the other way.” “This [...]

Getting Fluid Steadiness

By |2026-03-13T14:47:47-04:00February 4th, 2026|Both/And Polarity Leveraging, Polarity Thinking|

What’s being asked of leaders right now isn’t simply better behavior or stronger values — it’s steadier judgment inside tensions that don’t resolve. Leaders are expected to move quickly and think systemically, to show conviction and remain open, to deliver results and preserve trust, to leverage AI and protect human responsibility. None of these are [...]

Harvard Business Review On Polarities: Surfacing, Embracing, Processing

By |2026-03-13T14:48:39-04:00February 1st, 2026|Both/And Polarity Leveraging, Polarity Thinking|

Check out the full article here It’s always with a mix of excitement and a bit of apprehension that my attention sharpens when a credible source like Harvard Business Review or MIT Sloan publishes an article on polarities. The excitement: Finally, broader attention and value recognition. The apprehension: Was it represented well? In this HBR [...]

Righteous Minds — In Pairs, PART II

By |2026-03-13T14:49:07-04:00January 30th, 2026|Both/And Polarity Leveraging, Polarity Thinking|

(This is a follow-on to PART I Cliff’sNOTE inspired by the book, The Righteous Mind by Jonathan Haidt. That one focused on the two “core” polarity tensions he implicitly discusses: Moral Intuition AND Moral Reasoning … Belonging AND Truth-Seeking.) There’s a part of most of us that still believes this quiet fantasy: if I just [...]

My Why-How for the “Polarity-informed AI Chat w/Cliff”

By |2026-03-13T14:49:45-04:00January 29th, 2026|Both/And Polarity Leveraging, Polarity Thinking|

(And not losing humanity in the process.) Some backstory for the link and QR code above. This isn’t an “AI Cliff-coach,” even though the platform I used would happily frame it that way. I’m a PCC-certified ICF coach, and I’m increasingly careful about how we use the word “coach” in this space. This polarity-informed AI [...]

The Righteous Interdependency I Can’t Stop Thinking About

By |2026-03-13T14:50:14-04:00January 18th, 2026|Both/And Polarity Leveraging, Polarity Thinking|

I can’t stop thinking about the steady decline in the quality of our dialogue. Not just online. Not just in politics. I see it in families. In teams. In organizations. In communities. Across states. At the national level. And yes—even in the so-called “United” Nations. The tone is harder. The listening thinner. The certainty louder. [...]

Righteous Minds — In Pairs, PART I

By |2026-03-13T14:50:47-04:00January 18th, 2026|Both/And Polarity Leveraging, Polarity Thinking|

(This Cliff’sNOTE was inspired by the book, The Righteous Mind by Jonathan Haidt) Let me start with a confession. I fall into these traps all the time. Despite knowing the theory. Despite teaching this work. Despite having Polarity Thinking™ tattooed on my professional soul. I still catch myself sliding into moral certainty, reacting before reflecting, [...]

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