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We Are the Leaders, Issue #16, Grace Lee Boggs

February 20th, 2026

Dear Leaders,

The name of this newsletter — We Are the Leaders — comes from Grace Lee Boggs.

A few years, while I was exploring a partnership with the Obama Foundation on the South Side of Chicago, someone said to me, almost casually:

“Your work is like that quote … “We are the leaders we are looking for.”

As someone who appreciates a powerful one-liner, I felt it land. It named something I had been circling–  that leadership isn’t waiting for someone else. It isn’t about arriving with a title. It is already present, if we are willing to claim it.

That sentence was my introduction to Grace, and this past week, I went back to the source.

Grace Lee Boggs died in 2015 at the age of 100, having led a remarkable life. Over the last several days, I have immersed myself in her writings, recordings and was able to watch a great documentary about her life. Listening to her voice — I found myself wishing I could ask her what she thinks about this moment. I imagine she would respond the way she often did:

“What time is it on the clock of the world?”

It was her way of locating us in history — asking whether we were living at the end of one era and the beginning of another, and whether our thinking had evolved enough to meet that shift.

Grace was unmistakably a Trailblazer, questioning inherited systems, refusing to accept that institutions were fixed, and insisting that when structures fail, imagination must expand. As someone who also identifies that way (drawn to challenging assumptions and redesigning what feels permanent), it makes sense that her words resonated with me so deeply.

This Week’s Reflection:  Grace Lee Boggs

Grace Lee Boggs was born in 1915 to Chinese immigrant parents in Rhode Island. Her mother could not read or write English. Her father built a successful restaurant business. She grew up in a household shaped by both exclusion and aspiration, very aware of the barriers facing immigrant families and the discipline required to survive them.

She entered Barnard College at sixteen, as a childhood genius, coming of age during the Great Depression. It was a time when the promises of American capitalism were visibly cracking. She studied philosophy and was shaped deeply by Hegel’s dialectics, the belief that progress emerges through tension, that ideas must evolve through contradiction, and that nothing in history remains static.

That framework would define her life.

She earned a PhD in philosophy in 1940 and stepped into a country that had no intention of hiring an Asian American woman philosopher. The academy closed its doors. So she stepped outside of it.

She went where the questions were urgent.

In Chicago and later Detroit, she immersed herself in Black communities, labor movements, and radical politics. She became a devoted student of Marxism and wrote under pseudonyms out of fear of arrest. Over time, she accumulated a two-hundred-page FBI file — a testament to how seriously the government took her ideas.

In 1953, she met James Boggs, an autoworker at Chrysler and a formidable political thinker. Their partnership was not symbolic; it was intellectual and strategic. Together, they analyzed the trajectory of industrial America and warned that automation would fundamentally reshape work, dignity, and identity. From their home in Detroit, they became part of the strategic conversations shaping the era, in dialogue with figures such as Malcolm X and Martin Luther King Jr., contributing ideas that influenced movements far beyond their city.

Detroit was their home, and Detroit felt the automation shift first as factories closed, jobs disappeared, and entire neighborhoods were hollowed out, unraveling the promises of industrial capitalism in real time.

Grace also lived through and contributed to the 1967 rebellion in Detroit — an eruption of anger rooted in racism, economic abandonment, and systemic injustice. But what stayed with her was not only the anger. It was what followed. She began asking a different question: What does rebellion actually produce? She saw it could expose injustice, but it did not automatically build what came next.

That realization marked a turning point, leading her to distinguish between rebellion, an outburst of anger, and revolution, which she came to believe must be an ongoing evolution, or what she framed as (r)evolution. For Grace, (r)evolution was not a dramatic seizure of power. It was the disciplined work of transforming ourselves and our communities so that new systems could emerge. It required imagination, patience, and a willingness to revise one’s own thinking — publicly and repeatedly.

Over decades, her politics evolved. She moved from orthodox Marxism toward a broader philosophy of community self-determination. She emphasized place-based organizing, youth leadership, and local agriculture. In 1995, she co-founded what is now the James and Grace Lee Boggs Center to Nurture Community Leadership in Detroit — focused not on protest alone, but on cultivating leaders capable of rebuilding from within.

For Grace, revolution was not destruction; it was redesign — and redesign takes time. It requires staying in community, staying in dialogue, staying long enough to see what grows. That discipline defined her work.

Why This Matters Now

As I dug more deeply, I found something very relevant for our time. Grace and James Boggs warned decades ago that automation would destabilize not just labor, but identity, and that when work disappears, communities fracture and people lose more than paychecks. Detroit was treated as an isolated crisis — a city left behind by capital and machines. Now it feels like a preview.

AI is reshaping the entire economy, with sectors shifting, roles disappearing, and identities unsettled in ways that will make fear rise and anger an easy response. The loudest calls will be for the restoration of jobs (i.e “make america great again”). But in 2011, Grace wrote something provocative: Jobs aren’t the answer. And in a 2012 speech with Angela Davis — years before artificial intelligence became a household phrase — she said it even more plainly: “The time has come for us to reimagine everything.”

She distinguished between a Job — something endured for compensation — and Work — something that develops our capacities, strengthens community, and gives meaning to our lives. Automation, she believed, could deepen alienation or liberate creativity. The difference would depend on our imagination.

If AI is the next chapter in the automation story she and James were writing about decades ago, the task is not preservation but evolution — redefining contribution, community, and leadership in a new technological age.

The deeper question may not be how we preserve “Jobs”, but how we design “Work” that expands human agency, strengthens judgment, creativity, and community, rather than reducing us to appendages of our own systems.

From Reflection to Action

If this truly is a turning point on the clock of the world, then the work in front of us is not only structural. It is personal.

Grace believed that revolution begins with self-transformation. Before we redesign institutions, we must examine the assumptions we carry about work, leadership, and power.

So the reflection is not only about systems. It is about ourselves.

Where are we clinging to old definitions of success?

Where are we measuring our value by roles that may no longer exist?

Where have we confused productivity with purpose?

Are we willing to let go of identities that were built for a different era?

Grace suggested that imagination is a discipline. That discipline begins internally. It asks us to think beyond inherited categories, beyond industrial habits of mind, beyond the comfort of the familiar. It is something we must practice ourselves.

Until Next Week

Next week, I will spend more time thinking about the iconic Jesse Jackson and his profound impact on all of our lives. 

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