Double, double toil and trouble

Artist/organizer Carlos Kareem Windham is a polymath. They’ve spent the better part of the last two decades performing for audiences and speaking with students, leaders, organizations, and thinkers across the globe.

Strategy & Solidarity

Strategy & Solidarity is a growing community of leaders, professionals, activists, artists and engaged community members dedicated to using their superpowers and resources to fight for racial justice and create a future of sustainable thriving communities for all.

You can be sure that anyone joining and remaining in this space will be dedicated to:

  • intersectional racial justice, 
  • doing their own work,
  • building community & mutual support, 
  • developing strategies for effective action towards meaningful outcomes
Skill-building Workshops

Live skill-building workshops hosted by our diverse collective of expert practitioners to refine your strategies for strategic leadership, coalition building, conflict transformation, self & collective care, cultivating intuition & confidence, accessing guidance through divination, and more.

Strategy Sessions

Live strategy sessions to access expert guidance and peer support for crafting actionable strategy, navigating challenges, and achieving your goals. Community-building events, including movie nights, book discussions, game nights and local meetups.

Core Capacity Series

On-demand access to our CORE CAPACITY SERIES Navigating Conflict, Leading for the Future

Resource Library

On-demand access to a curated resource library including recordings of past workshops and events, recommended reading/listening/viewing lists, referrals to trusted consultants, coaches & practitioners.

Community discussion forum

A community discussion forum to celebrate our successes, debrief our failures, troubleshoot our challenges, share our lessons learned, and inspire & encourage each other to continue experimenting and innovating our way to bold new futures for our teams, our organizations, our communities, our families and for ourselves.

Strategy & Solidarity

Strategy & Solidarity is a growing community of leaders, professionals, activists, artists and engaged community members dedicated to using their superpowers and resources to fight for racial justice and create a future of sustainable thriving communities for all.

You can be sure that anyone joining and remaining in this space will be dedicated to:

  • intersectional racial justice, 
  • doing their own work,
  • building community & mutual support, 
  • developing strategies for effective action towards meaningful outcomes
Skill-building Workshops

Live skill-building workshops hosted by our diverse collective of expert practitioners to refine your strategies for strategic leadership, coalition building, conflict transformation, self & collective care, cultivating intuition & confidence, accessing guidance through divination, and more.

Strategy Sessions

Live strategy sessions to access expert guidance and peer support for crafting actionable strategy, navigating challenges, and achieving your goals. Community-building events, including movie nights, book discussions, game nights and local meetups.

Core Capacity Series

On-demand access to our CORE CAPACITY SERIES Navigating Conflict, Leading for the Future

Resource Library

On-demand access to a curated resource library including recordings of past workshops and events, recommended reading/listening/viewing lists, referrals to trusted consultants, coaches & practitioners.

Community discussion forum

A community discussion forum to celebrate our successes, debrief our failures, troubleshoot our challenges, share our lessons learned, and inspire & encourage each other to continue experimenting and innovating our way to bold new futures for our teams, our organizations, our communities, our families and for ourselves.

Me, IRL

The F*cks of Life

Second Saturdays, 4 – 6 pm
Covert Café, 803 SE 82nd Ave, Portland

A late-afternoon comedy show. Guest spots available.

Must-See TV

Everything you’ve heard is true, and worse

“Carlos pronounces their name like a character on the late 70s early 80s television program ‘Taxi’ from James L Brooks.”

— Jesse Thorn, Podcasting Hall of Fame

“Carlos is one of those voices that arise once in a generation, forcing audiences to laugh and reassess all their comfortable assumptions about life in the same breath.”

— Mx Dahlia Belle, as seen in Hanna Gadsby’s Gender Agenda

“You, my friend, are funny.”

—Jean Grae, author, rap icon

“Carlos brings vibrant energy and explosive laughs onto the stage. They can take even the darkest of subjects and flip it on its head having you laughing and quoting them long after the evening is done. They are kind, funny, professional, and one of a kind.”

— Amanda Lynn Deal, great jokes, excellent tatties

“You don’t know what you’re talking about. Fucking asshole.”

— Michael Rappaport, retired child-actor

Carlos Kareem Windham is an incredible leader, friend, entertainer, and educator. I am proud to have had any opportunity to work with them in both comedy and community, and the world is so fortunate that they have a passion for both.”

— Ally J Ward, Portland’s Funniest Comedian



“Mind your own business! Goofy fuck.”

— Talib Kweli, podcaster

“Carlos pronounces their name like a character on the late 70s early 80s television program ‘Taxi’ from James L Brooks.”

— Jesse Thorn, Podcasting Hall of Fame

“Carlos is one of those voices that arise once in a generation, forcing audiences to laugh and reassess all their comfortable assumptions about life in the same breath.”

— Mx Dahlia Belle, as seen in Hanna Gadsby’s Gender Agenda

“You, my friend, are funny.”

—Jean Grae, author, rap icon

“Carlos brings vibrant energy and explosive laughs onto the stage. They can take even the darkest of subjects and flip it on its head having you laughing and quoting them long after the evening is done. They are kind, funny, professional, and one of a kind.”

— Amanda Lynn Deal, great jokes, excellent tatties

“You don’t know what you’re talking about. Fucking asshole.”

— Michael Rappaport, retired child-actor

Carlos Kareem Windham is an incredible leader, friend, entertainer, and educator. I am proud to have had any opportunity to work with them in both comedy and community, and the world is so fortunate that they have a passion for both.”

— Ally J Ward, Portland’s Funniest Comedian



“Mind your own business! Goofy fuck.”

— Talib Kweli, podcaster

My Co-Conspirators

Reach Out, Touch Me