In our final regular episode of Season 5, Heather Booth returns to share more of her journey and insights into organizing and activism, as well as the need for love and joy in sustaining long-term activism. Joe and Heather discuss the challenges of staying organized and the importance of maintaining personal connections and joy in their work.

Guest Information:

You can connect with Heather on LinkedIn or on her website.

Check out some of Heather's recommendations:

Books:

• The Hard Work of Hope (Michael Ansara)
• Working 9 to 5: A Women's Movement, a Labor Union, and the Iconic Movie (Ellen Cassedy)

Movies

• The Janes (HBO Max)
• Freedom On My Mind (Vimeo)
• Salt of the Earth (Prime Video)
• Z (Criterion)
• Sinners (HBO Max)
• Heather Booth: Changing the World (Amazon)
  

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In this episode, Joe chats with Cheryl Contee about AI’s impact on nonprofits. Cheryl discusses her book, “AI for Nonprofits,” emphasizing the importance of using AI to enhance work and make a greater difference. She also addresses concerns about AI ethics and environmental impact, advocating for transparency and responsible use. If you’ve got questions about AI, this is the episode for you!

Guest Information:

You can connect with Cheryl on LinkedIn. You can check out Cheryl's book, AI for Nonprofits here.

Some of the websites and AI tools mentioned in Cheryl's interview include:

• Change Agent
• AI4NP
• NTEN
• There's An AI For That

Cheryl's recommendations:

TV:

• Star Trek (Paramount+ and other platforms)

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In this episode, Martín dives into the tricky world of keeping alliances strong in social justice movements with Abby Levine, formerly the Executive Director and now CEO of the Jewish Social Justice Roundtable. Abby shares advice on handling tough times, staying true to your values, and why building connections is key when working together, even when it feels like your allies are drifting.

Guest information:

You can connect with Abby on LinkedIn.

Learn more about the Jewish Social Justice Roundtable by visiting their website, or you can check them out on Instagram and LinkedIn.

The Jewish Social Justice Roundtable has many online resources to offer:

• Democracy and Freedom
• Racial Justice
• Jewish Justice
• Organizational Culture
• Giving Guide

Check out some of Abby's recommendations:

Books:

• Rage Becomes Her: The Power of Women's Anger (Soraya Chemaly)

Podcast:

• Good Hang with Amy Poehler

TV:

• The Pitt (HBO Max)

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Presented by The Campaign Workshop.

This week, Fran (Hutch) Hutchins shares their journey from growing up in Alabama to becoming a key figure in LGBTQ+ advocacy. They discuss their work with the Equality Federation, the importance of grassroots organizing, and the challenges of sustaining motivation in long-term activism. Hutch emphasizes the significance of community support, personal resilience, and strategic planning in driving social change. The conversation also touches on the role of hope, the impact of movement history, and the need for inclusive leadership.

Guest information:

You can connect with Hutch on LinkedIn.

Learn more about the Equality Federation by visiting their website, or you can check them out on Instagram and LinkedIn.

Check out some of Hutch's recommendations:

Books:

• Let the Record Show: A Political History of ACT UP New York, 1987-1993 (Sarah Schulman)

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Presented by The Campaign Workshop.

We're offline for a much-needed holiday break for the next two weeks. How to Win a Campaign will be back with another full episode on January 7, 2026.

The Campaign Workshop is raising money this holiday season for Feeding America. Together, we can make a meaningful impact by supporting our neighbors facing hunger and their ability to gain equitable access to food. With supporters like you, we can achieve food security in America and feed what matters.

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Presented by The Campaign Workshop.

This week, Martín sits down with Stacey McAuliffe from the Management Center to tackle one of the toughest challenges facing organizations today: navigating budget cuts and potential layoffs. Stacey shares her thoughts on maintaining humanity and integrity during these difficult times, offering practical advice for leaders to manage tough conversations while supporting their teams. Whether you're a seasoned leader or new to management, this episode provides valuable insights to help you lead with confidence and compassion.

Guest Information:

Stacy McAuliffe, The Management Center

You can also check out The Management Center on Instagram and LinkedIn.

For toolkits and resources mentioned in this episode, check out:

• Layoffs Toolkit for Leaders
• Re-Division of Labor Worksheet
• Layoff Script Sample & Template

Stacy's book recommendation:

• Sea Wife (Amity Gaige)

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This week, Joe talks with Olivia Hill, who shares her journey as the first trans woman elected in Tennessee. She discusses the challenges she faced, how her passion for improving infrastructure helped her stay focused, and how she continues to bridge divides in an effort to make Nashville a better place to live.

Guest Information:

Olivia Hill, Council Member at-Large, Nashville Metro Council

You can connect with Olivia on LinkedIn.

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Presented by The Campaign Workshop.

This week, Jon Hoadley, a former Michigan House legislator and 2020 Democratic candidate, sits down with Martín and shares his journey through the political landscape. He discusses the challenges of media attacks, the importance of having a support system, and his commitment to public service.

Guest information:

You can connect with Jon Hoadley on LinkedIn.

Learn more about the Michigan Donor Alliance on their website.

Check out some of Jon's recommendations:

Books:

• True Gretch (Gretchen Whitmer)
• The Purposeful Warrior (Jocelyn Benson)
• Hate Won't Win (Mallory McMorrow)
• Healing Politics (Abdul El-Sayed)

Podcasts:

• A Republic, If You Can Keep It (Mark Brewer, Jeff Timmer)

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Presented by The Campaign Workshop.