Real Talk with Henry Sanders
Madison365 CEO Henry Sanders talks to people working in the community to lift up Wisconsin's communities of color.
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Introducing OuttaDeeBox: Rising Beyond the Streets to Business Brilliance with J-Ball
02/29/2024
Introducing OuttaDeeBox: Rising Beyond the Streets to Business Brilliance with J-Ball
Hello Real Talk subscribers! On March 7, The OuttaDeeBox Podcast will officially become part of the 365 Media Network, with new episodes every other Thursday. Watch Madison365.org/Podcasts for new episodes or search for OuttaDeeBox on your favorite podcast app. In the meantime, here’s a classic episode from the OuttaDeeBox archives! From the unforgiving streets of Humboldt Park, Chicago, to the relentless drive of entrepreneurship, our guest J-Ball has a tale that's nothing short of cinematic. His life, marred by the crack era's cruelty and the agony of familial betrayal, unfolds like a masterclass in resilience. Amidst the backdrop of gang violence and systemic oppression, J-Ball's story is a searing exploration of the human spirit's capacity to endure and evolve. As we unravel his journey, you'll be riveted by the raw honesty of a man who refused to be defined by his past. Our conversation with J-Ball shifts gears as we track his ascent from a series of temp jobs to becoming a master of the wholesale game. The party rental business 'Circle of Fun' was just the beginning of his business ventures, demonstrating J-Ball's knack for identifying opportunities and adapting to market demands. His transformation into a successful wholesaler is peppered with essential business insights, from the significance of multiple income streams to the savvy art of pricing. If you're tangled in the grind or dreaming of financial liberation, J-Ball's entrepreneurial playbook is a treasure trove of strategies and real-world tips. Wrapping up, J-Ball lays the groundwork for anyone inspired to set up their own business, especially those who've experienced the inside of a cell looking out. From the basics, like naming your enterprise and cutting through the red tape, to the strategic selection of commercial space and the intricacies of insurance, his advice is golddust for newcomers and seasoned business owners alike. J-Ball's relentless energy and shrewd business acumen come to life in this episode, serving as a beacon of hope and a practical guide for all who seek to leave a mark in commerce.
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Introducing OuttaDeeBox - Turning the Page: Stacey Clay’s Journey from Incarceration to Inspiration
02/22/2024
Introducing OuttaDeeBox - Turning the Page: Stacey Clay’s Journey from Incarceration to Inspiration
Hello Real Talk subscribers! On March 7, The OuttaDeeBox Podcast will officially become part of the 365 Media Network, with new episodes every other Thursday. Watch Madison365.org/Podcasts for new episodes or search for OuttaDeeBox on your favorite podcast app. In the meantime, here’s a classic episode from the OuttaDeeBox archives! Today, Stacey Clay lays bare his life's journey from the streets of Milwaukee to become a beacon of transformation. As a certified peer specialist at Athesis Therapy, Stacey recounts the trials he faced, including bullying, substance abuse, and a 28-year incarceration. He shares the epiphany that carved his path towards accountability and self-discovery and emphasizes the breakthroughs that shape the future, no matter the past. The resonance of Stacey's experiences within the prison walls echoes through the tales of his transformative realizations. Imagine learning about Jeffrey Dahmer's fate in the same prison you're in while serving a sentence and using that moment to pivot toward profound life lessons. Stacey's evolution is underscored as he describes his progression from leading groups in prison to his current role as a peer specialist, aiding others with empathy drawn from shared struggles. The listener is invited to witness the power of second chances and the critical value of therapeutic support for the marginalized. The fabric of our community is woven with stories of hardship and redemption, and Stacey's narrative adds rich texture to this tapestry. We examine the nuanced challenges of parenting from behind bars, the hurdles in maintaining relationships, and the systemic barriers faced upon reentry into society. But through it all, Stacey's voice offers a guiding light for those navigating similar paths and a message of hope for anyone looking to turn the page and begin a new chapter. Join us in a conversation that is both a tribute to the strength of the human spirit and an affirmation of the continuous possibility of rewriting our stories.
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Introducing OuttaDeeBox: Weaving Dreams into Reality with Fashion Innovator Kingston Robertson
02/20/2024
Introducing OuttaDeeBox: Weaving Dreams into Reality with Fashion Innovator Kingston Robertson
Hello Real Talk subscribers! On March 7, The OuttaDeeBox Podcast will officially become part of the 365 Media Network, with new episodes every other Thursday. Watch Madison365.org/Podcasts for new episodes or search for OuttaDeeBox on your favorite podcast app. In the meantime, here’s a classic episode from the OuttaDeeBox archives! When streets talk, they tell tales of struggle and success, of alleyways that lead to avenues of opportunity. Tune into a powerful narrative as I, Dee Star, am joined by Kingston Robertson, the visionary behind the Holy Godz clothing line. Kingston's journey from Englewood, Chicago's hardened pathways to the forefront of the fashion world, is remarkable. Bearing the lessons from his grandmother and uncle, he turned a history with gang culture and a transformative stint in prison into a beacon of hope and inspiration. Hear his truths about navigating life's trials to emerge as a mentor and leader, using his story to steer the youth away from the shadows and into the light. As threads weave together to create a tapestry, so do the elements of building a brand stitch into the narrative of success. Discover the intricacies of sculpting a clothing line from the ground up, where every choice of fabric and branding strategy weaves a more significant message. Kingston opens up about the challenges and triumphs of entrepreneurship, the commitment to quality that sets Holy God apart, and the personal evolution required to lead a family-run business with heart and foresight. This episode isn't simply a conversation; it's an invitation to witness the transformation of adversity into ambition and to extend our hands to support those who have faced imprisonment as we strive to uplift individuals and entire communities. Join us on this journey of redemption and resilience, where fashion and purpose dress the spirit of change.
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Michael Johnson: This work is a marathon
05/03/2023
Michael Johnson: This work is a marathon
This week Henry talks to Boys & Girls Club of Dane County President and CEO Michael Johnson about fundraising, the McKenzie Regional Workforce Center, and The White Party. Presented by .
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Kalvin Barrett: Two Worlds
04/26/2023
Kalvin Barrett: Two Worlds
This week Henry talks to Dane County Sheriff Kalvin Barrett about what he's learned since becoming Sheriff, the Dane County Jail debate, and the importance of using person-first language to center everyone's humanity. Presented by .
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Mandela Barnes: The Long Run
04/19/2023
Mandela Barnes: The Long Run
This week Henry talks to Mandela Barnes about his run for the US Senate, what he learned from that experience, and what he's doing now. Presented by .
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Dr. Ruben Anthony: Surround yourself with people who are better than you
04/12/2023
Dr. Ruben Anthony: Surround yourself with people who are better than you
On this episode, Henry sits down with Urban League of Greater Madison President and CEO Dr. Ruben Anthony to talk about the importance of mentorship, home ownership, and making sure you're surrounding yourself with people who are better than you. Made possible by
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David Crowley: Optimism is a force multiplier
04/05/2023
David Crowley: Optimism is a force multiplier
Henry talks to Milwaukee County Executive David Crowley about what Milwaukee County brings to Wisconsin, what he brings to his role, and what Milwaukee needs to become a place where everyone can thrive. Presented by .
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Mai Lo Lee: Show up
03/22/2023
Mai Lo Lee: Show up
This week Henry Sanders talks to UW-Green Bay Director of Multi-Ethnic Student Affairs Office Mai Lo Lee. They talk about how she has come to be accepted and trusted in a variety of communities, how she thinks of her legacy, and the importance of consistently showing up. Real Talk is presented by Park Bank.
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Marjorie Rucker - Learn the game
03/15/2023
Marjorie Rucker - Learn the game
On this episode, Henry talk to Marjorie Rucker about working to solve social and racial justice issues through economic development and empowerment, as well as the importance of having the opportunity to "learn the game."
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Marisa Moseley: You have to expect to win
03/08/2023
Marisa Moseley: You have to expect to win
This week Henry chats with UW Womens Basketball Head Coach Marisa Moseley about her philosophy on winning and her recruitment strategy, and Coach Moseley gives Henry her best pitch. Real Talk with Henry Sanders is presented by Park Bank.
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Kaleem Caire: I would change the whole system
03/01/2023
Kaleem Caire: I would change the whole system
On this episode, Henry talks to One City Schools founder and CEO Kaleem Caire about why education reform is needed, how he's trying to do it, and why there's so much resistance to systematic change. Presented by .
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Renee Moe: I believe in flow
02/22/2023
Renee Moe: I believe in flow
This week, Henry sits down with United Way of Dane County President and CEO Renee Moe to talk about her leadership philosophy and what she's learned about herself, both as a leader and as a person.
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BONUS - Gloria Reyes: Madison is my home
02/20/2023
BONUS - Gloria Reyes: Madison is my home
On this special bonus episode, Henry talks to Madison mayoral candidate Gloria Reyes about her history with Madison and what made her decide to run for mayor.
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Hon. Everett Mitchell: One more time
02/15/2023
Hon. Everett Mitchell: One more time
On this episode of Real Talk, Henry talks to Hon. Everett Mitchell about his perspective on what made him want to run to be the first elected Black Wisconsin Supreme Court Justice, and what stands in his way. Real Talk is presented by .
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Adonica Randall - Pick Your Poison
10/26/2022
Adonica Randall - Pick Your Poison
This week Henry talks to Adonica Randall, President and Chief Problem Solver of Abaxent, a technology solutions and consulting company. She talks about navigating the tech space as a black woman and gives some incredible advice about building a business for other up-and-coming entrepreneurs.
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Without A Net - Live from the WIsconsin Leadership Summit
10/05/2022
Without A Net - Live from the WIsconsin Leadership Summit
While we're getting ready for the , we're dropping the audio from a session of last year's virtual summit. Thanks to Park Bank for making Real Talk possible.
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The Climate Gap - Live from the Wisconsin Leadership Summit
09/28/2022
The Climate Gap - Live from the Wisconsin Leadership Summit
While we're getting ready for the , we're dropping the audio from a session of last year's virtual summit that features a great panel that includes current US Senate candidate Mandela Barnes. Thanks to Park Bank for making Real Talk possible.
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Brandi Grayson - Unorthodox
09/21/2022
Brandi Grayson - Unorthodox
This week, Henry Sanders talks to Urban Triage Founder and CEO Brandi Grayson. They talk about Brandi's past advocacy style and how she's had to shift her thinking and her management style to lead a rapidly growing organization in Madison. For more information about Urban Triage, visit
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Black Oxygen - Madison is Changing
09/14/2022
Black Oxygen - Madison is Changing
This week Henry wants to share a conversation he had with Angela Russell on her podcast Black Oxygen. This episode of Black Oxygen features a conversation with the founder and CEO of Madison365, Henry Sanders. In this episode Henry talks about key lessons he learned while leading Madison365 during a pandemic, the changing dynamics of leadership in the Madison community and parenthood - he specifically opens up about being a parent of a child with Down syndrome. Towards the end of this episode Henry highlights the upcoming Wisconsin Leadership Summit. #BlackOxygenPodcast #BlackInWisconsin #WILeadershipSummit #Madison365 #BlackCulture #DopeBlackPodcasts #BlackInMadison #LeadershipInMadison #BlackLeadershipWisconsin #BlackLeadership Links: It’s time for a family reunion and you’re invited - https://madison365.com/its-time-for-a-family-reunion-and-youre-invited/ Wisconsin Leadership Summit - https://www.wileadershipsummit.com/home/wi-leadership-summit Disability Visibility Project - https://disabilityvisibilityproject.com/
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Dr. Carlton Jenkins - Give everyone grace and space
09/07/2022
Dr. Carlton Jenkins - Give everyone grace and space
This week, Henry talks to Madison Metropolitan School District Superintendent Dr. Carlton Jenkins about the history and context of teacher shortages, leading a school district through a pandemic, and how he'll know when he's succeeded.
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Leadership of Love - Hon. Everett Mitchell
08/31/2022
Leadership of Love - Hon. Everett Mitchell
This week, Henry welcomes the Honorable Everett Mitchell, Presiding Judge of the Dane County Circuit Court Juvenile Division and candidate for Wisconsin Supreme Court. Judge Mitchell delves into why he's so passionate about systemic reform and recounts how recognizing marriage equality in his role as a pastor -- long before the Supreme Court legally recognized it -- started him on a path of advocacy and activism. Real Talk with Henry Sanders is presented by Park Bank.
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Voice and Agency: Women of Color in the C-Suite
08/24/2022
Voice and Agency: Women of Color in the C-Suite
From the Women's Leadership Summit 2022, "It's Only 10 Minutes" podcast co-host and UW Leadership & Engagement DEI Coordinator Stephanie Díaz de León hosts a panel of executives including UW Health Vice President Shiva Bidar-Sielaff; Exact Sciences Chief Laboratory Officer Ana Hooker; One City Schools Director of Family and Community Initiatives Marilyn Ruffin; and Goodman Center CEO Letesha Nelson.
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What's Next? A Conversation with Wisconsin's Black Police Chiefs and Sherrifs
08/17/2022
What's Next? A Conversation with Wisconsin's Black Police Chiefs and Sherrifs
The relationship between law enforcement and the communities they serve -- especially the Black community -- is strained, to say the least. Madison365 convened an unprecedented conversation with: * Incoming Dane County Sheriff Kalvin Barrett * Madison Police Chief Shon Barnes * Acting Milwaukee Police Chief Jeff Norman * Milwaukee County Sheriff Earnell Lucas * Beloit Police Chief Andre Sayles The town-hall-style meeting took place on Facebook Live. We addressed the verdict against Derek Chauvin and what needs to change going forward.
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The Armor of God: Servant Leadership - Percy Brown, Jr.
08/10/2022
The Armor of God: Servant Leadership - Percy Brown, Jr.
This week Henry talks to Percy Brown, Jr. about his faith, Black culture, critical race theory, and the importance of knowing who you are. Real Talk with Henry Sanders is presented by .
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Leading and Learning Through Innovation - Kaleem Caire
08/03/2022
Leading and Learning Through Innovation - Kaleem Caire
This week Henry talks to Founder and CEO Kaleem Caire about failure, resistance, persistence, and the importance of innovation in education. Real Talk with Henry Sanders is presented by Park Bank.
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Using Sports for Social Good
07/29/2022
Using Sports for Social Good
Recorded live at the 2022 Men’s Leadership Summit presented by Park Bank. Marquis Sanders, Nick Ivory, Adam Jackson, Kalvin Barrett and Ernie Stevens discuss how sports can be used for social good.
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The Writing on the Chalkboard- How to retain effective educators in Wisconsin
07/28/2022
The Writing on the Chalkboard- How to retain effective educators in Wisconsin
Recorded live at the 2022 Men’s Leadership Summit presented by Park Bank. Dr. Tremayne Clardy, David Hart, Kyree Brooks, Mike Hernandez and Marcio Sierra discuss how Wisconsin can attract and retain the best educators.
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Reimagining Black and Brown Brotherhood
07/27/2022
Reimagining Black and Brown Brotherhood
Recorded live at the 2022 Men’s Leadership Summit presented by Park Bank. Gabe Doyle, Joe Maldonado, Marcus Sedberry, Oscar Mireles and David Muhammad dig into a reimagined brotherhood between Black and brown men.
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Rebuilding Black Wall Street for All of Us
07/26/2022
Rebuilding Black Wall Street for All of Us
Recorded live at the 2022 Men’s Leadership Summit presented by Park Bank. Tarik Moody, Jason Fields, Jeff Mack and Tony Shields talk about what it’d take to rebuild Black Wall Street.
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