On this episode of the Stang Stories podcast, Molly O'Brien '26 interviews Mike Connolly '96, about his journey from South Boston to Milton Academy—earning a full scholarship, repeating seventh grade, bonding over sports and homeroom, and finding inspiration in an astronomy class and senior projects in photography and essays. Mike recounts his college years at Tufts, a shift from engineering into sales, the mentors who guided him, and how a personal loss led him to found Pay Forward Coaching in 2022, a nonprofit offering thousands of free career coaching sessions. He closes with practical advice for current Milton students: do more extracurriculars and keep relationships alive.

Welcome to Stang Stories with Oliver Sin '25 featuring Tonantzin Carmona '08. In this episode she recounts her transition from Chicago’s Little Village to Milton, the mentors and traditions that shaped her, and how listening to diverse perspectives led her into a career in public policy. Tonantzin discusses building Chicago’s municipal ID, work at Brookings, Treasury and the White House NEC, lessons on leadership and public speaking, and her measured view on crypto and equitable economic policy. She closes with practical advice for students: take risks, be kind, and know your why.

Welcome to this episode of the Stang Stories podcast, where Jason Yu '25 interviews Mark Denneen '84, Milton Academy alumnus and CEO of Denneen & Company. Mark shares his journey from being a student at Milton to leading a successful growth strategy consulting firm. He discusses the profound impact Milton had on his intellectual and professional development, highlighting the significance of lifelong friendships and the foundation of essential skills such as critical thinking and public speaking. Mark also reflects on his pioneering efforts as the founder of the Milton Paper, emphasizing the importance of independent student voices. He talks about his career trajectory, the challenges and rewards of entrepreneurship, and the role of history and leadership in shaping his path. Tune in to explore Mark's experiences and gain insights into the world of consulting, innovation, and the power of education.

In this episode of the Stang Stories podcast, Milton Academy senior Jason Yu '25 interviews Kabeer Parwani '07. Kabeer shares his journey from being an improv enthusiast and theater lover at Milton to serving as a Foreign Service Officer at the U.S. Embassy in Lisbon, Portugal. He reflects on the significant impact his school years had on his interest in international diplomacy and how these experiences shaped his career trajectory. The conversation delves into Kabeer's day-to-day responsibilities as a political officer, the cultural challenges he navigates, and the diplomatic skills he employs to foster strong U.S.-Portugal relations. Kabeer also shares anecdotes from his global postings and provides valuable advice for current students aspiring to a career in international affairs. This episode offers a unique blend of personal history and professional insights, illustrating how leadership, adaptability, and communication are key to success in the world of diplomacy.

Join us on this episode of the Stang Stories podcast as Gustavo dos Reis sits down with Mr. Lamont Gordon '87, a proud Milton Academy alumnus and the executive director of College Visions. Reflecting on his years at Milton and beyond, Mr. Gordon shares the transformative experiences and leadership roles that shaped his path in education. From advocating for minority students to founding impactful programs at Brown University, his journey is a testament to the power of education and community. Discover how the values of confidence, diversity, and authenticity learned at Milton Academy guided him through his career and informed his work with organizations like the Posse Foundation. Mr. Gordon’s story is a compelling narrative of dedication to making education accessible and equitable for all students. Gain insights into how Milton prepared him for success and the crucial mission he continues to pursue in the nonprofit sector.

Welcome to this inspiring episode of the Stang Stories podcast! Ladia Khaing sits down with Jamie Mittelman, a Milton alumna and CEO of Flamebearers, a platform dedicated to uplifting the stories of female Olympians and Paralympians. Jamie shares insights from her time at Milton, her eclectic educational and professional journey, and her ardent passion for advocating women's stories in sports media. Discover how Jamie went from participating in a multitude of extracurricular activities at Milton, to earning advanced degrees from prestigious institutions, and eventually finding her calling in supporting women athletes globally. She discusses the challenges and adversities faced in promoting women's sports and the transformative power of storytelling in making real-world impacts. Join us for a conversation that celebrates resilience, inspiration, and the drive to make a positive change in the world through the power of storytelling and advocacy.

In this episode of the Sting Stories podcast, host Jazlyn Fuentes '25 converses with Dr. Alexandra Rodman, a distinguished alumna from Milton's class of '06 and a psychology professor at Northeastern University. Dr. Rodman shares insights about her transformative experiences at Milton, including her involvement in boarding life and the Octet music group, which paved her path toward acapella in college. Dr. Rodman discusses her academic journey from Tufts University to obtaining a PhD at Harvard, emphasizing the importance of balancing academics with extracurricular activities. She highlights her passion for clinical psychology and developmental cognitive neuroscience, exploring the intersection of social experiences and brain development during adolescence in her present research. Through anecdotal experiences and advice, Dr. Rodman reflects on key learnings throughout her career, providing valuable insights for aspiring students and professionals in psychology and neuroscience. The conversation also delves into developmental phases, the importance of resilience, and emerging research on adolescent smartphone use.

In this episode of the Stang Stories podcast, Jason Yu '25 chats with Dr. Annie LaVigne '07, a current instructor at Johns Hopkins University School of Medicine. There, LaVigne focuses on intersecting the health humanities with radiation oncology, bringing humanism to the center of the medical field. Learn about LaVigne's daring cross-country biking treks, swims with sharks in South Africa, and current research on radiotherapy deserts. (And of course, her art!) 

In this episode of Stang Stories Podcast, Ladia Khaing ’25 sits down with Maggie Jackson, a distinguished non-fiction author and Milton alumna from the class of 1978. Maggie shares her transformative experiences at Milton and how they laid the foundation for her illustrious career as a journalist and author.

In this captivating episode, Oliver Sin sits down with Mr. Rod Skinner '72, a distinguished alumnus of Milton Academy's class of 1972 and the Dean of College Counseling from 1999 to 2023. Mr. Skinner shares his unique experiences as a student during the Vietnam War era, shedding light on the anti-war protests that marked his high school years. The conversation delves into the historical context of Milton Academy, contrasting the institution's past and present. Mr. Skinner recounts his journey from Milton to Harvard University, highlighting the influences that shaped his academic pursuits and career choices. He offers invaluable advice for current students, emphasizing the importance of authenticity, resilience, and maintaining a sense of purpose. Join us for an insightful discussion that explores the evolution of education, the impact of historical events on personal growth, and the timeless values that continue to define Milton Academy.

In this episode of Stang Stories, Jason Yu '25 interviews Louis Demetroulakos '15, the Strategic Alliances Director at Playroll, a company dedicated to facilitating global expansion for businesses. Louis, who served as Head Monitor during his senior year, shares his journey through Milton, NYU, Shanghai, and various other cities worldwide, highlighting the cultural awakenings he experienced along the way. As a new school year approaches, in true head monitor fashion, Louis offers valuable advice for new Milton students. New students—this episode is for you!

In this episode of Stang Stories, Diane Asiedu interviews Claire Cheney ‘02, founder of Curio Spice. Claire shares her passion for spices with audience members and reveals how Milton influenced her journey to finding happiness and success in her professional life. 

In this episode of Stang Stories, Diane Asiedu '24 speaks with Teddy Ellis '22 on his Milton journey, Stang Stories inspiration, and Princeton experiences. 

In this episode of Stang Stories, Diane Asiedu '24 engages with Daniel Kim '09, former Explosive Ordnance Disposal (EOD) officer and current Technical Team Lead at Deloitte. Daniel shares his incredible journey from the halls of Milton to the high-stakes world of military bomb disposal and now to leading technical teams at Deloitte. He discusses the skills and values instilled in him at Milton that have been pivotal throughout his diverse career. Daniel offers a unique perspective on transitioning from military to corporate life and the innovative strategies he employs at Deloitte.

In this episode of Stang Stories, Diane Asiedu '24 converses with Eskor Johnson '07, an accomplished English teacher and author of the compelling novel PAY AS YOU GO. Eskor reflects on his experiences at Milton and how they ignited his passion for literature and teaching. He shares his journey from student to educator, discussing the inspiration behind his book and the impact he hopes to make through his writing and teaching. Eskor offers insights into the creative process, the challenges of balancing multiple roles, and the values that guide his work in shaping young minds and telling powerful stories. Join us as we explore the intersection of education, creativity, and storytelling with Eskor Johnson.

In this episode of Stang Stories, Diane Asiedu '24 interviews Maximos Nikitas '13, a current judicial law clerk for the U.S. Courts of Appeals for the Ninth Circuit. Maximos reflects on his formative years at Milton, where the rigorous academic environment and supportive community laid the groundwork for his legal aspirations. He delves into the complexities of the legal system and the invaluable experiences that have shaped his career. Join us as Maximos reflects on his legal ventures and the principles guiding his work in pursuing justice.

In this episode of Stang Stories, Diane Asiedu '24 sits down with Kurt Collins '97, the visionary Founder of #! Shebang is a true jack of all trades in the world of innovation. Kurt delves into his remarkable journey from an aspiring entrepreneur to a pioneer of groundbreaking solutions for some of today's most challenging problems. He reveals the challenges he faces, his strategies, and the rewarding moments that come with pushing the envelope. 

In this episode of Stang Stories, Diane Asiedu ’24 interviews Samantha Barkowski, the dynamic Senior Vice President of Strategy & Growth at Fenway Sports Group (FSG). Samantha shares insights from her impressive journey from a fan ambassador at Fenway Park to a key figure in FSG’s major sports and entertainment deals. Samantha reveals her work's complexities, her career's evolution, and the innovative growth strategies shaping the future of FSG. She also reflects on the challenges and triumphs of navigating the sports business landscape, offering a glimpse into the principles and values that drive her success!

In this episode of Stang Stories, Diane Asiedu ’24 interviews Dr. Alixe Callen ’88, the 13th  Head of School at Milton Academy. Dr. Callen shares insights from her extensive career in education, her journey to becoming a leader at Milton, and her vision for the future of thought leadership at Milton Academy. This conversation delves into her educational background, the challenges and rewards of leading a prestigious institution, and her commitment to harnessing community as a tool for success. Dr. Callen also reflects on her personal experiences, providing a deeper understanding of the values and principles that guide her leadership. Tune in for an inspiring discussion with one of the most influential figures at Milton today!

In this episode of Stang Stories, Cooper Love ’24 and Henry Ladd ’25 interview Neha Wadekar ’07 about her time at Milton and USC; her experience starting out as an independent journalist in Kenya; her process of pitching, researching, and writing stories; and her experience covering the intersections of climate, gender, health, human rights, emerging democracies, and politics.