From Netflix to TKO, Dean Garfield For The Win

Dave Yoshida: Finding Peace in Portugal

The hosts welcome classmate Dave Yoshida (formerly Dave Horowitz and Dave Andrews) and his husband Clyde, with a quick ’80s-themed Q&A about music, TV, fashion, and campus hangouts. Dave recounts teaching English in Japan, nonprofit leadership, and becoming a bookkeeper/tax professional who later founded Fortunate Fields (a translation of Yoshida). He explains moving from San Diego to Setúbal, Portugal three years ago for a lower cost of living, safety, healthcare, marriage equality, and easier European travel, citing overwork, COVID-era anti-Asian hostility, and family caregiving and loss. Dave reflects on feeling academically behind at Milton until Coach Griffin tutored him, his path to coming out in his early 20s, and reconnecting with friends. He also describes distancing himself from Milton over the Ray Buono report and lack of transparency, while valuing classmates, and says he’d tell his younger self, “It’s gonna be okay.”   Topics 01:13 Meet Dave Yoshida 03:35 Dave and Clyde Love Story 04:25 Back to the 80s Quiz 07:49 Milton Memories Walcott 09:11 Move to Portugal Why 15:01 Portugal Life Language 17:08 Citizenship and Politics 20:58 Looking Back at Milton 21:29 Reading Struggles Breakthrough 24:20 Almost Kicked Out 25:27 Finding Academic Voice 26:28 Football Outsider 27:17 Closeted at Milton 27:58 First Girlfriend Twist 30:52 Changing Names 33:02 Coming Out Moment 34:44 Milton Connections 36:44 Sweatpants Panic 39:14 Breaking With Milton 43:26 Advice to Young Dave 46:18 Farewell and Invite

From Bermuda to Milton: Kiernan Bell

The gang welcomes guest Kiernan Bell, a former Bermuda senator and vice president of the Senate who later worked as a commercial litigator and now serves on boards. After rapid-fire ’80s favorites, Kiernan describes living on a bay in Bermuda, her path from a disliked English boarding school to boarding at Milton (Goodwin), and how Milton’s discussion-based teaching helped her learn critical thinking. She recounts joining the Milton ski team for four years despite little experience, co-captaining as ISL champions, and playing violin in orchestra trips to Montreal. Kiernan explains qualifying as a barrister in England, including wigs and court traditions, returning to Bermuda to build a long litigation career with global reinsurance work, and taking up pickleball during pandemic lockdowns. She discusses retirement to support her daughter, hopes to attend the 40th reunion, and reflects on wishing she’d had more confidence socially in high school.   Topics 01:37 Introducing Kiernan Bell 02:30 Back to the 80s Quiz 06:45 Life in Bermuda Today 07:58 From England to Milton 11:32 Ski Team Adventures 15:54 Orchestra and Montreal 18:43 Learning to Think 21:02 Law Career Path 22:38 Inns of Court Lore 23:45 Barrister Wig Life 25:31 Wig Origins Explained 27:11 Back to Bermuda Practice 28:41 Rising Through Ranks 30:07 Global Reinsurance Cases 34:54 Pickleball Pandemic Court 37:46 Next Adventures Ahead 39:12 Retiring With Purpose 40:07 Reunions and Reflections 43:15 Wild Courtroom Memory 46:54 Advice to Younger Self 49:09 Milton Friends Today 50:43 Closing Thanks and Outro

Mo Minicus on Milton Memories, Coaching Destiny & Women’s Sports

The guest is Mo Minicus (formerly Mo Flaherty), a longtime Darien High School varsity field hockey coach (26 years) and former All-American in field hockey and lacrosse who attended Williams. Mo recalls 1980s fashions, Milton Academy life living with her family in the basement of boys’ dorm Wolcott. She shares how failed business-job interviews led her to a Tufts graduate assistantship, then a head coaching role at Bowdoin, later moving to Rye Country Day and finally Darien, where she also raised four boys. Mo discusses lessons from her father about positive coaching, changing youth sports pressures, Title IX, and concerns about NIL’s impact on non-revenue sports, and she reflects on fitting in at Milton and hopes to attend the upcoming reunion.   Topics 00:59 Farah Meets the Pope 02:08 Meet Mo Minicus 04:17 Mo’s 80s Style 05:13 Living in Wolcott 08:50 80s Tech and Snacks 10:01 Favorite Milton Teachers 11:41 Best John Hughes Movie 12:22 Becoming a Coach 17:06 Bowdoin and Marriage 20:34 Four Boys in Six Years 22:21 Why Sports Clicked 23:43 Movement and Confidence 24:09 Parents and Youth Sports 24:54 Dad and Club Summers 25:37 Milton Opportunity 27:09 Coach Memories in Florida 28:44 Positive Coaching Advice 30:51 Loving the Coaching Life 33:17 Cuts and Finding Fit 34:12 Exercise and Paddle Talk 35:55 Women Sports and Title IX 39:34 Year Round Sports Pressure 43:02 Advice to Younger Self 47:40 Milton Impact and Reunion 52:45 Closing Thanks and Outro

Sage Advice: Donald on Wilderness, Music, Buddhism & More

Meredith, Farah, Diana and Dave welcome guest Donald Sage (also Milton Academy class of ’86), who lives with his wife Ellie in Fort Bragg on California’s Mendocino coast. Donald recounts meeting Ellie at a Deadhead concert, describes their quiet life amid redwoods and ocean winds, and shares his early life: growing up on a Montana cattle ranch, his mother Hope’s brain tumor and death by suicide when he was nearly nine, and being taken in by the Bancroft family in Medfield, Massachusetts. He discusses studying environmental conservation at the University of Colorado Boulder, therapy, Buddhism, meditation, and a semester in Kathmandu, plus later meditation communities and a pilgrimage to Buddhist sites in India. Donald reflects on music—from Milton orchestra and jazz to playing jam/jazz-rock-blues in clubs—plus parenting two grown children. The group reminisces about Milton baseball trips to Florida, considers attending the May reunion, and ends with Donald’s kindness-focused reflection and a brief meditation bell exercise.   Topics 00:51 Mood Check Roundtable 02:04 Introducing Donald C 03:05 Life on Mendocino Coast 04:51 How We Met Ellie 06:56 Montana Roots and Loss 10:12 New Family in Medfield 11:43 Boulder Healing and Buddhism 12:37 Milton Orchestra Triangle Story 16:00 Drumming and Band Days 18:04 Retired Trust Fund Life 18:52 Kids and Clean Energy 19:42 Meditation and Nepal Tease 20:13 Nepal To India Journey 21:13 Bitterroot Ranch Life 22:06 Organic Farming Values 22:50 Family Updates And Pets 24:08 Baseball Florida Memories 26:08 Reunion Plans And Yearbooks 28:50 Mill Valley Reflections 29:56 Kindness And Meditation Practice 33:22 Advice To Younger Self 35:07 Bell Breathing And Farewell

From Netflix to TKO, Dean Garfield For The Win

Farah, Meredith, Diana and Dave welcome classmate Dean Garfield, reflecting on high school in the 1980s and reconnecting after decades. They introduce Dean’s public-policy career, including senior roles at Netflix as VP of Public Policy, industry associations, and advisory appointments under Presidents Obama and Trump, and discuss his new role as SVP of Government Affairs at TKO (WWE, UFC, On Location, and IMG). Dean answers ’80s rapid-fire questions (movies, music, Milton classes, library hangouts, dress code, snacks), then shares his immigration story from Jamaica, early experiences in Boston during busing, how Milton became a supportive breakthrough for his family, and how sports helped him acclimate. He describes living abroad in Amsterdam and Singapore, returning to New York and Martha’s Vineyard, his daughters’ education and careers, his Netflix priorities (local-for-local global content, live sports including women’s sports, and theatrical windows), why he left Netflix, his interest in Saudi Arabia’s social transition, and how AI may reshape culture and business.   Topics 00:43 Meet The Hosts And Guest 01:57 Dean Garfield Career Highlights 03:48 Eighties Rapid Fire Quiz 06:05 Milton Memories And Snacks 11:45 From Jamaica To Boston 13:09 Finding Milton And Mentors 17:28 Sports And Staying Connected 19:05 Life Today Family And Travel 21:51 Career Through Line Begins 23:11 Chasing High Performance 24:22 Curiosity Across Cultures 24:59 Reconnecting After Decades 26:10 Netflix Influence Playbook 27:05 Local for Local Explained 28:03 Sports and Theatrical Bets 30:23 Why He Left Netflix 32:20 Choosing the Next Role 34:11 Inside TKO and WWE UFC 37:18 Geopolitics and AI Focus 40:30 Golden Age of Television 44:56 Advice to Younger Self 49:21 Farewell and Where to Connect