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PODCAST

So Many Questions...

An interview show with curiosity, heart, and a little weirdness.

comedy comedy interviews

All Episodes

01:11:02

Behind the Scenes of Live Sports Broadcasting with...

So Many Questions... ·

2026/10/01

What does it take to bring live sports to television? And what happens when the person behind the broadcast has to reinvent his own life?In this episode of So Many Questions…, Kendall sits down with Evan Ellis, a live sports television producer, former Yale football player and creator of Producing Smoke, to explore the art of sports broadcasting, the power of storytelling and the challenges of personal reinvention.Evan takes us behind the scenes of live college sports production, sharing how

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01:04:08

Tsherin Sherpa on bringing Thangka painting & the art...

So Many Questions... ·

2026/08/26

Nepalese artist Tsherin Sherpa trained as a traditional Tibetan Thangka painter from age 13, learning from his father in a lineage three generations deep, and now uses that sacred visual language to make contemporary art about migration and identity. He represented Nepal at the Venice Biennale in 2022, in the country's first-ever pavilion.Tsherin talks about the five years of repetition that made the forms second nature, escaping to Taiwan on a computer science scholarship, and moving to California

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00:59:00

Curator Catherine Whitney on David Hockney and how...

So Many Questions... ·

2026/07/21

Catherine Whitney, Director of Curatorial Affairs at the Honolulu Museum of Art, talks with Kendall Guillemette about curating David Hockney's final major retrospective, David Hockney: Works from the Collections of Jordan D. Schnitzer and his Family Foundation, on view at the Portland Art Museum through July 26.Catherine walks through her path from art dealer, representing Georgia O'Keeffe's estate at the Gerald Peters Gallery in Santa Fe, to museum curator and director, and explains what a curator

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00:39:48

Why the Giants' Pride Night Fail Was a Wake-up Call...

So Many Questions... ·

2026/06/30

Join us as we dive into the world of sports and LGBTQ+ representation with Ken Schultz from Outsports! 🌈 In this episode, we discuss the recent San Francisco Giants Pride Night and the importance of inclusivity in sports. Ken shares his journey as a queer sports writer and the challenges faced by LGBTQ+ fans in the baseball community.Key takeaways:The significance of Pride Night in baseball and its impact on the LGBTQ+ community.Ken's personal experiences as a queer sports fan and writer.The

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00:55:11

Safe" | Jonny Hoffner | So Many Questions">Wedding Photographer Builds a Golf Brand on "Good Safe"...

So Many Questions... ·

2026/04/03

Jonny Hoffner turned a philosophy degree into a 17-year wedding photography career and then, during COVID, started a golf apparel brand built around a single idea: good doesn't have to mean safe.Jonny is the co-founder of Paper Antler Photography and Good Lion Golf. He and his wife Michelle have been full-time photographers since 2007, working exclusively from natural light and word-of-mouth referrals. Good Lion Golf launched four years ago after a single sentence on a golf course sparked an idea he

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00:58:53

Craig Calcaterra: Leaving Law, Baseball Analytics,...

So Many Questions... ·

2026/03/05

Craig Calcaterra is the author of Cup of Coffee, a daily newsletter about baseball and pretty much everything else. In this episode, Craig traces the unlikely path from litigation attorney to sports blogger to NBC Sports writer to newsletter creator—and talks honestly about the luck, timing, and self-sabotage that shaped all of it.They talk about writing authentically when the world feels overwhelming, how sabermetrics changed baseball and then started to ruin it, his book Rethinking Fandom, and the

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00:02:31

2025 End of Year Recap

So Many Questions... ·

2025/12/13

A brief episode wrapping up 2025 with huge amounts of gratitude to you, our listeners. So so grateful that you've come along on this ride, and very excited about 2026 and all the great conversations we'll get to have, and share with you all. Thank you!

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01:03:19

ep0006: Joshua Graves

So Many Questions... ·

2025/11/22

This week on So Many Questions..., Kendall talks with author and designer Joshua Graves about why tough conversations are so hard, how kindness differs from “niceness,” and the tools we all need to navigate conflict with more clarity, compassion, and confidence.Joshua shares stories from his upbringing in the South, how workplace dynamics and power structures shaped his communication style, and what he learned while researching and writing his book. They explore generational shifts in communication,

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00:53:24

ep0005: Elizabeth Maxson (EMax)

So Many Questions... ·

2025/11/14

Marketing executive and Contentful CMO Elizabeth “EMax” Maxson joins Kendall to talk about the pivotal career moves, personal risks, and honest moments that shaped her leadership journey. From a life-changing cross-country internship, to navigating male-dominated industries, to building a mothers’ community that now supports nearly 1,000 women, EMax shares what it means to lead with vulnerability, courage, and clarity.She opens up about advocating for women and caregivers, the mental load of

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00:40:57

ep0004: Ken Seng

So Many Questions... ·

2025/10/27

Director of Photography Ken Seng (Deadpool, Terminator: Dark Fate) joins Kendall to talk about his journey from business school to shooting massive IMAX action films, including the upcoming Street Fighter movie now filming in Australia.Ken shares how he fell in love with cinematography through the French New Wave, how his time with the National Outdoor Leadership School (NOLS) shaped his leadership on set, and what it takes to create stunning visuals on blockbuster productions.From Deadpool's gritty

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01:04:42

ep0003: Rob Bell

So Many Questions... ·

2025/09/23

In this episode of So Many Questions, I sit down with Rob Bell—author, speaker, and former pastor—for a wide-ranging conversation that begins with memories of church-basement punk shows in suburban Chicago and stretches into creativity, vulnerability, and how suffering shapes the art we make. Rob talks about discovering the sermon as an art form, moving through criticism, and learning to surrender outcomes while still giving everything to the work.We also dig into his shift from the stage to more

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01:03:49

ep0002: Cespedes Family BBQ

So Many Questions... ·

2025/08/27

Baseball writers Jake Mintz and Jordan Shusterman (a.k.a. Cespedes Family BBQ) join me to talk about life inside the clubhouse, their journey from teenage bloggers to covering MLB for Yahoo! Sports, and what it’s really like to build a career in baseball media.We talk about:A friendship that led into a careerThe evolution from baseball tomfoolery to being members of the Baseball Writers Association of AmericaHumblebrags, locker room dynamics, and Bryce Harper storiesWhy empathy matters in baseball

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00:56:18

ep0001: Ethan Marcotte

So Many Questions... ·

2025/08/14

Ethan Marcotte, the pioneer who coined the term "Responsive Web Design", joins So Many Questions... for a deep and thoughtful conversation. We explore the early web, inclusive design, tech worker power, and the values that shape Ethan’s work. From designing websites in the '90s to writing You Deserve a Tech Union, Ethan shares how community, justice, and craft guide his approach to the internet.We discuss:The origins and impact of responsive web designCrafting accessible, inclusive

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00:01:24

0.9

So Many Questions... ·

2025/07/19

Thanks for stopping by my new show, So Many Questions...If this sounds like something you're into, subscribe to get the latest episodes right when they come out.

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14 results

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