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On the show
From 14 epsHosts
Recent guests
Recent episodes
Values Over Trophies w/Dai Redwood
Jun 17, 2026
Unknown duration
What Sports Parents are Really Yelling At w/Jonathan Carone
Jun 3, 2026
1h 08m 01s
Quiet Quitting in Youth Sports
May 27, 2026
50m 34s
Your Voice Becomes Their Inner Voice (w/ Dr. Lennie Waite)
May 15, 2026
58m 20s
Step Up or Stay Quiet
May 11, 2026
1h 05m 35s
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Resolving iTunes ID\u2026 if this persists, the podcast may not be indexed on Apple Podcasts.
| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/17/26 | ![]() Values Over Trophies w/Dai Redwood | Somewhere along the way, youth soccer stopped being a game kids play and became a product their parents buy. Dai Redwood has spent years building a program he believes in — most recently as the executive and sporting director at Fremont FC — and he's built a club that runs almost opposite to the rest of the country. No travel tournaments. No badge on the sleeve. Kids who start at U8 and are still there when they graduate. Dai, Craig, and Chad go deep on the part of youth sports nobody markets: the gap between what kids actually need and what the system has learned to sell.We get into:How some clubs choose to chase trophies as a marketing tool. How Fremont FC turns vision and values into something you can see at every practice — high fives, handbooks, and coaches who admit they're still learningThe shiny-new-school analogy that explains every parent who leaves a club their kid lovesWhy we "professionalized the kids — the home kit, the away kit, the third kit — but not the coaches"Relative age effect, late developers, and why picking on impact instead of potential costs us the players who'd actually make itThe private-equity question — Surf, Rush, and Pioneer Sports — and Dai's blunt take on what that money does to a kid's experiencePay-to-play: not the devil, but an abused system — and what an honest version actually looks likeIf your spring just ended in a parking lot full of pop-up tents and trophies nobody will remember, this is the conversation to have before you sign up for the next thing.Dai Redwood is the Executive & Sporting Director of Fremont FC and a veteran of youth soccer development in NorCal. | — | ||||||
| 6/3/26 | ![]() What Sports Parents are Really Yelling At w/Jonathan Carone✨ | youth sportsparenting+4 | Jonathan Carone | Healthy Sports Parents | — | sports parentsyouth sports+5 | — | 1h 08m 01s | |
| 5/27/26 | ![]() Quiet Quitting in Youth Sports✨ | youth sportsmoney in sports+4 | — | Savannah BananasCongress+2 | — | youth sportsLet Kids Play Act+5 | — | 50m 34s | |
| 5/15/26 | ![]() Your Voice Becomes Their Inner Voice (w/ Dr. Lennie Waite)✨ | mental performance in sportssocial media impact on youth athletes+4 | Dr. Lennie Waite | Hite EQ | — | youth sportsemotional response+6 | Gaimplan | 58m 20s | |
| 5/11/26 | ![]() Step Up or Stay Quiet✨ | youth sportscommunity involvement+4 | — | — | — | youth sportscoaching+6 | — | 1h 05m 35s | |
| 5/4/26 | ![]() Your 8-Year-Old Is Not Being Recruited✨ | youth sportsparenting+5 | — | ECNLLittle League | — | youth sportssoccer pyramid+7 | — | 53m 42s | |
| 4/27/26 | ![]() The Long Game with Lisa Mitchell✨ | youth soccercoaching+3 | Lisa Mitchell | Los Gatos High SchoolFisher Middle School+2 | — | youth soccercoaching+3 | — | 40m 37s | |
| 4/20/26 | ![]() The Takeover of Youth Sports✨ | youth sportstravel ball+4 | — | Aspen's Project Play | — | youth sportstravel ball+7 | — | 41m 43s | |
| 4/6/26 | ![]() The Whole Ride: Youth Sports to College Drop-Off✨ | youth sportscollege athletics+3 | Rob Ludeman | University of the Pacific | Los Gatos High | youth sportscollege baseball+3 | — | 51m 03s | |
| 3/31/26 | ![]() You Asked, We Answered✨ | listener questionsparenting+4 | — | — | San FranciscoDavis | listener questionsyouth sports+5 | Gaimplan | 44m 23s | |
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| 3/24/26 | ![]() Extend the Timeline, Not the Highlight Reel✨ | youth sportssoccer+3 | Andrew McRobbie | All-Stars SCAberdeen kit | Saratoga | socceryouth sports+5 | — | 58m 21s | |
| 3/16/26 | ![]() Did You Win? (And Why We Can't Stop Asking)✨ | youth sportsparenting+4 | — | — | Davis | youth sportsparenting+5 | Gaimplan | 52m 04s | |
| 3/9/26 | ![]() Effort Over Outcome with Heath Clark✨ | youth sportsparenting+4 | Heath Clark | We Train LG | Los Gatos High School | youth sportscoaching+5 | — | 48m 32s | |
| 3/2/26 | ![]() We're back...again?!✨ | podcasting challengeshigh school soccer+4 | — | The Struggle Bubble | — | podcastingyouth sports+5 | — | 38m 05s | |
| 8/11/25 | ![]() Back to School: The Struggles of Parenting and Coaching✨ | parentingcoaching+4 | — | NIL (Name, Image, Likeness) | Hawaii | parentingcoaching+5 | — | 43m 27s | |
| 3/31/25 | ![]() Navigating the Struggle Bubble of Coaching w/Ricky Clarke | In this episode of the Struggle Bubble, Chad Kutting and Craig Surgey welcome Ricky Clarke, former head coach with the Houston Dash of the NWSL, who has extensive experience across various levels of the game of soccer. The conversation delves into Ricky's coaching journey, the importance of building a network, effective communication strategies in youth soccer, and the role of parents in player development. They discuss the challenges of coaching in the pros, adapting coaching styles for different age groups, and the significance of active coaching during games. The episode also touches on the complexities of navigating soccer programs and the struggles coaches face in today's environment. Ricky shares insights on leading as an interim coach and emphasizes the importance of continuous improvement and being present in the moment.Learn more from Ricky on his instagram page @rickymastercoachSupport the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 11/21/24 | ![]() Season One Finale | In this season finale of the Struggle Bubble, hosts Chad Kutting and Craig Surgey reflect on their journey through coaching, parenting, and personal growth. They discuss the challenges of balancing family life with coaching responsibilities, the transition from youth to high school soccer, and the importance of injury prevention in sports. The conversation also touches on the evolution of parenting, the significance of taking chances, and the lessons learned from their guests throughout the season. As they look back on their experiences, they emphasize the importance of time management and the journey of starting a business, all while navigating the chaos of family life.Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 10/19/24 | ![]() Bonus Bubble - October 18th, 2024 | Chad and Craig celebrate their 25th episode reflecting on the contributions of past guests and the importance of fun in youth sports. They discuss the current MLB playoffs, the challenges of coaching in the state cup, and the development of youth soccer amidst changing age regulations. The conversation also touches on the administrative challenges faced by community-based sports leagues, emphasizing the need for better communication and transparency. In this episode, Chad and Craig discuss various themes including community planning, coaching insights, balancing sports with family life, the struggles of being a sports fan, and upcoming guests on their podcast. They reflect on the importance of community involvement in housing projects, the growth and development of youth sports teams, and the emotional rollercoaster of being a fan of struggling sports teams. Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 10/15/24 | ![]() From the Pitch to Parenthood: Ricky Lewis and Leslie Osborne on Family, Soccer, and Building Bay FC | In this episode of The Struggle Bubble, we’re joined by Ricky Lewis, former MLS player, and Leslie Osborne, former US Women’s National Team and NWSL star. Together, they take us through their incredible journey—from life on the soccer field to raising families and creating a lasting impact with the launch of Bay FC, the Bay Area’s newest women’s pro soccer team.Ricky and Leslie share candid insights on navigating the chaos of parenting while managing the demands of youth sports, building community through soccer, and recognizing the signs of burnout. Listen in as they reflect on how their experiences as athletes have shaped their approach to parenting, how they balance passion with family, and what they hope to achieve through Bay FC.If you’re juggling family life, career pressures, and personal goals, this episode offers a real look at how to thrive amidst it all.Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 10/8/24 | ![]() The Struggle with Leading in Sports: Balancing Fandom, Family, and Front-Office Pressure | In this episode of the Struggle Bubble, Chad Kutting and Craig Surgey sit down with Kelly Cheeseman, COO and Alternate governor of the LA Kings and AEG Sports. They discuss Kelly's extensive career in sports management, the evolution of fan communication, the pressures of remote work, and the importance of balancing family life with a demanding career. Kelly shares insights on navigating the highs and lows of sports performance, the impact of social media on narratives, and the growing trend of international expansion in sports. He also offers valuable advice for aspiring professionals in the sports industry.Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 9/24/24 | ![]() Creating Safe Spaces in Leadership w/Lisa Mims | In this conversation, Chad and Craig Surgey welcome Lisa Mims, an executive coach, to discuss the intricacies of leadership, work-life balance, and personal growth. Lisa shares her insights on how coaching can help leaders navigate their professional and personal lives, emphasizing the importance of self-reflection, setting boundaries, and understanding one's values. The discussion also touches on the evolution of leadership styles, the impact of COVID-19 on work culture, and the significance of creating a safe environment for growth. Lisa provides practical advice for those grappling with major life decisions, encouraging listeners to explore their values and envision a fulfilling life.X2O StudioX2O Studio in Los Gatos and Danville. Use code TheStruggleBubble for 20% off new class packs. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 9/18/24 | ![]() Navigating the Waters of Sports and Career w/Mike Donohue | In this episode, Chad and Craig welcome Mike Donohue, Senior Vice President of Global Sales at GupShop, who shares his journey from competitive rowing to sailing and his experiences on the men's national rowing team. Mike discusses the importance of trying new things, the challenges of competitive sports, and the balance between pursuing athletic passions and career aspirations. He emphasizes the value of mentorship, hard work, and the mindset needed to succeed in both sports and professional life.Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 9/13/24 | ![]() Bonus Bubble - Weekly Wrapup | In this episode, Chad and Craig have a lighthearted and humorous conversation about various topics, including gratitude, their podcast journey, sports, and their children's activities. They express their appreciation for the support they have received and discuss upcoming episodes and sponsors. Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 7/30/24 | ![]() Leading the League: The Behind-the-Scenes Work of a Little League President | In this episode of “The Struggle Bubble,” co-hosts Chad Kutting and Craig Surgey dive deep into the intricate duties of a Little League President. Chad, who is also the President of Los Gatos Little League, shares his extensive knowledge on preparing for the season, organizing a board, managing teams, engaging the community, and much more. From coordinating with volunteers to ensuring player safety, Chad and Craig explore the essential elements that contribute to a successful Little League program. Join us for an insightful discussion that highlights the dedication and effort required to run a youth sports league effectively. There's also a special guest appearance from TDC Los Gatos Dancer, Scarlett Surgey. Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
| 7/11/24 | ![]() Pursuing Passion with Purpose with Stanford Baseball's Thomas Eager | In this enlightening episode, Chad and Craig sit down with Thomas Eager, pitching coach and recruiting coordinator for Stanford Cardinal Baseball. With Craig donning his coaching hat, the duo draws out Thomas's journey from small-town roots to playing at Cal Poly, getting drafted by the Cardinals, and eventually coaching at top college programs.Throughout the candid conversation, Thomas opens up about the defining moments and mentors that shaped his path. Chad and Thomas bond over the challenges of coaching their own kids and the perils of pursuing perfection in sports. Together, they tackle tough issues facing the game today, from social media pressure to the transfer portal and NIL deals.Craig brings his signature humor and hands-on coaching experience to the chat, raising thought-provoking questions about the impact of big money on college sports dynamics and the delicate art of managing team morale.As a father of three, Thomas offers honest insights on balancing career ambitions with being present for family and modeling a healthy perspective for young athletes. Through it all, he exemplifies leading and living with authenticity, empathy, and the flexibility to learn and grow.Packed with relatable moments and hard-won wisdom, this episode will resonate with anyone pursuing their passion while keeping their purpose and priorities in focus. Join Chad, Craig, and Thomas for a masterclass in navigating the struggle bubble with skill and heart.Support the showHelp support our podcast by subscribing on YouTube, Apple Music, and Spotify. Keep up to date with all things Struggle Bubble on our Instagram Page @thestrugglebubblepod | — | ||||||
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