Convos with Cody

Cody Malloy

Sharing my perspective one pod at a time.

  1. 2d ago

    15 Years in MLB & Pivot to Entrepreneurship | #35 - Jason Grilli

    Jason Grilli is a former Major League Baseball All-Star closer who pitched across 15 seasons for teams including the Pittsburgh Pirates, Toronto Blue Jays, Atlanta Braves and Detroit Tigers. He is now an entrepreneur, podcaster, and founder of Rock'n Ball Wines, as well as the co-creator of the "Sip and Rip" sports memorabilia event series. Former MLB All-Star closer Jason Grilli joins me on Convos with Cody for an unfiltered, wide-ranging conversation bridging the worlds of Major League Baseball, rock music, and entrepreneurship. Jason opens up about his unforgettable moment going on stage with Pearl Jam at the height of the Pittsburgh Pirates’ postseason run, his deep connection to grunge and metal, and how music fuelled his high-energy presence on the mound. He also gets real about the mental resilience required to survive a 15-year big-league career—from getting booed in his hometown of Detroit to coming back from a torn Achilles to become an All-Star and fan favourite in Pittsburgh and Toronto. Plus, Jason shares his latest venture as an entrepreneur: merging fine Italian wine with sports memorabilia through his company, Rock’n Ball Wines, and hosting the inaugural "Sip and Rip" card event alongside Hall of Famer Dave Winfield. In this episode, we cover: Going on stage with Eddie Vedder & Pearl Jam during the 2013 Pittsburgh postseason runHow grunge and heavy metal fuelled his signature mound presence and air-guitar celebrationsNavigating the brutal mental side of baseball: overcoming home boos in Detroit to earning All-Star statusThe bond of following in his father Steve Grilli’s footsteps with the Toronto Blue JaysComing back from a career-threatening Achilles injury in 2010His shift into entrepreneurship and launching Rock’n Ball WinesMerging wine culture with sports card nostalgia at the "Sip and Rip" event with Dave WinfieldA hilarious cautionary tale about eating 39-year-old baseball card gum Cody's socials: YouTube: https://www.youtube.com/@cody_malloy Instagram: https://www.instagram.com/cody_malloy/ Facebook: https://www.facebook.com/cody.malloy/ TikTok: https://www.tiktok.com/@cody_malloy/ X: https://www.x.com/cody_malloy/ LinkedIn: https://www.linkedin.com/in/codycmalloy/   Jason's socials: YouTube: https://www.youtube.com/@jasongrilli Instagram: https://www.instagram.com/grillcheese49/ Facebook: https://www.facebook.com/jgrilli49/ TikTok: https://www.tiktok.com/@grillcheese49/ X: https://www.x.com/grillcheese49/ LinkedIn: https://www.linkedin.com/in/jasongrilli/ Chapters: (00:00) Introduction (00:48) Stage Moment with Pearl Jam & Eddie Vedder (04:34) Picking "Whipping" as Walk-Out Music & MLB Career Bumps (06:01) Pitching in Toronto & Air Guitar Mound Celebrations (07:56) Chasing Adrenaline After Sports & Skydiving (08:50) Transitioning Post-Baseball & Finding "Rock 'n Ball" Wines (11:42) How Jason Fell in Love with Wine & World Baseball Classic (17:54) "Sip and Rip" Event in Brooklyn with Dave Winfield (20:44) The Origin of "Sip and Rip" & 39-Year-Old Card Gum Incident (26:18) The Resurgence of Baseball Card Collecting (30:11) Building Businesses & Creating Live Event Content (35:36) The Intricacies of Starting an Import Wine Business (40:40) The Biggest Challenges in Entrepreneurship & Business Tips (43:35) Facing Jealousy, Insecurities & Cultivating Success (48:43) Getting Booed in Detroit & The Mental Side of Failure (51:47) Dealing with Success, Isolation & '80s Wrestling (54:45) High-Leverage Pressure, Toronto Home Runs & Obsession (58:30) What Pro Baseball Life is Really Like (1:00:20) Music, Vulnerability & Meeting Soundgarden (1:04:15) Chris Cornell's Greatness & Acoustic "Songbook" (1:06:04) Cody's Public Speaking Challenge & Tommy Lee Story (1:11:16) Growth Mindset, Overcoming Criticism & Wrap Up

    15 Years in MLB & Pivot to Entrepreneurship | #35 - Jason Grilli
  2. 6d ago

    Identity After the CFL | #34 - Andre Durie

    Andre Durie is a former CFL running back/slotback and Grey Cup Champion (2012) with the Toronto Argonauts and entrepreneur (Her Studios Inc., Major Athletics and Performance). Andre joins me to discuss his journey from overcoming career-ending injury adversity to becoming a successful entrepreneur. After 9 seasons with the Toronto Argonauts, Andre transitioned out of professional football and built two major business ventures in Burlington, Ontario: Her Studios Inc., a high-end beauty studio co-owned with his wife Cobie, and Major Athletics and Performance, a 15,000-square-foot athletic development facility catering to youth and elite athletes. We dive deep into the mindset required to overcome career-ending injuries, the reality of life after professional sports, and how athlete preparation transfers directly to scaling businesses and leading teams. In this episode, we cover: Overcoming a rare, career-threatening knee injury in university that caused lower-leg paralysisGoing undrafted to winning the historic 100th Grey Cup with the Toronto Argonauts in 2012The psychological side of injuries: navigating isolation and building a mental support systemTransitioning out of professional football and finding your identity beyond being an athleteThe rise of youth sport specialization vs. the benefits of multi-sport athletic developmentCo-founding Her Studios Inc. with his wife Cobie and surviving opening 4 months before COVID lockdownsLaunching Major Athletics and Performance: a 15,000 sq. ft. holistic athlete facility in BurlingtonLeadership, delegating effectively, and translating "locker room chemistry" into company culture Cody's socials: YouTube: https://www.youtube.com/@cody_malloy Instagram: https://www.instagram.com/cody_malloy/ Facebook: https://www.facebook.com/cody.malloy/ TikTok: https://www.tiktok.com/@cody_malloy/ X: https://www.x.com/cody_malloy/ LinkedIn: https://www.linkedin.com/in/codycmalloy/   Andre's Instagram: Personal: https://www.instagram.com/andredurie/ Her Studios Inc.: https://www.instagram.com/herstudiosinc/ Major: https://www.instagram.com/builtbymajor/ Chapters: (00:00) Introduction (00:54) Overcoming Career-Ending Injuries & Facing Isolation (01:43) Transferring Athlete Adversity to Business (Navigating COVID) (03:05) The York University Injury That Caused Leg Paralysis (04:31) The Mental Grind of Being Injured on the Sidelines (07:00) Going Undrafted in the CFL & Surviving the Combine (08:02) Scoring 6 Touchdowns in a Single College Game (09:07) Multi-Sport Background vs. Youth Specialization (11:30) Why Andre Chose Football (12:37) Picking Up Ice Hockey Later in Life (13:11) Debut with the Argonauts & Winning the 100th Grey Cup (15:10) Playing at SkyDome vs. BMO Field (Turf vs. Grass) (18:02) Deciding When It Was Time to Retire from the CFL (19:17) What Andre Misses Most About Pro Football Locker Rooms (20:54) Working Dual Jobs While Playing Professional Football (23:29) Navigating Post-Sports Identity Transition & Athlete Depression (27:15) Separating the Athlete Identity (The Wolverine & Spider-Man Alter Ego) (31:05) Co-Owning Her Studios Inc. Hair Salon with His Wife (33:11) Learning Bookkeeping & Business Operations as a First-Time Owner (34:08) The Vision Behind Major Athletics & Performance in Burlington (37:30) Designing a 15,000 Sq. Ft. Open-Concept Athlete Facility (40:45) Target Demographic: Minor Sports Development & Pro Athletes (42:17) The Value of Youth Athletes Training Around Pros (44:50) Long-Term Vision for Major Athletics (46:45) Toughest Business Decisions & Taking Financial Risks (48:15) Player-Led Teams, Leadership, & Avoiding Micromanagement (49:41) Learning How to Delegate Effectively (52:18) Detaching Personal Identity from Business Brands (54:31) Funniest CFL Locker Room Story (Fans Sending Mini Jocks) (56:06) Cody's Baseball Story: Spring Training Military Time (58:20) Closing Remarks & Entrepreneurship Advice

    Identity After the CFL | #34 - Andre Durie
  3. Oct 9

    Vancouver Island is an Amazing Place | #33

    A new format for this solo episode, it's a hybrid between a solo pod and a travel vlog recapping my September 2026 trip to Victoria. It's my second time visiting Vancouver Island and I can't wait to go back. This solo episode covers: My experience flying with Air Canada Hiking East Sooke Regional Park, Mt. Washington, Goldstream Provincial Park, Mystic BeachCito, my new best (dog) friend Cody's socials: YouTube: https://www.youtube.com/@cody_malloy Instagram: https://www.instagram.com/cody_malloy/ Facebook: https://www.facebook.com/cody.malloy/ TikTok: https://www.tiktok.com/@cody_malloy/ X: https://www.x.com/cody_malloy/ LinkedIn: https://www.linkedin.com/in/codycmalloy/ Chapters: (00:00) Introduction & New Solo Episode Format (01:08) Returning to Vancouver Island & Staying in Victoria (02:01) Airport & Air Canada Boarding Drama (03:26) Pearson Lounge & Flight Observations (07:35) Hiking East Sooke Regional Park (08:55) Summiting Mount Washington (09:56) Real Estate Stress & Closing Deals Mid-Trip (11:12) Exploring Victoria's Craft Breweries (11:32) Goldstream Park Trestle Bridge Hike (12:26) Catching Up with Friends & Local Bakeries (12:56) Scenic Views at Mystic Beach (14:13) Family Visits, Floyd's Diner & Hockey (14:54) Meet Cito: Overcoming a Fear of Dogs (16:56) Cito Demands Treats (Dog Video Clip) (18:46) Saying Goodbye to Cito (19:11) Reflection: The Power of Changing Your Scenery (20:53) Wrap Up, Future Episode Goals & Outro

  4. Oct 2

    2x Olympian’s Badminton Journey & Retirement | #32 - Nyl Yakura

    Nyl Yakura is a 2-time Canadian Olympian (Tokyo 2020, Paris 2024), Pan American Games Gold Medalist, and recently retired professional badminton player with over 25 years of elite international competition experience representing Team Canada in Men's Doubles. Nyl joins me to reflect on his recent retirement after nearly 25–30 years in the sport. Having known each other for over 25 years since our early days playing youth baseball together, we sit down for a candid, nostalgic, and insightful conversation about life as an elite international athlete. Nyl opens up about the emotional delay of walking away, the harsh financial realities and logistics of competing on the international badminton circuit for Canada, wild travel stories (including a sketchy trip to Ukraine and a racquet-smashing moment in El Salvador), and the stark differences between playing at the empty Tokyo 2020 Olympics versus a roaring, 10,000-seat stadium in Paris 2024. Finally, Nyl shares what’s next as he transitions into full-time coaching to mentor the next generation of Canadian Olympians. In this episode, we cover: The emotional reality of retiring from professional sports after 25+ yearsThe struggle to find long-term doubles partners & why he retired on his own termsWhat it really takes to fund an international badminton career in CanadaThe physical and mental toll of competing against world-class Asian & European powerhousesNyl’s biggest "crash out" moment after a gruelling 5-match tournament day in El SalvadorTravel nightmares, sketchy Airbnb experiences, and navigating Kiev, Ukraine in 2019Tokyo 2020 vs. Paris 2024: Cardboard beds, village food, and 10,000 screaming fansWhat’s next: Full-time coaching, getting back into baseball, and staying in Olympic shape Cody's socials: YouTube: https://www.youtube.com/@cody_malloy Instagram: https://www.instagram.com/cody_malloy/ Facebook: https://www.facebook.com/cody.malloy/ TikTok: https://www.tiktok.com/@cody_malloy/ X: https://www.x.com/cody_malloy/ LinkedIn: https://www.linkedin.com/in/codycmalloy/   Nyl's socials: YouTube: https://www.youtube.com/@nylyakura Instagram: https://www.instagram.com/nylyakura/ Facebook: https://www.facebook.com/nylyakura/ TikTok: https://www.tiktok.com/@nylyakura/ X: https://www.x.com/nylyakura/ Chapters: (00:00) Introduction & Catching Up (00:36) Retiring After 25+ Years in Badminton (01:37) Why Nyl Decided to Retire & Doubles Challenges (03:01) Emotional Delay After His Final Match (04:36) Retiring on His Own Terms (05:12) Post-Sports Life & Getting Back Into Baseball (09:13) Hobbies Outside Badminton & Golf (10:48) Early Days: Meeting 25 Years Ago & Youth Baseball (13:38) Shifting to Badminton & Facing World-Class Competition (17:15) Using Setbacks as Motivation & The Olympic Goal (18:32) Nyl's Biggest "Crash Out" Story in El Salvador (25:51) Global Travel & The Most Sketchy Tour Locations (28:18) Financial Reality & Logistics of International Badminton (31:30) Navigating Kiev, Ukraine in 2019 (35:38) Surprising Travel Spots & Favorite Countries (38:09) The Olympic Qualifying Process (41:37) Flight Logistics & Team Canada Outfitting (46:10) Tokyo 2020: Playing Without Audiences & Cardboard Beds (49:32) Paris 2024: Village Food, Bus Logistics & 10,000 Fans (1:01:17) What's Next: Transitioning to Full-Time Coaching (1:02:23) Staying in Olympic Shape After Retirement (1:04:39) Elementary School Nostalgia & Wrap-Up

    2x Olympian’s Badminton Journey & Retirement | #32 - Nyl Yakura
  5. Sep 19

    Ex-MLB Catcher on CBA Negotiations and Player Rights | #31 - Josh Thole

    Josh Thole is the Chief of Staff for Sports Solidarity, an organization dedicated to empowering athletes and consulting with sports unions on collective bargaining, organizing, and contract servicing. Josh played in the Major Leagues from 2009 to 2016, spending four seasons with the New York Mets from 2009 to 2012 and four seasons with the Toronto Blue Jays from 2013 to 2016. A respected catcher known for his skill handling knuckleballers, he notably caught Johan Santana's historic no-hitter in 2012—the first in Mets franchise history. In this episode of Convos with Cody, Josh reflects on his transition from behind the plate to executive leadership, breaking down the business, legal, and operational realities of professional sports. Drawing from his background as an MLBPA player representative during the 2011 and 2016 Collective Bargaining Agreement (CBA) negotiations, Josh offers a rare, inside look at labor relations, player advocacy, and athlete empowerment. In this episode, we cover: Josh Thole’s transition from Major League Baseball to Chief of Staff at Sports SolidarityThe core mission of Sports Solidarity and its work empowering athletes in smaller and startup leaguesWhat fans misunderstand about collective bargaining and labor negotiations in professional sportsJosh’s firsthand experience serving as an MLBPA player representative for multiple CBA negotiationsThe impact of minor league unionization on player living conditions, housing, and compensationBehind-the-scenes dynamics and clubhouse culture during the Toronto Blue Jays' 2015 and 2016 playoff runsThe unique mental and physical stress of catching R.A. Dickey’s famous knuckleballWhat current athletes miss most about post-game camaraderie and life off the field Cody's socials: YouTube: https://www.youtube.com/@cody_malloy Instagram: https://www.instagram.com/cody_malloy/ Facebook: https://www.facebook.com/cody.malloy/ TikTok: https://www.tiktok.com/@cody_malloy/ X: https://www.x.com/cody_malloy/ LinkedIn: https://www.linkedin.com/in/codycmalloy/ Josh's LinkedIn: https://www.linkedin.com/in/josh-thole-05740422b/ Chapters: (00:00) Introduction & Welcome(00:52) Post-Retirement Realities & Joining Sports Solidarity(03:53) Balancing Family Life vs. Coaching(04:58) Josh’s MLB Career Timeline(06:25) Mission of Sports Solidarity & Athlete Empowerment(07:17) Unionizing Minor League Baseball Players(08:07) Consulting for Startup Leagues & Other Sports(10:00) Player Rights, Buses & Minor League Conditions(11:54) Upgraded Facilities, Housing & Player Investment(14:50) Serving as an MLBPA Player Rep(16:10) Negotiations, Strategy & Posturing(18:08) MLB Books & Understanding Leverage(23:39) What Fans Misunderstand About Collective Bargaining(26:06) Predictions for Future MLB CBA Negotiations(28:46) Why MLB CBAs Use 5-Year Terms(30:40) Josh's Role as Chief of Staff(31:50) Managing Personalities & The Backup Catcher Mindset(34:49) Travel, Team Bonding & Managing Clubhouse Egos(37:36) What Makes a Winning Team Gel in October(39:14) Keeping Egos Out of Union Negotiations(40:47) Post-Game Camaraderie vs. Modern Player Culture(43:16) What Josh Misses Most About Playing(43:54) The Stress of Catching R.A. Dickey’s Knuckleball(45:19) Mental Pressure & Handling Slumps(47:16) Transitioning to Toronto & Navigating Behind-the-Scenes(49:49) Building Chemistry in the 2013 Roster Turnover(50:49) The 2015 Trade Deadline Shift & Winning Mindset(52:35) Reaching the Postseason & 2015 ALDS Game 5 Memories(57:32) Carrying the Winning Culture into 2016(1:00:18) Locker Room Pranks & Traffic Banter with Kevin Malloy(1:04:49) Relationships, Clubbies & Final Reflections

    Ex-MLB Catcher on CBA Negotiations and Player Rights | #31 - Josh Thole
  6. Sep 18

    I Completed the 100-Day #HigherUpWellnessChallenge | #30

    For 100 days in a row, I posted a video to my socials every day speaking at least 60 seconds to become a better communicator. The #higherupwellnesschallenge is a challenge created by Michael Smoak's community. Michael preached for months about how if you stuck with it how it'd change your life in some way. After contemplating doing the challenge for long enough, I finally dove in and had no idea where it'd take me. I can't even begin to describe how thrilled I am that I struck with it to the end. This solo pod covers the many thoughts and reflections I've had since completing the challenge: Overcoming perfectionismBias for actionPrioritization and discipline Limiting filler words Overcoming fear of judgment Cody's socials: YouTube: https://www.youtube.com/@cody_malloy Instagram: https://www.instagram.com/cody_malloy/ Facebook: https://www.facebook.com/cody.malloy/ TikTok: https://www.tiktok.com/@cody_malloy/ X: https://www.x.com/cody_malloy/ LinkedIn: https://www.linkedin.com/in/codycmalloy/ Chapters: (00:00) Intro & 100-Day Challenge Complete (00:28) Podcast Housekeeping & Guest Episodes (01:10) What is the HigherUp Wellness Challenge? (01:35) Improving Communication & Eliminating Filler Words (02:40) Mindset: Slowing Down & Embracing Silence (03:20) How the Content Evolved (Mindset to Music) (04:21) Social Growth & Audience Engagement (05:04) Action over Perfection & Daily Discipline (06:33) Analyzing Content: Recency & Timing (07:36) Prioritizing Content Creation (08:06) Developing Thicker Skin & Overcoming Trolls (09:41) Upcoming Vacation to Victoria, BC (10:36) Podcast Workflow & Short-Form Content Strategy (11:54) Final Thoughts on the Public Speaking Challenge (12:28) Entrepreneurship, Business Cash Flow, & Wrap Up

  7. Sep 12

    The Art of Reading the Room & Mixing Live | #29 - DJ DvS (Rehan Ahmad)

    DJ DvS (Rehan Ahmad) is a full-time DJ based out of Mississauga, Ontario with over 30 years of experience and Managing Partner of Amplify DJ Management. In this episode of Convos with Cody, I sit down with veteran DJ Rehan Ahmad (DJ DvS). With over three decades of experience behind the decks, Rehan breaks down the hidden art, technical mastery, and business side of DJing. From reading a room and executing on-the-fly music pivots to building a DJ management agency and spinning private sets for the Toronto Blue Jays, Rehan shares an unfiltered look into what it really takes to build a 30+ year career in the music industry. In this episode, we cover: Behind the decks and the hidden chaos of live mixingOrigin of DJ DvS and his 33 year careerReading the crowd and pivoting sets on the flyUsing hospitality experience to build a business advantageVinyl records to digital crates STEMs and AI toolsLaunching Amplify DJ Management and scaling a agencySpinning private sets and batting practice for the Blue JaysNavigating seasonal income swings and life as an entrepreneur Cody's socials: YouTube: https://www.youtube.com/@cody_malloy Instagram: https://www.instagram.com/cody_malloy/ Facebook: https://www.facebook.com/cody.malloy/ TikTok: https://www.tiktok.com/@cody_malloy/ X: https://www.x.com/cody_malloy/ LinkedIn: https://www.linkedin.com/in/codycmalloy/   DJ DvS' socials: YouTube: https://www.youtube.com/@djdvs/ Instagram: https://www.instagram.com/djdvstoronto/ Facebook: https://www.facebook.com/djdvstoronto/ TikTok: https://www.tiktok.com/@dj.dvs/ X: https://www.x.com/djdvstoronto/ LinkedIn: https://www.linkedin.com/in/djdvs/ Chapters: (00:00) Intro & Welcome (00:31) What the Average Person Doesn't See in the DJ Booth (02:43) Origins of DJ DVS & The Movie 'Juice' (04:03) The 15,000 Record Collection & Record Pools (05:13) How He Landed on the Name 'DJ DVS' (07:06) The Night He Cleared a Dance Floor with One Song (09:32) Breaking New Songs vs. Reading the Crowd (12:21) Going Full-Time & Past Careers in Hospitality (16:17) How Hospitality Experience Made Him a Better DJ (19:33) Prepping Gigs: Vinyl Crates vs. Digital Crates (22:06) How to Read the Room in Lounges & Nightclubs (26:38) How DJs Use Turntables & Mix Songs Live (29:03) Live Remixing with STEMs Technology (31:15) Evolution of DJ Tech: CDs, Serato, & AI (34:27) Scaling Amplify DJ Management (36:49) Delegating & Managing Other DJs (39:11) Favorite Gigs: Celebration Square & Opening for Jazzy Jeff (42:34) DJing Internationally & The Dubai Way of Life (48:00) The Pros & Cons of Entrepreneurship (52:45) DJing for the Toronto Blue Jays & Clubhouse Stories (59:50) Pivoting to the Hitting Cages & Learning Strategy (01:03:18) Attending Rüfüs Du Sol & Appreciating New Genres (01:05:37) Wrap Up & Final Thoughts

    The Art of Reading the Room & Mixing Live | #29 - DJ DvS (Rehan Ahmad)
  8. Sep 9

    I Almost Quit Being My Own Boss | #28 - Matt Chung

    Matt Chung is a commercial filmmaker, photographer, and content creator who documents his journey in entrepreneurship and creative storytelling on YouTube. Matt joins me for a deep conversation on navigating creative ambivalence, the hidden trade-offs of running a commercial production business, and finding alignment between money and meaning. Reflecting on our creative retreat in Northern Norway 14 months prior, Matt breaks down why he transitioned toward long-form YouTube documenting, how he handles self-doubt and imposter syndrome as an entrepreneur, and what he learned from networking with 7-figure founders in France. We also dive into why taste is the ultimate competitive advantage in the age of AI, the importance of real-world community, and how to embrace the awkward "cringe" phase to master your craft. In this episode, we cover: How a Northern Norway retreat sparked major career pivotsBalancing high-paying commercial work with creative fulfillmentManaging imposter syndrome and the mental toll of entrepreneurshipKey mindset takeaways from hanging out with 7-figure foundersWhy human taste and storytelling will always beat AIShifting from short-form social media to long-form YouTubeWhy real-world community drives true creative growthRedefining success beyond revenue and follower counts Cody's socials: YouTube: https://www.youtube.com/@cody_malloy Instagram: https://www.instagram.com/cody_malloy/ Facebook: https://www.facebook.com/cody.malloy/ TikTok: https://www.tiktok.com/@cody_malloy/ X: https://www.x.com/cody_malloy/ LinkedIn: https://www.linkedin.com/in/codycmalloy/ Matt's socials: YouTube: https://www.youtube.com/@lifewithchunger Instagram: https://www.instagram.com/lifewithchunger/ Facebook: https://www.facebook.com/matthew.chung.96930/ TikTok: https://www.tiktok.com/@lifewithchunger Chapters: (00:00) Introduction & Connecting with Matt Chung (00:47) Reflecting on the Creator Retreat in Norway (02:20) Shifting to Intentional Personal Development & Branding (03:59) How Norway Changed Cody’s Content Direction (05:08) The Obsession with Creative Ideas (06:26) The Power of Workflows, Mindset & In-Person Community (09:35) Balancing Work, Play, and Purpose in Business (12:25) Fast-Tracking Relationships & Overcoming Unknowns (13:26) Why You Can't Grow in a Vacuum (14:28) Exploring Senya & Reconnecting in Norway (16:53) Takeaways from a 100-Founder Retreat in France (18:33) Realizing Everyone is Just Trying to Figure It Out (19:21) Cody’s Approach to Podcasting & Building Community (20:47) Networking with 7-Figure Founders (21:49) How Matt Generates Revenue as a Creative Entrepreneur (24:13) The Importance of Storytelling & Human Taste (26:08) Landing First Paid Creative Clients in Iceland (28:07) Fighting Through the "Cringe Stage" of Content (30:17) Documenting Personal Growth on YouTube (33:22) Why YouTube Beats Short-Form Social Media (35:13) Meeting Audience Preferences & Embracing Guest Interviews (37:34) Navigating Creative Ambivalence & Agency Trade-offs (40:17) The Power of 1-on-1 Mentoring (41:33) Money vs. Meaning in Commercial Production (44:40) Reframing Struggles as Transformative Growth (47:50) The 100-Day Speaking Challenge & Doubling Down on Strengths (49:13) Facing Insecurity & Imposter Syndrome (51:00) The Ping Pong Ball Analogy for Managing Self-Doubt (53:25) Dealing with Negative Comments & Moving On (54:55) How Matt Defines True Success & Freedom (58:00) Daily Indicators of Success & Financial Adjustments (01:01:16) Developing Creative Taste in the Age of AI (01:04:12) The Psychological Toll of Entrepreneurship (01:07:21) Unlocking New Opportunities & Embracing the Long Grind (01:11:00) Finding Sustainable Consistency You Enjoy (01:14:17) Closing Thoughts & Final Remarks

    I Almost Quit Being My Own Boss | #28 - Matt Chung

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Sharing my perspective one pod at a time.

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