ep28 Greg Gillespie is my bestie
released Nov 13, 2025
1:40:26

Greg Gillespie Instagram: https://www.instagram.com/greg_gillespie/

In this heartfelt and wide-ranging conversation, Glen Erickson sits down with longtime friend and collaborator Greg Gillespie—videographer, musician, and dad. The episode explores the unique bond between Glen and Greg, tracing their shared history from church music circles in Edmonton to creative adventures in Vancouver, Iceland, and beyond.

Together, they reflect on:

• The journey from making music to supporting the music community in new ways
• The importance of staying connected to creativity, even when it’s not a full-time career
• Navigating FOMO, ambition, and the evolving meaning of “success” in music and art
• The value of being an “ambassador of culture” and the unsung heroes who keep local scenes alive
• How spiritual backgrounds and the search for transcendence shape their relationship with music
• Memorable stories from their time making records, touring, and filming documentaries—including their trip to Iceland for “Iceland Calling”
• The power of live music, community, and empathy in a changing world

The episode is a candid, unscripted conversation between friends who have seen each other through decades of creative pursuits, personal growth, and the ever-changing landscape of music and art. Whether you’re a musician, a fan, or someone who loves a good story about friendship and following your passion, this episode offers insight, humor, and inspiration.

Mentioned in this episode:

• Trainsleeper (Greg’s music project)
• F&M, The Wheat Pool, and other Edmonton/Vancouver music connections
• Jonathan Anderson / Jonathan Inc (producer)
• “Iceland Calling” documentary project
• Reflections on Spotify Wrapped, playlist culture, and the joy of discovering new music

Connect with us:

hosts: Glen Erickson, Alexi Erickson
Almost Famous Enough website: https://www.almostfamousenough.com
AFE instagram: https://www.instagram.com/almostfamousenough
Almost Famous Enough Spotify playlist: https://open.spotify.com/playlist/1o1PRD2X0i3Otmpn8vi2zP?si=1ece497360564480

Almost Famous Enough is a series of conversations centered around the music industry, pulling back the veil on what it really means to “make it”. Our podcast features guests who know the grind, who have lived the dream, or at the very least, chased the dream. Through these conversational biographies, truth and vulnerability provide more than a topical roadmap or compile some career advice; they can appeal to the dreamer in us all, with stories that can teach us, inspire us, and even reconcile us, and make us feel like we made a new friend along the way.

Chapters

00:00 Introduction

02:39 Catching Up with Greg

03:37 Revisiting Old Memories

07:08 Musical Journeys and Church Influence

12:32 Creating and Collaborating in Music

38:47 Transition to Video Production

42:22 Balancing Passion and Practicality

45:59 The Importance of Community in Music

49:35 Dealing with FOMO and Creative Desires

54:04 Reflecting on the Music Industry

55:00 Balancing Passion and Practicality

55:50 The Importance of Music Communities

56:20 Personal Integrity in Music

56:48 The Role of New Sounds

57:11 The Impact of Familiarity

57:33 Sharing Music and Experiences

58:44 The Iceland Documentary Project

01:02:18 Ambassadors of Culture

01:03:10 The Struggle of Creatives

01:08:39 Spirituality and Music

01:25:37 Post-Fame with Alexi