A Dope Conversation

Jake Waggoner
  • 5.0 (1)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

For entrepreneurs, creatives, and innovators to share their journeys, struggles, and successes in the pursuit of creating meaningful work through their business. Hosted by Jake Waggoner- entrepreneur, marketer, and photographer.

Episodes

  1. EP 004 - Tevyn Grayson, Grayson Accounting Service

    09/10/2025

    EP 004 - Tevyn Grayson, Grayson Accounting Service

    This episode features Tevyn Grayson, the Owner of Grayson Accounting Service based in Kalamazoo, Michigan. His business specializes in bookkeeping and helping small businesses & entrepreneurs stay financially organized and on top of their game. Tevyn shares his journey into entrepreneurship, what led him to start his own accounting business, and the challenges he's faced along the way. We talk about the importance of financial literacy for entrepreneurs, how good bookkeeping can be a game-changer for business growth, and why understanding your numbers is one of the most empowering things you can do as a business owner. This episode is full of practical insights and real talk about finances, mindset, and managing the behind-the-scenes work that keeps a business moving forward. It was also filmed in his brand new office location where he recently held an open house celebrating a major milestone. Photos included in the episode from the event were captured by Skylar Belser of Skycam Media. Check out Grayson Accounting Service! Website Instagram Facebook LinkedIn ⁠Follow Jake on Instagram⁠⁠ ⁠⁠Connect with Jake⁠⁠ on LinkedIn Check out ⁠⁠Defined Lines Website⁠

    55 min
  2. EP 003 - Mia Leibold, Rose Wellbeing & The Vine Barn

    07/16/2025

    EP 003 - Mia Leibold, Rose Wellbeing & The Vine Barn

    This episode features wellness entrepreneur Mia Leibold, founder of Rose Wellbeing and The Vine Barn in Kalamazoo, Michigan.Mia shares how losing her “dream job” at the start of the pandemic became the unexpected catalyst for launching her own business. What began as a bold move during uncertain times has grown into a thriving corporate wellness consulting company that supports organizations with fresh food, movement classes, mental health resources, and individualized coaching.We talk about the emotional rollercoaster of entrepreneurship—from burnout and imposter syndrome to the quiet power of consistency and community. Mia reflects on how she’s learned to meet people where they are, the importance of adapting her business over time, and why having the freedom to pivot is one of the most fulfilling parts of being a business owner. This conversation is raw, real, and encouraging—especially for anyone in the thick of building something meaningful. Check out Rose Wellbeing! Website Instagram Facebook Check out The Vine Barn! Website Instagram Facebook Follow Jake on Instagram⁠ ⁠Connect with Jake⁠ on LinkedIn Check out ⁠Defined Lines Website

    1h 1m
  3. EP 002 - Jeffrey Harmon, J's Squeaky Clean Auto Detailing

    06/03/2025

    EP 002 - Jeffrey Harmon, J's Squeaky Clean Auto Detailing

    The episode features Jeffrey Harmon, owner and lead detailer of J's Squeaky Clean Auto Detailing, a mobile detailing business based in Grand Rapids, Michigan. Jeffrey shares his journey into full-time entrepreneurship, discussing the mindset shifts, challenges, and key decisions that led him to quit his job and pursue his business full-time. He emphasizes the importance of believing in oneself, overcoming imposter syndrome, and understanding that there's no "perfect time" to take the leap. We also explore the emotional rollercoaster of entrepreneurship, discussing the highs and lows, the importance of self-care, and how journaling and mindset shifts can help entrepreneurs stay resilient. Later in the conversation, the focus shifts to auto detailing, where Jeffrey explains the value of professional detailing compared to traditional car washes. He highlights key maintenance tips, and why frequent automatic car washes can actually damage a vehicle's longevity. Book a detail with Jeffrey on his website! Follow J's Squeaky Clean Auto Detailing on Instagram Subscribe to his YouTube Channel Check out Paisclayco handmade jewelry at their website Follow Paisclayco on Instagram Follow Jake on Instagram Connect with Jake on LinkedIn Check out Defined Lines Website

    58 min
  4. EP 001 - Welcome to A Dope Conversation

    05/26/2025

    EP 001 - Welcome to A Dope Conversation

    In the very first episode of A Dope Conversation, I get real about the fear and hesitation that kept this podcast on the back burner for way too long. With a mic in front of me and nerves in the room, I finally hit record—and step into something that’s been calling me for a while.This episode isn’t just a beginning—it’s a breakthrough. I talk through the vulnerability of starting, how the vision for the podcast has evolved, and why now feels like the right time. I also introduces myself and my work as the founder of Defined Lines Marketing, a creative agency helping businesses tell their stories through photography, videography, and digital strategy.If you’ve ever struggled to start something meaningful, this one’s for you. Follow Jake on Instagram Connect with Jake on LinkedIn Check out the Defined Lines Website

    12 min
  • 4 Episodes

About

For entrepreneurs, creatives, and innovators to share their journeys, struggles, and successes in the pursuit of creating meaningful work through their business. Hosted by Jake Waggoner- entrepreneur, marketer, and photographer.

Information

  • Creator
    Jake Waggoner
  • Years Active
    2K
  • Episodes
    4
  • Rating
    Clean
  • Copyright
    © Jake Waggoner
  • Show Website
    A Dope Conversation