How Dallas Took Team Canada Experience and Built DK Softball Into Something Bigger

Dallas Kipfer has lived every side of the game. Three-time Team Canada alumni, long-time coach, and someone who’s spent years right in the middle of high-level softball. In this episode, Dallas walks through his path from dropping out of college and framing houses to building DK Softball, coaching at Conestoga, working with the Mo Bearcats, partnering with Rawlings Canada, and still competing at the national level. We talk about what actually drives long-term athlete development: confidence, mindset, consistency, and building good people before great players. Dallas shares how he earned his spot with Team Canada, why he stopped chasing analytics in content, how he creates a culture athletes want to be part of, and what he wishes more coaches and parents understood about standards, failure, and growth. If you’re an athlete, coach, parent, or anyone building something that requires discipline and leadership, there’s a lot in this one. A podcast about what really goes on behind the scenes of building brands, businesses, and personal platforms. We talk marketing, content, branding, community, and the uncomfortable middle between idea and execution. Built for founders, creators, and business owners who want honest conversations, not recycled advice. Hosted by Matt and Olivia. Audio-only for now. New episodes regularly. Listen & subscribe → Apple Podcasts → Spotify Follow along → Instagram: @Mattortlieb_ @oliviamckerrow @ortliebmedia