On this episode of Scaling Your Business, we sit down with the powerhouse herself—Karen Stewart, a five-time founder who has not only built but exited her companies like a total boss.
Karen shares what most entrepreneurs miss when they start out, the mindset shift from "this is my baby" to "this is my asset," and why falling in love with your business could actually sabotage your chances of a successful exit. We dig into strategic planning, what it really takes to scale and sell, and how academia (hello, MBA + ICD.D) plays a role in entrepreneurial success—or doesn't.
Whether you're dreaming of your first exit or you're already scaling and want to avoid rookie mistakes, this episode is packed with insight, honesty, and practical gold. Hit that subscribe button and join us on the path to scale with intention.
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About our Guest: Karen Stewart is a seasoned entrepreneur and business strategist who has successfully built and exited five companies across diverse industries. With a strong academic foundation including an MBA and ICD.D designation, she now empowers other entrepreneurs through consulting, sharing her expertise in scaling with purpose and mastering the exit.
Connect with Karen on LinkedIn: https://www.linkedin.com/in/karenhstewart
About Katelyn and Scale Your Business: Katelyn Bullock, aka @ladykatetheentrepreneur, is a passionate entrepreneur, storyteller, and co-founder of ENTA Solutions. She’s on a mission to help local businesses stand out, grow their client base, and unlock their full potential. After co-hosting the series ENTA Asks, Katelyn discovered her gift for spotlighting the unique stories behind successful brands and now brings that same energy and insight to Scaling Your Business. With every interview, Katelyn helps guests highlight what makes their business valuable, scalable, and unforgettable.
Connect with Katelyn on LinkedIn!
https://www.linkedin.com/in/katelynjbullock/
https://www.instagram.com/ladykatetheentrepreneur/
Scaling Your Business is a candid interview series that explores what it really takes to grow and eventually sell a successful company. The show features conversations with entrepreneurs who have built, scaled, and exited their businesses. Each episode dives into the pivotal decisions, culture shifts, and “aha” moments that shaped their journey, offering real-world insight for founders ready to grow with purpose and plan for the future.
As an interviewer, Lady Kate is the ideal choice to share your business expertise and highlight your products and services. Promote your brand and story on Walk the Block and:
- Reach a global audience via the yyccalgarybusiness.ca website and the MegaPixxMedia YouTube channel.
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Episodes are also available in podcast format and you can listen to them on Spotify, Apple Podcast, and Google Podcasts.
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Filmed and edited by ENTA Solutions.
