Chess Not Checkers

Chess Not Checkers
Podcast Description
Welcome to Chess Not Checkers, the podcast that teaches you how to play the long game in both business and life. Hosted by Keith Riddle and Jordan Tampien, we dive deep into strategic thinking, exploring how the best minds think several steps ahead. Each episode features guests from a variety of fields — real estate, business, health, wealth, and more — who share their stories and the unique mindset that’s propelled their success. Whether you’re building, growing, or establishing your business, this show offers valuable insights to help you think smarter and act with purpose.
Podcast Insights
Content Themes
The show focuses on strategic thinking, entrepreneurship, and personal growth, with episodes exploring topics such as business adaptation, work-life balance, and long-term planning. Examples include discussions on the entrepreneurial mindset with guests from various industries, including real estate and digital marketing, offering lessons from their unique journeys.

Welcome to Chess Not Checkers, the podcast that teaches you how to play the long game in both business and life. Hosted by Keith Riddle and Jordan Tampien, we dive deep into strategic thinking, exploring how the best minds think several steps ahead. Each episode features guests from a variety of fields — real estate, business, health, wealth, and more — who share their stories and the unique mindset that’s propelled their success. Whether you’re building, growing, or establishing your business, this show offers valuable insights to help you think smarter and act with purpose.
In this episode of Chess Not Checkers, hosts Keith Riddle and Jordan Tampien sit down with Brynn MacLennan, CEO and co-founder of Slate, to talk about her journey building an electric flosser that makes oral care simple, effective, and dentist-approved.
Brynn shares the story of how Slate started, from early ideation in 2019 to launching the product in 2022, and the challenges of scaling a consumer product business. She dives into lessons learned about innovation, leadership, team culture, and navigating unexpected hurdles like COVID-19.
This conversation isn’t just about floss—it’s about creating products people actually use, leading with purpose, and turning ideas into businesses that last. Whether you’re an aspiring entrepreneur or just someone who hates flossing, Brynn’s insights are practical, inspiring, and surprisingly fun.

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