Betting the Farm: Navigating the Risks & Rewards of Family Business w/ Tiffany Bailey of Bayside Sod

When Tiffany Bailey stepped into her family’s sod farming business, she didn’t see herself as an entrepreneur, just someone grinding to get the work done. But nearly two decades later, she’s redefined the company, the culture, and herself as a leader. In this episode, Tiffany shares the raw truth about running and growing a business with family: the trust, the tension, and the tough calls. Hear how she navigated succession, scaled the business, embraced B2C, and built a culture rooted in clarity and care. This is a masterclass in leadership, learning, and legacy.

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Episode Resources

• Check out what Tiffany is building at Bayside Sod (https://baysidesod.com)

• Read more about the Full Focus Planner (https://fullfocusstore.com)

• Learn more about the Culture Index (https://www.cultureindex.com)