July 17, 2025

Building Community and Connection in Business with Tyler Wynn

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Building Community and Connection in Business with Tyler Wynn

Is connection the missing metric in business?

 

📊 A recent Gallup study revealed that employees who feel a strong sense of community at work are 3.2 times more likely to be engaged and 68% less likely to experience burnout.

 

On this episode of The Bliss Business Podcast, we’re talking with Tyler Wynn, President of Ledgers USA, about what it means to build business through community, not control.

 

Tyler leads a purpose-driven accounting firm that puts people before process. In this episode, we’ll explore how he’s creating systems that support authentic connection, build trust, and drive real performance.

 

🎙️ Hosted by Stephen Sakach and Tullio Siragusa

🎧 Produced by Tullio Siragusa

 

In this episode, we’ll cover:

 

• Why belonging is more than a buzzword

• How to build team culture that actually scales

• What it looks like to lead with care in a metrics-driven world

• Why purpose is not a side note, but a guiding system

 

đź’¬ How do you intentionally build connection in your workplace?

Tyler Wynn Profile Photo

Tyler Wynn

President of Ledgers USA

Tyler is an entrepreneur, financial strategist and franchise leader who began his career in the nuclear field before becoming a cost analyst, where he priced complex projects like nuclear aircraft carriers and submarines. While building his professional foundation, he also invested in value-add residential real estate—a path inspired by the financial struggles his family faced during the 2008 real estate crash.

Driven by a deep passion for accounting and psychology, Tyler transitioned from real estate to acquiring businesses, where he discovered a significant gap in financial support for small businesses. After purchasing his first company, he met John Hewitt—founder of Jackson Hewitt, Liberty Tax, and now Loyalty Brands—through his property manager. That introduction led him to Ledgers, a fully cloud-based, boutique accounting franchise with 60+ locations in Canada and a growing presence in the U.S.

Now serving as President of Ledgers USA, Tyler is on a mission to guide small business owners across the country—providing the tools, systems, and expertise they need to grow, stay financially healthy, and achieve their dreams.