Building Community and Connection in Business with Tyler Wynn
Tyler Wynn, President of Ledgers USA, joins The Bliss Business Podcast to talk about reducing small business failure: why financial mismanagement sinks so many owners, how a servant mindset shapes his accounting franchise, and why hiring slowly for values keeps culture strong as a company grows.
Reducing small business failure starts with something many owners skip: knowing their real numbers. In this episode of The Bliss Business Podcast, Stephen Sakach and Tullio Siragusa talk with Tyler Wynn, President of Ledgers USA, an accounting franchise built on a simple idea: serve the owner first, and the business follows.
In this episode we explore:
• Why financial mismanagement sinks so many small businesses
• How a servant mindset shapes an accounting franchise
• Why a mission statement should be bigger than the person leading it
• How hiring slowly for values protects culture as a company grows
• Why leading by example beats telling a team what to value
• How helping someone else can turn a bad day around
Tyler cites a hard reality: by his numbers, 75 percent of small businesses fail within their first 10 years, and the leading reason is financial mismanagement. Ledgers USA has set an internal mission to bring that figure below half within five years, because, as Tyler notes, more than half the US workforce is employed by small businesses.
The most common gap he sees is margins. Many owners watch only the bank balance. One friend Tyler helped was playing the debt game between his credit card and cash balance, and once he understood his numbers, his revenue roughly tripled.
Inside the company, Tyler treats franchisees and employees the way he treats clients: people to be served. He leads by example, hires slowly, and weighs attitude and values over a resume, often asking candidates to share their story and something they have overcome.
The conversation turns to credos, too. Stephen shares the Bliss credo, Building Love Into Scalable Systems, and Tyler points to his own: having fun and improving lives.
Helping owners see their business clearly and feel genuinely supported is the same human-first approach Zero Company brings to the brands it serves.
🎙️ Hosted by Stephen Sakach and Tullio Siragusa
🎧 Produced by Tullio Siragusa
Key Takeaways
• (1:59) On why so many owners struggle: “the number one reason most small businesses fail is from financial mismanagement.”
• (1:59) On serving clients: “It's not about us. It's about like being a servant, serving them.”
• (8:51) On setting a mission: “you got to make your mission statement bigger than yourself.”
• (11:17) On leading by example: “I believe talk is cheap and action means everything.”
• (13:43) On hiring: “we value more on values rather than your sheet of accomplishments.”
• (28:45) On knowing your margins: “by just knowing his numbers, he's like 3X his revenue, by just simply knowing what his numbers are.”
FAQ
Why do most small businesses fail?
Tyler Wynn, President of Ledgers USA, says the number one reason small businesses fail is financial mismanagement, often because owners do not know their real margins and manage from the bank balance alone.
How does Tyler Wynn hire for company culture?
Tyler Wynn hires slowly and weighs attitude and values over a resume, asking candidates to share their story and something they have overcome to see whether they will buy into the mission.
What is the mission of Ledgers USA?
Tyler Wynn says Ledgers USA's internal mission is to reduce small business failures, bringing the failure rate he cites from 75 percent to less than half within five years.
Reducing small business failure, in Tyler’s view, begins with serving the owner in front of you. Learn more about Tyler Wynn and Ledgers USA at ledgersusa.com or connect with him on LinkedIn. See his guest profile, watch the video, read the companion post Building Community as a Strategic Advantage in Business, or explore more Featured Guest Series conversations.
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.
