DiscoverHome Care HindsightThe Two Jobs I Wish I’d Focused On Sooner – Chuck Bailey
The Two Jobs I Wish I’d Focused On Sooner – Chuck Bailey

The Two Jobs I Wish I’d Focused On Sooner – Chuck Bailey

Update: 2025-08-19
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In this episode of Home Care Hindsight, host David Knack welcomes Chuck Bailey, founder and CEO of True North Holdings, to discuss the realities of being a small business owner in the home care industry. 

With decades of experience as a corporate executive, franchisee, franchisor, and now a service provider to franchisees, Chuck shares invaluable insights on the challenges of entrepreneurship, the importance of financial discipline, and the two critical roles every business owner must master: driving revenue and building a team.

He also reflects on his biggest mistake: trying to control everything, and how learning to delegate and trust his team transformed his business.

Lesson Takeaways:

1. The Two Core Responsibilities of an Owner: Focus on driving revenue and building your team. Everything else can be delegated or outsourced.

2. Avoid Overcontrol: Holding onto tasks too tightly limits growth. Delegate early and trust your team to execute, even if their methods differ from yours.

3. Financial Cadence is Key: Regularly review your finances, regardless of whether you’re struggling or thriving. Consistency in financial oversight prevents surprises and fuels growth.

4. Hire for Vision Alignment: Prioritize hiring bright, adaptable people who understand and embody your mission, rather than just industry experience.

5. AI as a Tool, Not a Miracle: While AI can enhance consistency and efficiency, it requires training and alignment with your business’s core values to be effective.

Timestamps:

02:24 - The challenges of being a small business owner in home care

07:25 - Chuck’s biggest mistake: Trying to control everything

12:44 - The importance of mission and vision in team building

19:18 - Financial cadence: Why it’s critical for business success

24:41 - Overrated in home care: Exotic marketing solutions

29:50 - The role of AI in home care and maintaining message consistency

34:31 - A small mistake with big consequences: Delegating sales too soon

40:41 - Chuck’s win of the week: Launching My Franchise Bookkeeper

Quotes:

Chuck Bailey: "The two jobs of a business owner are to drive revenue and build the team. Everything else can be outsourced."

David Knack: "The rub of leadership is holding the vision tightly but the execution loosely."

Chuck Bailey: "People buy from people who care. That’s the foundation of home care."

Chuck Bailey: "80% of AI is crap. The 20% that works can change your business—if you train it right."

Resources:

1. Chuck Bailey on LinkedIn: https://www.linkedin.com/in/charlesbailey/

2. True North Holdings on LinkedIn: https://www.linkedin.com/company/true-north-holdings/

3. True North Holdings website: https://www.true-north-holdings.com/

4. My Franchise Bookkeeper: https://www.linkedin.com/company/myfranchisebookkeeper/

5. Connect with David Knack on LinkedIn: https://www.linkedin.com/in/david-knack/

6. Connect with Zingage on LinkedIn: https://www.linkedin.com/company/zingage/

7. Powered by Zingage: https://zingage.com/

8. Watch Episode on Zingage’s YouTube: https://www.youtube.com/@Zingage

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The Two Jobs I Wish I’d Focused On Sooner – Chuck Bailey

The Two Jobs I Wish I’d Focused On Sooner – Chuck Bailey

David Knack