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Dawn Kennedy talks with Cat Holt, Founder, CEO & Pres @ Coologee, Inc. They delve into the essential strategies for building a durable, sustainable brand. Cat Holt, shares her extensive experience in marketing, consulting, and branding, along with insights from her work with Progressive Insurance. They discuss the evolution of branding, the importance of customer retention, and the transition from awareness to trust in branding. They also explore the role of in-person engagement, digital trust issues, and the significance of maintaining a welcoming and consistent onboarding experience, even as brands grow and evolve. The discussion provides valuable perspectives for business owners looking to adapt and thrive in a changing marketplace.

Who is Cat Holt, and whom does she serve? (01:02)

The Evolution of Progressive Insurance (01:54)

The Importance of Customer Retention (06:56)

Onboarding and Customer Experience (09:43)

Creating a Sense of Community (18:14)

Navigating Real Estate Transactions (23:56)

The Power of Niche Communities Online (24:26)

Evolving Trust in Digital Spaces (25:26)

Rediscovering Human Connections (26:18)

Generational Shifts in Business (31:33)

Cracker Barrel's Rebranding Journey (32:34)

Lessons from Restaurant Industry (36:21)

The Importance of Connection in Business (41:58)

Where to Find More Insights (42:34)

Website: http://coologee.com/

SUBSTACK: https://catholtcoologee.substack.com/

LinkedIn: https://www.linkedin.com/in/catkolodij/

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Dawn Kennedy talks with Adrienne Wilkerson, Co-Founder and CEO of Beacon Media + Marketing, to discuss the transition from being a business founder to taking on the CEO role. The conversation touches on the challenges of moving from a practitioner to a leader, the importance of delegation, the evolution of company culture, and the necessity of trust and communication in building a sustainable business. The episode emphasizes the ongoing evolution of leadership mindsets and the balance between control and freedom in effective business management.

In This Episode....

Who is Adrienne Wilkerson, and whom does she serve? (00:57)

Starting a Business in Anchorage: The Early Years (01:34)

Merging Businesses and the Birth of Beacon Media and Marketing (01:56)

Navigating the Wild West of Digital Marketing (02:44)

From Founder to CEO: The Identity Shift (03:39)

Delegating Tasks and Overcoming Control Issues (06:50)

Strategic Coach and the Four Quadrants Tool (10:00)

Hiring the Right People and Maintaining Company Values (17:21)

The Transition to Ownership (20:23)

Lessons from High School Leadership (21:51)

Delegation and Team Support (23:11)

Evolving Company Dynamics (25:15)

Building Middle Tier Leadership (27:22)

Navigating Employee Turnover (30:45)

Trusting Your Team (35:58)

Adrienne Information:

Instagram: https://www.instagram.com/beaconmm/

LinkedIn: https://www.linkedin.com/in/adriennewilkerson/

YouTube: https://www.youtube.com/@BeaconMediaMarketing

Facebook: https://www.facebook.com/beaconmm

X: https://x.com/beaconmm

Podcast: https://www.beaconmm.com/the-beacon-way/

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For weekly in-depth articles, tips, and strategies: https://getinweredoingbusiness.substack.com

Dawn’s Website: https://dawnkkennedy.com/

Links and Freebies: https://dawnkkennedy.com/resources

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Dawn Kennedy talks with Kevon Saber, a partner and transition architect at Legacy Outcomes, to discuss the intricacies of selling a business. They delve into the importance of succession planning, the differences between mergers, acquisitions, and outright sales, and the critical red flags to watch for. Kevon shares his experience selling two mobile software companies and the lessons learned from those sales. The conversation covers the emotional aspects of selling a business, how to prepare a business for sale, and the importance of a proper valuation. They also discuss seller-side financing, the role of SBA loans, and the significance of confidentiality during the sale process. Kevon emphasizes the need for a solid preparation phase, including clarifying goals, forensic analysis, and getting the right people on the team to ensure a successful and regret-free sale of the business.

In this episode….

Who is Kevon Saber, and whom does he serve? (00:48)

Understanding Mergers, Acquisitions, and Sales (02:43)

The Scary Statistics of Business Sales (04:07)

Preparing Your Business for Sale (06:06)

The Emotional Side of Selling a Business (16:30)

Navigating Financing and Red Flags (21:06)

Understanding the Risks of Time in Business (26:42)

SBA Policies and Seller Financing (27:07)

Valuation and Seller's Path to Regrets (31:25)

Steps to Prepare for Selling a Business (33:41)

Clarifying Goals and Building the Right Team (35:23)

Confidentiality and Screening Buyers (44:57)

Final Thoughts and Resources (46:53)

Kevon Saber’s Information:

LinkedIn: https://www.linkedin.com/in/kevonsaber/

Website: https://legacyoutcomes.com/

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Thanks for listening. If you liked what you heard and want more, please visit and subscribe:

Subscribe to our Youtube Channel: https://youtube.com/@dawnkkennedyxo?si=DcRcjv7H0KN5_vFP

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For weekly in-depth articles, tips, and strategies: https://getinweredoingbusiness.substack.com

Dawn’s Website: https://dawnkkennedy.com/

Links and Freebies: https://dawnkkennedy.com/resources

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Order Dawn’s book, The Profit Accelerator for Small Business ...