On Business Refocused, Lindsay and Carey sit down with Wessly J. Anderson to talk entrepreneurship, leadership, and the very real way AI is changing business right now. Wes is the founder of Agency VA and Agent CVA, and he’s built what most people only talk about: multiple businesses across different seasons of life, with a bias toward growth, speed, and learning through doing.

Wes shares how he grew up inside his dad’s tech company (back when “CD-ROM” felt like the future), and why that experience wired him to build. From a lawn mowing company where he never mowed a lawn, to a cleaning business at 14, to a surprisingly large candy company supplying hospitals, his story is a masterclass in sales grit, relationship building, and showing up when other people quit. He also gets honest about what can go wrong when you choose the wrong partners, including a painful story of a business being stolen and the lessons that shaped his much stricter partner-vetting process today.

Then the conversation shifts into a topic every business owner needs to be thinking about: AI. Wes is bullish on it, but clear-eyed about risk. He explains why putting sensitive information into public AI tools is a bad move, why “head in the sand” is the most dangerous position a leader can take, and how the real separator will be the people who put in the reps. Not AI itself, but the business owners who learn how to use it responsibly and well.

They wrap with Wes’s best advice for entrepreneurs: stop chasing everyone else’s playbook, get honest about what you’re good at, and build your business around your strengths while finding partners, people, and tools to cover the rest.

What you’ll learn

• How serial entrepreneurs spot opportunity and build fast
• Why contracts, consistency, and “showing up” create real enterprise value
• The hidden risk of choosing partners without a process
• Wes’s take on AI: privacy, practicality, and why adoption is now a competitive advantage
• A simple framework for entrepreneurs: know your strengths, outsource your weaknesses, and ignore the noise

Sponsored by AgencyPoint

This episode is brought to you by AgencyPoint, your full-service partner for Accounting, Tax, Legal, and HR solutions built specifically for insurance agencies. AgencyPoint helps independent agencies streamline operations, stay compliant, and make confident financial decisions. Learn more at https://www.myagencypoint.com/partners/insurancerefocused

Connect with us:
Follow AgencyFocus for more conversations that help agency owners build clarity, confidence, and long-term value. Learn more at https://agency-focus.com/

Show previously named Insurance Refocused

On Business Refocused, Lindsay and Carey talk with Matt Porter, former owner of a family-run oil and propane company in mid-coast Maine who started his business at the dining room table, grew it over 16+ years, and sold it in December 2022 through Tounge Associates. Today, Matt has come full circle and now serves as a Senior Advisor at Tounge Associates, helping other business owners navigate acquisitions and ownership transitions.

Matt shares what led him to sell, including rapid COVID-era growth, labor challenges in the trades, and the personal toll of running a seven-day-a-week service business. He walks through the decision not to pass the company to the next generation, even with multiple family members working inside the business, and why timing and pressure matter as much as valuation.

The conversation breaks down what it’s really like to work with an M&A advisor, from valuation and buyer outreach to negotiating offers while still running the business. Matt also reflects on communicating the sale to employees, staying on through a critical transition period, and planning life after the sale.

What you’ll learn

• How to know when growth is creating pressure instead of opportunity
• What buyers value most in service-based businesses
• Why working with an M&A advisor can protect value and reduce stress
• How to communicate a sale to employees and customers
• Why planning your post-sale chapter matters

Sponsored by AgencyPoint

This episode is brought to you by AgencyPoint, your full-service partner for Accounting, Tax, Legal, and HR solutions built specifically for insurance agencies. AgencyPoint helps independent agencies streamline operations, stay compliant, and make confident financial decisions. Learn more at https://www.myagencypoint.com/partners/insurancerefocused

Connect with us:
Follow AgencyFocus for more conversations that help agency owners build clarity, confidence, and long-term value. Learn more at https://agency-focus.com/

Show previously named Insurance Refocused

In this episode of Business Refocused, Lindsay and Carey talk with Col. (Ret.) Robert “Cujo” Teschner, former F-15 and F-22 fighter pilot and author of Debrief to Win. Cujo shares how a childhood dream of flying fighters led to a 20-year Air Force career, what happened when a colorectal cancer diagnosis forced him out of the cockpit, and how he rebuilt his purpose as an entrepreneur and leadership coach. He walks through the accountability and debrief system used in elite fighter squadrons and shows how those same tools help business leaders create high performance teams, lead through disruption, and handle feedback without blame.

Throughout the conversation, Cujo and the hosts connect these lessons directly to independent insurance agencies: finding meaning in “numbers work,” leading teams through transition, and staying grounded when your identity is tied to your role. It is a practical, story-driven playbook for any owner or leader who feels stuck, burned out, or on the edge of a big change.

What you’ll learn

• How fighter pilot debriefs translate into a simple, repeatable accountability process for your agency
• A forward focused way to talk about mistakes that improves performance instead of creating fear
• How to reframe disruption, illness, or career change so your story “gets better” instead of smaller
• Why purpose drives better results than quotas, and how to reconnect your daily work to real impact
• Practical ideas for leading your team through uncertainty, tough feedback, and major transition

Sponsored by AgencyPoint

This episode is brought to you by AgencyPoint, your full-service partner for Accounting, Tax, Legal, and HR solutions built specifically for insurance agencies. AgencyPoint helps independent agencies streamline operations, stay compliant, and make confident financial decisions. Learn more at https://www.myagencypoint.com/partners/insurancerefocused

Connect with us:
Follow AgencyFocus for more conversations that help agency owners build clarity, confidence, and long-term value. Learn more at https://agency-focus.com/

Show previously named Insurance Refocused