Insuring Success: Brandy Jackson on Protecting What Matters

The Smart CEO™ Smart Talk Podcast

🎙️ Host: Alena Conley, Senior Division Leader of Coaching and People Development at The Kyra Company

🎧 Guest: Brandy Jackson, Founder of The Brandy Jackson Agency

In this episode of the SmartCEO™ Podcast, we sit down with Brandy Jackson, founder of The Brandy Jackson Agency, to explore her journey from corporate sales to entrepreneurship in the insurance industry. Brandy opens up about the leap from a 16-year career at AT&T to building her own agency — starting with no clients and no playbook, just grit, purpose, and a vision.

She shares how she leveraged her corporate experience, sales training, and mentorship to learn the business from the inside out before launching her own firm. We talk about the challenges of building systems, hiring and training staff (including a fully remote overseas team), and what it really takes to scale a service-based business with integrity.

Brandy also reflects on her experience in the SmartCEO™ Accelerator—highlighting collaboration, community, and the power of being in the right rooms. If you're navigating a growth phase in your business, this episode is packed with relatable insight and hard-earned wisdom.

Key Moments:

• Why Brandy left corporate to pursue insurance
• Learning the business by working with new vs. established agents
• Scaling her agency with systems and an overseas team
• How the SmartCEO™ cohort reshaped her growth strategy
• Advice for entrepreneurs in a transition stage
  

Tune in to hear how Brandy has turned structure and service into a sustainable business — and what she’s doing next to grow and give back.

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