596 – Marketing in the AI Era with Shannon Bailey episode artwork

EPISODE · Feb 16, 2026 · 37 MIN

596 – Marketing in the AI Era with Shannon Bailey

from The How of Business - How to start, run, grow and exit a small business. · host Henry Lopez, Shannon Bailey

How AI is reshaping small business marketing and why clear positioning and strong messaging matter more than ever. Show Notes Page: https://www.thehowofbusiness.com/596-shannon-bailey-marketing-and-ai/ Branding and messaging expert Shannon Bailey shares her entrepreneurial journey and explains (starting at 11:10) why clear positioning and concise messaging are essential in the AI-driven marketing era. As AI tools like ChatGPT reshape how customers search for information, small business marketing is entering a new era that rewards clarity over cleverness and positioning over fluff. In this episode, Henry Lopez chats with branding and messaging strategist Shannon Bailey, founder of Make Progress Strategies. Shannon begins by sharing her entrepreneurial journey, from a career in sales and corporate leadership to launching her own consulting firm, and what led her to take that leap into business ownership. We then explore how AI is changing marketing. Shannon explains why AI doesn't make marketing more technical, but more strategic. As AI platforms synthesize and recommend businesses instead of simply listing search results, vague positioning and generic messaging get exposed quickly. We discuss why small businesses may actually benefit in this shift, how earned authority now matters more than SEO tricks, and why niching down expands your reach instead of limiting it. Shannon also shares practical steps you can take today, including how to test your visibility using AI tools themselves. If you're feeling overwhelmed by AI disruption, this conversation will help you refocus on the fundamentals: clear messaging, strong positioning, and speaking directly to your ideal client, while also offering inspiration from Shannon's own path into entrepreneurship. Shannon Bailey is a strategist and branding and messaging expert. She is the founder of Make Progress Strategies, where she helps small businesses and nonprofits clarify their value proposition, align brand positioning with growth objectives, and build strategic marketing plans that drive action. This episode is hosted by Henry Lopez. The How of Business podcast focuses on helping you start, run, grow and exit your small business. The How of Business is a top-rated podcast for small business owners and entrepreneurs. Find the best podcast, small business coaching, resources and trusted service partners for small business owners and entrepreneurs at our website https://TheHowOfBusiness.com

NOW PLAYING

596 – Marketing in the AI Era with Shannon Bailey

0:00 37:10

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

Frequently Asked Questions

How long is this episode of The How of Business - How to start, run, grow and exit a small business.?

This episode is 37 minutes long.

When was this The How of Business - How to start, run, grow and exit a small business. episode published?

This episode was published on February 16, 2026.

What is this episode about?

How AI is reshaping small business marketing and why clear positioning and strong messaging matter more than ever. Show Notes Page: https://www.thehowofbusiness.com/596-shannon-bailey-marketing-and-ai/ Branding and messaging expert Shannon Bailey...

Can I download this The How of Business - How to start, run, grow and exit a small business. episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!