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  1. The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX
  2. #766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling
#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX · Nov 12, 2025

Square CMO Lindsay Irvine on building brand relevance by championing local businesses and authentic, community-driven storytelling.

Authentic Brand Connection Becomes a Key Moat in an AI-Saturated World

As AI generates endless look-alike content, a brand's ability to create genuine, human-to-human connection is a unique and defensible advantage. This 'vibe' cannot be automated or easily replicated, making it a crucial competitive differentiator in a crowded market.

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling thumbnail

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·3 months ago

Measure Brand Campaign Success Through Increased Organic Traffic, Not Just Awareness

Brand campaigns reach the 95% of buyers not currently in-market. Instead of relying on vanity metrics, Square ties this investment to business outcomes by tracking the subsequent lift in organic traffic, which they've found converts better than paid channels.

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling thumbnail

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·3 months ago

Square Casts Local Business Owners as 'Community Celebrities' for Authentic Marketing

Instead of using traditional celebrity endorsements, Square's 'See You in the Neighborhood' campaign heroes its actual customers. This approach treats local business owners as influential figures in their own right, lending unparalleled authenticity and relevance to the campaign's storytelling.

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling thumbnail

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·3 months ago

Future Brand Strategy Must Serve Both Human Customers and AI Information Agents

Brands will need a bifurcated approach for marketing. One strategy will focus on creating authentic content for human connection, while a separate, distinct strategy must structure information to be effectively parsed and prioritized by the AI agents that increasingly intermediate the customer journey.

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling thumbnail

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·3 months ago

Established Brands Like Square Battle Perception Lag, Not Awareness Deficits

For a mature company like Square, the primary marketing challenge is not building awareness but correcting an outdated public perception. Many customers still associate them with their original 'little white reader,' unaware of the full product portfolio, requiring a strategy focused on education and perception shift.

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling thumbnail

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·3 months ago

Square Targets 'Local Businesses,' Not 'Small Businesses,' to Emphasize Community Connection

Square strategically shifted its core customer definition from the generic 'small business' to the more specific 'local business.' This subtle change allows the brand to anchor its identity in the community fabric its customers create, moving beyond simple company size to a shared ethos.

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling thumbnail

#766: Square CMO Lindsey Irvine on connecting with customers through community-driven storytelling

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·3 months ago