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

#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

The Agile Brand

Business, Marketing

52.7K Ratings

🗓️ 12 November 2025

⏱️ 29 minutes

🧾️ Download transcript

Summary

As we’re increasingly inundated with AI-generated content and algorithm-driven ads, what’s more powerful: yet another new technology, or the authentic voice of the small business owner on the corner? Agility requires not just reacting to market shifts, but deeply understanding the very fabric of the communities you serve and having the conviction to amplify their voices over your own. It’s about finding strength not in shouting louder, but in listening closer. Today, we're going to talk about how a brand can cut through an increasingly crowded market by turning its most loyal customers into its most powerful advocates. We'll explore the strategy of reasserting brand relevance through authentic, community-driven storytelling, and what it takes to execute this when competitors are focused on features and scale.To help me discuss this topic, I'd like to welcome Lindsey Irvine, Chief Marketing Officer at Square. About Lindsey Irvine Lindsey Irvine is the Chief Marketing Officer (CMO) at Square, the technology company that makes commerce and financial services easy and accessible. With nearly two decades of experience in marketing, strategy, and leadership across both large enterprises and fast-growing startups, Irvine is responsible for overseeing Square’s global marketing efforts, driving brand awareness, customer engagement, and market growth around the world, all in service of the company's mission to empower businesses and entrepreneurs worldwide.Before joining Square, Irvine was CMO at Benchling, pioneer of the R&D Cloud powering the biotechnology industry. Prior to that, she spent nearly a decade at Salesforce, where she held several leadership roles, including global CMO for MuleSoft, and played a key part in developing go-to-market strategies across IoT, industry verticals, and cloud solutions. She is credited with driving high-impact global marketing strategies and helping position Salesforce as a leader in the enterprise software space. Lindsey Irvine on LinkedIn: https://www.linkedin.com/in/lindseyirvine/ Resources Square: https://squareup.com/us/en The Agile Brand podcast is brought to you by TEKsystems. Learn more here: https://www.teksystems.com/versionnextnow Catch the future of e-commerce at eTail Palm Springs, Feb 23-26 in Palm Springs, CA. Go here for more details: https://etailwest.wbresearch.com/ Connect with Greg on LinkedIn: https://www.linkedin.com/in/gregkihlstromDon't miss a thing: get the latest episodes, sign up for our newsletter and more: https://www.theagilebrand.show Check out The Agile Brand Guide website with articles, insights, and Martechipedia, the wiki for marketing technology: https://www.agilebrandguide.com The Agile Brand is produced by Missing Link—a Latina-owned strategy-driven, creatively fueled production co-op. From ideation to creation, they craft human connections through intelligent, engaging and informative content. https://www.missinglink.company

Transcript

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0:00.0

The Agile brand.

0:03.0

Welcome to Season 7 of the Agile brand, where we discuss the trends and topics marketing leaders need to know.

0:15.0

Stay curious, stay agile, and join the top enterprise brands and MARTEC platforms as we explore marketing technology, AI, e-commerce, and join the top enterprise brands and Martec platforms as we explore marketing technology,

0:23.1

AI, e-commerce, and whatever's next for the Omnichannel customer experience.

0:27.9

Together we'll discover what it takes to create an agile brand, built for today and tomorrow,

0:32.1

and built for customers, employees, and continued business growth.

0:36.9

I'm your host, Greg Kilstrom, advising Fortune 1,000 brands on Martec, employees, and continued business growth. I'm your host, Greg Kilstrom, advising Fortune 1000 brands on Martec, AI, and marketing operations.

0:43.3

The Agile Brand Podcast is brought to you by Tech Systems, an industry leader in full-stack technology services,

0:49.3

talent services, and real-world application. For more information, go to teK systems.com.

0:56.2

To make sure you always get the latest episodes, please hit subscribe on the app you listen to

1:00.1

podcasts on and leave us a rating so others can find us as well. And now on to the show.

1:08.1

As we're increasingly inundated with AI-generated content and algorithm-driven ads,

1:13.6

what's more powerful? Yet another new technology or the authentic voice of the small business owner

1:19.0

on the corner. Agility requires not just reacting to marketing shifts, but deeply understanding

1:24.6

the very fabric of the communities you serve and having the conviction to amplify their voices over your own.

1:31.3

It's about finding strength not in shouting louder, but in listening closer.

1:35.6

Today, we're going to talk about how a brand can cut through an increasingly crowded market

1:39.7

by turning its most loyal customers into its most powerful advocates.

1:44.5

We'll explore the strategy of reasserting brand relevance through authentic, community-driven

1:49.1

storytelling and what it takes to execute this when competitors are focused on features and scale.

1:55.7

Tell me to discuss this topic. I'd like to welcome Lindsay Irvine, Chief Marketing Officer at Square. Lindsay, welcome to the show. Thanks, Greg. It is awesome to be here. Yeah, really looking forward to this conversation and looking forward to diving in. Before we do, though, why don't you give a little background on yourself and your role at Square? Sure, happy to. So, CMOT Square, I've been here for a little over a year.

2:19.2

It has been a wild and awesome ride. I'm sure we'll hit into it. Prior to that, I've been about

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