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If Walls Could Talk

Dear Anna: How Do I Never Lose a Customer Again?

Learn tips and strategies on winning over customers and making them lifelong clients

By Chris Gray, Jill Bloom, Executive Director, Walls & Ceilings, Anna Anderson
Dear Anna: The Retention Playbook: Never Lose a Customer Again
James Hohner for W&C
October 29, 2025

In the hustle to secure the next project or a new customer, contractors may lose sight of the goldmine they’re sitting on to gain more jobs.

It’s a point Art Unlimited CEO and marketing expert Anna Anderson has shared before, but it’s perhaps even more relevant today as businesses struggle against rising costs and economic uncertainty. That’s when they should turn to their existing customer database.

If Walls Could Talk Podcast show presented by Walls and Ceilings magazine

Dear Anna: How Do I Never Lose a Customer Again?

With the price of everything rising, it’s more important than ever for contractors to gain new customers. But winning them over should be more than simply locking in a new project. Art Unlimited CEO Anna Anderson explains how roofing contractors can apply strategies to their marketing based on the book “Never Lose a Customer Again.”

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“How are we reconnecting? How are we ensuring that there's delight not only in the first project that you're able to accomplish for them? And yet, what is that next project? And how can you make sure that relationship continues to grow and thrive?” Anderson said.

Not only are existing customers a key source of revenue, but cultivating new customers into lifelong clients instead of constantly chasing new ones is a surefire way to guarantee business.

With that in mind, Anderson chats with W&C Publisher Jill Bloom about “Never Lose a Customer Again” by award-winning speaker and business consultant Joey Coleman. The book’s subtitle says it all: “Turn Any Sale Into Lifelong Loyalty in 100 Days.” It goes into what the process looks like of winning over customers in that short period of time, broken down into eight different phases, like “Assess,” “Affirm,” and “Acclimate.” 

“What we see is, if you do not create a great customer experience in that first 100 days, statistically, 60 to 70% of customers will defect,” Anderson said. “So you need to make sure you’re on top of that customer experience and communication in that 100-day mark.”

Listen to the full podcast for more details about the eight phases of winning over a customer and Anderson’s insights into how to apply this as a roofing contractor. For more podcasts like this, check out our “Dear Anna” series.

KEYWORDS: business owners communication customer service Dear Anna If Walls Could Talk marketing podcast sales

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Chrisgray

Chris Gray is the managing editor of Roofing Contractor.

Jill bloom

Jill Bloom is the innovative Executive Director of Roofing Contractor, Walls & Ceilings, Building Enclosure, Roofing Supply Pro, and the highly regarded Best of Success event. With a deep commitment to advancing the roofing, construction, and building enclosure industries, Jill oversees a robust portfolio of publications, podcasts, and events that empower professionals with knowledge, inspiration, and connections.

Her brands deliver exceptional value across multiple platforms, including:

  • Techos y Más, the Spanish-language newsletter of Roofing Contractor.
  • Safety Advisor, a newsletter focused on critical resources for jobsite safety.
  • Thermal Talk, a newsletter focused on insights and news for the insulation contractor.
  • eRock, a leading newsletter for drywall contractors.
  • The Enclosure Experts podcast, offering architects deep insights into building enclosure technologies.
  • If Walls Could Talk, a podcast dedicated to exploring trends and innovations for the wall and ceiling contractor.
  • The Best of Success Podcast, providing thought leadership and practical advice for roofing professionals.

Jill’s passion for professional development and fostering industry connections is exemplified by the Best of Success event, a premier gathering of contractors, suppliers, and thought leaders for unmatched education and networking.

Anna anderson art unlimited
Anna Anderson is the visionary CEO of Art Unlimited, a leading marketing agency that specializes in digital and traditional marketing services. With years of experience in the marketing industry, Anna has become a well-known expert in roofing marketing services, having helped numerous companies increase their online presence and boost their bottom line.

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