How AI Is Closing Deals for Home Service Businesses with Chiirp (Ryan Fenn)

How AI Is Closing Deals for Home Service Businesses with Chiirp (Ryan Fenn)

Author: Tommy Mello: $200 Million Founder|Forbes, Inc., Entrepreneur Columnist March 27, 2026 Duration: 1:03:47

Ryan Fenn is an entrepreneur and the founder and CEO of Chiirp, a software company focused on helping home service businesses convert more leads into booked jobs. A lifelong entrepreneur, Fenn built his career from the ground up—starting with a windshield repair business he launched with just a few hundred dollars and scaling it into a multi-location operation.

Through his early experience in sales and home services, Fenn identified a major gap in the industry: most companies weren't losing revenue because of poor marketing, but because of inconsistent and slow follow-up with leads. This insight ultimately led him to create Chiirp, which automates customer follow-up across multiple channels, including text messages, emails, voicemail drops, and more.

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For anyone running a home service business-be it plumbing, HVAC, or a dozen other trades-the daily grind can feel isolating. You’re solving problems for customers while wrestling with your own, from hiring the right technicians to figuring out which marketing actually works. That’s where The Home Service Expert Podcast comes in. Host Tommy Mello isn’t just another commentator; he’s a founder who has built his own companies to a staggering $200 million in revenue, and he shares his hard-won perspective as a columnist for major publications like Forbes, Inc., and Entrepreneur. Each episode feels like a direct conversation with the sharpest minds in the field. Tommy brings on leading entrepreneurs and specialists, not only from home services but from adjacent industries, to unpack the precise tactics that drive real growth. You’ll hear practical discussions that skip the theory and dive into applied knowledge, covering everything from leveraging new digital tools to executing scaling strategies that protect your company’s culture. The dialogue is built on a foundation of genuine experience, offering a sense of camaraderie and actionable advice for owners who are serious about building a legacy, not just a job. This podcast serves as a vital resource for turning operational challenges into your biggest opportunities.
Author: Language: English Episodes: 100

The Home Service Expert Podcast
Podcast Episodes
From Prison to Purpose: Peter Meyerhoff's Journey of Redemption [not-audio_url] [/not-audio_url]

Duration: 49:36
In this episode, Peter Meyerhoff shares his incredible journey from a troubled youth and time in prison to becoming a successful entrepreneur, motivational speaker, and advocate for change. Peter discusses the pivotal mo…
AI and the Transformation of Business with Leo Pajera [not-audio_url] [/not-audio_url]

Duration: 52:03
In this episode of The Home Service Expert podcast, host Tommy Mello interviews Leo Pareja, CEO of eXp Realty, discussing his journey in real estate, the impact of technology and AI on the industry, and the importance of…
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In this conversation, Tommy Mello and Alisa Imperial discuss the importance of belief in business, the challenges faced in the home services industry, and the critical role of trust and delegation. They emphasize the nee…
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In this conversation, Tommy Mello and Benji Carlson discuss the current state of the blue collar economy, emphasizing the bullish outlook for trades and the impact of AI as a growth enabler. They explore the talent short…
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Duration: 1:13:14
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Home Service Niche Growth Strategies with Tim Brown [not-audio_url] [/not-audio_url]

Duration: 1:03:56
In this conversation, Tommy Mello and Tim Brown discuss the intricacies of home service marketing, emphasizing the importance of niche marketing, community engagement, and the balance between SEO and PPC strategies. They…
The Journey of an Automotive Expert with Aaron Stokes [not-audio_url] [/not-audio_url]

Duration: 1:03:21
In this conversation, Tommy Mello interviews Aaron Stokes, a seasoned expert in the automotive repair industry. They discuss Aaron's journey from humble beginnings to becoming a successful entrepreneur and coach. The con…