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.

FOR MORE GREAT EPISODES:
The Mello Millionaire - https://open.spotify.com/show/1jsZaiMgWe0EGaPfLtelDW?si=3de6091af58d41b4

Check Out My Social Media:

TikTok
- https://www.tiktok.com/@officialtommymello

Instagram
- https://www.instagram.com/officialtommymello/

Facebook
- https://www.facebook.com/thomasmello/


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
Insights from a Marketing Veteran with Megan Beattie [not-audio_url] [/not-audio_url]

Duration: 1:14:17
In this conversation, Megan Beattie, a seasoned marketing consultant, shares her insights on the importance of execution in consulting, the role of leadership in empowering young professionals, and the necessity of effec…
Why Most Deals Fail with Shark Tank's Kevin O'Leary [not-audio_url] [/not-audio_url]

Duration: 45:36
Kevin O'Leary is a seasoned entrepreneur, investor, and television personality best known as "Mr. Wonderful" on Shark Tank. Before he became "Mr. Wonderful," he was building software companies and collaborating with inno…
Keeping the Blue Collar Spirit Alive with RJ Magee [not-audio_url] [/not-audio_url]

Duration: 53:33
In this conversation, RJ Magee and Tommy Mello emphasize the importance of surrounding oneself with smarter individuals and maintaining a strong connection to the blue-collar workforce. They discuss the challenges faced…
The 4 Pillars of Leadership with Paul Kelly [not-audio_url] [/not-audio_url]

Duration: 1:02:51
In this conversation, Paul Kelly discusses the secrets to success that many people overlook. Tommy and Paul emphasize the importance of thinking critically and making informed decisions, which can lead to better outcomes…
The Art of Leadership: Build Trust Overnight with Jeff Hancher [not-audio_url] [/not-audio_url]

Duration: 1:00:56
Jeff Hancher is a USA Army veteran, bestselling author, and nationally recognized keynote speaker who helps leaders and organizations unlock elite performance. As the creator of the Firm FeedbackTM methodology, he guides…
Wealth Hacks and Motivation for Entrepreneurs with Tom Howard [not-audio_url] [/not-audio_url]

Duration: 51:59
In this episode, Tommy and Tom Howard discuss the responsibility of leadership, the need for immediacy in follow up calls, and how to be a good CEO. They also discuss how to succeed by doing difficult things. Timestamps:…