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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)

The Home Service Expert Podcast · Tommy Mello

March 27, 20261h 3m

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Show Notes

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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