

Ryan Fenn
Entrepreneur and CEO of Chiirp, a software company that automates multi-channel follow-up for home service businesses to increase lead conversion and booked jobs.
Top 5 podcasts with Ryan Fenn
Ranked by the Snipd community

25 snips
Mar 27, 2026 • 1h 4min
How AI Is Closing Deals for Home Service Businesses with Chiirp (Ryan Fenn)
Ryan Fenn, entrepreneur and CEO of Chiirp who scaled a windshield repair startup into a multi-location business. He reveals how rapid, multi-channel follow-up and wording A/B tests turn leads into booked jobs. Hear how AI and huge messaging datasets refine timing and phrasing. Learn why simple automations, video texts, and training teams unlock scalable, outcome-focused growth for contractors.

21 snips
Jul 9, 2024 • 1h 6min
How This Home Service Company Doubled Conversions with Automated Follow-ups
Aaron Gaynor from Eco Plumbers and Ryan Fenn from Chiirp discuss how automated follow-ups can double conversions. They emphasize contacting leads within the first minute and share success stories like saving $300k through automation. Tools like Chiirp and ServiceTitan enhance marketing campaigns by automating communication. Efficient text messaging strategies and personalized video messages are game-changers in boosting success rates.

11 snips
Mar 11, 2026 • 36min
What Makes Sales Follow Up Successful? (Words + Tone)
Ryan Fenn, founder of CHIIRP and follow-up automation expert, explains AI-driven messaging that turns leads into bookings. He covers why conversion beats volume, pre-trained AI agents that optimize timing and copy, and how tiny wording shifts unlock big response lifts. Expect tactical principles: engagement openers, playful human tone, empathy without guilt, smart persistence, and A/B testing to improve results.

11 snips
Feb 18, 2026 • 52min
How Service Businesses Can Use AI to Convert More Leads
Ryan Fenn, CEO of CHIIRP and AI-driven lead conversion expert, explains how speed-to-lead, dynamic AI follow-up, and preserving human empathy in messaging change bookings. He shows how to “download your brain” into systems, use AI as an editor not a ghostwriter, and prefers outcome-focused tools with experienced deployment teams.

9 snips
Jun 3, 2025 • 51min
CSTG 215: Plug Revenue Leaks with Text Automation: Ryan Fenn & Justin Judd from Chiirp
Ryan Fenn, Founder of Chiirp, and Justin Judd, a seasoned software developer, share insights on transforming lead management with text automation. They discuss how automation can capture missed opportunities, turning leads into revenue. With texting boasting a 99% open rate, they highlight its effectiveness over traditional methods. The duo explores the balance of human interaction and tech enhancements, encouraging businesses to automate repetitive tasks and streamline communication for better growth. Discover how to plug revenue leaks and enhance customer engagement!


