50 Agents, 50 Podcast || Carly Pickern

Описание: 🔹 Sponsored by Canopy Connect
👉 Collect insurance data in seconds: https://www.usecanopy.com/kevin

🔹 Sponsored by Carroll Media
👉 Digital branding & growth for agencies: https://carroll.media/kevin

🔹 Sponsored by Wintrust Financial
👉 Funding for acquisitions & expansions: https://www.wintrust.com

In this powerful episode of Wine Down With Kev, we head to California, where Allstate agency owner Carly Pickern has built a thriving multi-location business, launched Remote Labs, partnered on Agency Growth Solutions, scaled Airbnbs, testified at the Capitol, and navigated some of the worst wildfire disasters in modern history.


Carly shares her rise from sweeping floors in college to becoming a respected voice in the industry — and how a combination of grit, reinvention, and innovation helped her scale to over $13M.

She opens up about managing catastrophe claims, supporting her community during wildfires, building remote teams, using AI as a daily business partner, and raising a blended family that snowboards together all winter.

🔥 Key Highlights

✅ Navigated 50+ total-loss wildfire claims — without losing hope
✅ Why California’s insurance crisis needs strong local agents
✅ How she scaled from $3M to $13M+ with intentional leadership
✅ The origin story of Remote Labs & Agency Growth Solutions
✅ How her daughter travels the world while Carly builds businesses
✅ The “learn to earn” philosophy behind her AI approach
✅ What she learned from working in multiple agencies in college
✅ Why culture, values & hiring matter more than anything
✅ Her Airbnb ventures & creative business brain
✅ How she truly winds down: piano lessons, barbecue season & pickleball