Kasey Devine Left a Top Sales Job to Fix the Problem He’d Watched the Industry Ignore for Years episode artwork

EPISODE · Jul 3, 2026 · 1H 16M

Kasey Devine Left a Top Sales Job to Fix the Problem He’d Watched the Industry Ignore for Years

from The Inspired Stories Podcast · host Anthony Codispoti

🎤 Kasey Devine Left a Top Sales Job to Fix the Problem He’d Watched the Industry Ignore for YearsKasey Devine, founder and CEO of Entravia, spent over a decade mastering the workflows inside some of the biggest names in HR outsourcing — then left a top five national sales ranking at ADP to build the platform the industry never bothered to create. Six months in, Entravia has raised $2.6 million, won the Evergreen Award for Best PEO Shopping Platform, and is already threatening legacy workflows across a $414 billion industry.✨ Key Insights You’ll Learn:Cardinals ticket sales as the moment sales stopped being a dirty wordADP training as a total transformation — from territory management to pipeline structureThe chamber of commerce moment that turned near-failure into a relationship-first sales philosophyHow to ask the one sidebar question at the end of every meeting that changes everythingThe mortgage application that showed Kasey how far the PEO industry had fallen behindWhy Entravia pivoted from B2C shopping platform to white-labeled B2B infrastructure overnightThe general agency model and how it made brokers partners instead of competitorsGetting rejected by every VC, then getting a second look through one unexpected relationshipWhy the cost of building software dropped enough to make this startup possible nowBrowser-based bots that could compress a 9-week PEO evaluation into a single day — once the threats stop🌟 Kasey’s Key Mentors:His ADP manager and training program: built the entire foundation for how he thinks about territory, pipeline, relationships, and value creationTriNet founder and ProCare HR founder: showed him what it looks like to lead a sales and marketing org with accountability and disciplineM25 and Cambrian Ventures: gave him the capital and credibility to move fast on a problem he already understood better than anyoneHis mother: showed him what self-determination looks like when you have no safety net — and that nobody’s coming to save you👉 Don’t miss this conversation about why helping people is the only sales strategy that actually scales, how a $414 billion industry forgot to make its product easy to buy, and what it looks like to bet everything on a problem you’ve spent your whole career watching go unsolved.🔗 Connect with Kasey Devine:Website: entravia.co📤 Transcript Available: Kasey Devine Left a Top Sales Job to Fix the Problem He’d Watched the Industry Ignore for Years📺 Watch on YouTube: Inspired Stories Podcast🌐 Our Website: The Inspired Stories Podcast📤 Special Thanks to Anthony Codispoti & AddBack Benefits Agency: AddBack Benefits Agency - Providing innovative employee benefits solutions that improve employee well-being while optimizing your bottom line Website: addbackbenefits.com

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Kasey Devine Left a Top Sales Job to Fix the Problem He’d Watched the Industry Ignore for Years

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