All Episodes

August 22, 2025 60 mins

EPISODE SUMMARY

In this episode, Clark Wilcox chats with Conor Kline, Head of Revenue at Pin.com, a fast-rising tool shaking up the recruiting tech world. The two first connected at the ERE Recruiting Innovation Summit, bonding over their UMass Amherst roots and quickly diving into a bigger conversation about quality tech, real relationships, and what’s broken in today’s recruiting stack.

 

Conor shares the story behind Pin: born from the original Interstellar team, built by battle-tested engineers, and designed to simplify sourcing without sacrificing depth. He opens up about the company’s unusual path, from bootstrapped beginnings to a full-circle comeback led by the same core crew. For recruiters tired of overhyped AI tools and bloated CRMs, Pin offers a refreshingly practical take: automate the painful parts, but keep the human in the loop.

 

The episode unpacks what great leadership looks like in a startup, how to sell with integrity in a skeptical market, and why recruiters who embrace AI, not fear it, are the ones thriving. Conor also reveals how feedback (even the harsh kind) shapes their roadmap and why being obsessed with user experience is their secret weapon. Whether you're a solo recruiter or running a team, this episode is a masterclass in product-market fit, BD, and building something that actually works.

CONOR'S BIO

Conor Kline is the Head of Revenue at Pin.com, a next-gen sourcing automation platform trusted by top recruiters. With roots in sales and a rare blend of product intuition, Conor previously helped scale Interstellar through its acquisition before reuniting with its founder to build Pin. His background includes scaling teams at Greenhouse and Attention.com, and fun fact, he’s also a former professional ultimate frisbee player with a national championship to his name. Conor is based in New York City and deeply passionate about helping recruiters work smarter, not harder.

 

Connect with Conor on LinkedIn at https://www.linkedin.com/in/conorkline/ Stop wasting money on lead-gen tools that don’t work. Learn how top recruiters are winning on LinkedIn with content, messaging, and automation—without spamming.  Get live coaching, ongoing support, and a proven system to drive revenue inside Digital Recruiter Bootcamp. Join now: DigitalRecruiter.io/bootcamp

 

Get the best and most current digital recruiting insights, tips, and strategies every Sunday—straight to your inbox, for free: https://www.digitalrecruiter.io/drnewsletter

 

For more information about Digital Recruiter, click HERE ---> https://linktr.ee/thedigitalrecruiter

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