Back To the Future with Monster.com Founder Jeff Taylor

In this episode of The Chad & Cheese Podcast, Jeff Taylor, the nutty professor behind Monster.com, crashes the mic to dish on job boards, entrepreneurial chaos, and why the hiring game’s more bonkers than a squirrel on espresso.

He takes us on a nostalgia trip through Monster’s heyday, chuckling at how Indeed swooped in like a job-posting ninja and the LinkedIn deal hit like a plot twist in a bad rom-com—spoiler: LinkedIn won. Taylor’s saga is a hoot: from birthing Monster, to getting a decade-long MBA beatdown from Ray Dalio at Bridgewater (think Wall Street with extra yelling), to now pimping his new gig, BoomBand, which promises to rescue resumes and job postings from the stone age—because who needs parchment scrolls in 2025?

He cracks up over flops like Eons—“Facebook handed me my lunch”—and slings zingers like “Jeff Taylor is back, bitches,” while preaching that job seekers are the real MVPs, job boards are deader than disco, and keeping market share is like wrestling a greased pig. With a gleam in his eye, he’s hell-bent on jazzing up resumes to strut past, present, and future vibes, proving that thriving in this HR tech madhouse means diving headfirst into the crazy—and maybe dodging a few industry punches along the way.

Chapters

00:00 - Introduction to Jeff Taylor

02:02 - Jeff's Entrepreneurial Journey

03:34 - The Evolution of Job Boards

06:37 - The Challenges of Job Market Dynamics

08:29 - The Impact of Aggregators on Job Boards

10:54 - The LinkedIn Deal and Its Consequences

12:36 - Reflections on Monster's Legacy

19:37 - Lessons from Eons and Future Aspirations

29:05 - The Evolution of Monster and Ad Agencies

34:00 - Transitioning to Bridgewater and Learning from Ray Dalio

39:30 - The Journey to BoomBand: Challenges and Insights

46:46 - Reinventing Recruitment: The Future of Resumes and Job Postings