How the Deal was Done · 2026-05-19 · 1h 31m
How the Deal Was Done Episode: Philipp Klein, From Legal Threats to a $1M Win Guest: Philipp Klein, Enterprise Account Director Companies: Blinkist | CoachHub Industry: Learning & Development / HR Tech Episode Summary Philip Klein joined CoachHub as one of its first five employees in 2019. In this episode, he walks through one of the most dramatic enterprise deals in the company's history - a nearly seven-figure coaching platform sale to Booking.com that spanned two years, survived a legal threat, and navigated a global pandemic. Key Moments in the Deal 1. The Lead Came from an SDR Philipp credits the shared-room culture of celebrating every small win as the foundation that made the deal possible. That buzz and collective energy often makes up for what early-stage teams lack in formal training. 2. Qualifying for Transformation, Not Just Interest CoachHub's calendar was full of the wrong meetings - coaching enthusiasts who wanted to coach 10 - 15 people. Booking.com 's team was different: they asked how CoachHub could scale and weren't scared of big numbers. 3.
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