Client Management For Nice People: Jaw-dropping client experiences (and how they changed us.)

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What looks like a tech support company is really a human support company. From helping seniors navigate online dating to uncovering critical system failures, this episode explores why empathy, trust, and genuine human connection often matter more than the technology itself.
Andrew Bolton shares some of the wildest client stories from his tech support company for seniors—including one caller who sent 150 emails in five hours. The chaos led to a complete overhaul of their process, revealing just how critical empathy and systems are in customer service.
A client hired a web developer to fix her Shopify store—only for them to discover months later that she didn't actually own the website. A cautionary tale about digital ownership, access, contracts, and the dangerous assumptions freelancers make before taking on a project.