
In this episode, Libby Gill discusses the sales psychology behind pricing, the risks of relying on a single client, and her framework for building a successful business while working a day job.
#996 What if your best client could disappear tomorrow — would your business survive it? In part 2 of our two-part conversation with Libby Gill, we dig into the sales psychology behind pricing conversations, why relying too heavily on one big client is a hidden danger for entrepreneurs, and how corporate coaching engagements differ from working with fast-moving solopreneurs. Libby shares how she built credibility with major corporate clients through "chemistry meetings" and relatable case studies, why she turned down clients who weren't the right fit, and her practical framework for building a dream business on the side of a day job — including how to test a concept before quitting anything. We also swap stories about hobbies-turned-businesses (and hobbies that are just meant to stay hobbies), and Libby closes with her simple three-step definition of leadership: clarify the vision, simplify the pathway, execute the plan! What we discuss with Libby: + Sales psychology: never corner a client on price + Silver/gold/platinum pricing tiers to upsell or downsell + Handling the "let me think about it" objection + Corporate clients vs. entrepreneurs: different dynamics + The danger of…
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