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The Toughest but Most Valuable Client Talk

THE CEO's WING WOMAN®
THE CEO's WING WOMAN®

76 plays · Oct 13, 2025

Tough client conversations are uncomfortable—but they’re also where growth and trust are built. Olivia shares how to approach them with confidence and turn them into valuable opportunities.

Transcript

Speaker: Welcome to the CEO's Wingwoman podcast. This is a micro episode packed with quick binge-worthy insights on building a bulletproof business, an iconic brand, and magnetic leadership skills.

Speaker: No fluff, just real strategies you can use right now. Let's dive in.

Speaker: There are definitely times in a consulting situation where you're speaking to a client or speaking to a potential client and you know from your side that you can see exactly what the problem is.

Speaker: And a good example of this is product to market fit. There are times when I really feel that the product to market fit is not there and having to have that conversation with the client or the potential client to say,

Speaker: Unfortunately, i just don't think that the business idea is there. And you know that is a difficult conversation to lead sometimes, but it's much better have an open and honest conversation and be straight up than allow a client to make a mistake that is potentially going to cost them lot of time or a lot of money.

Speaker: That's your power move for today. If today's episode resonated with you, please share this with a CEO who needs it and send me a DM on Instagram to connect at oliviajenkins.co. I'll see you in the next episode.

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