EPISODE · May 7, 2026 · 16 MIN
What Makes a Sales Conversation Feel Awkward and How to Fix It
from The Sharon Francisco Show · host Sharon Francisco
Sales is happening all day, every day… whether you like it or not.Getting your partner on board. Getting your kids to listen. Asking for your money back on something you forgot to cancel.And then… you go to talk about your own servicesand suddenly it feels awkward.In this episode, we unpack why sales conversations can feel uncomfortable even when you know you’re good at what you do and how that awkwardness has very little to do with your ability and everything to do with what’s happening underneath.Using a real life story, grounded insights from behavioural psychology, and ideas from Thinking, Fast and Slow by Daniel Kahneman, this is a powerful reframe of what’s really going on in those moments and how to shift it. In this episode we cover:• Why sales conversations feel awkward even for capable professionals• The moment your energy shifts and what’s actually happening there• Why over explaining, rushing, or softening your price isn’t random• The real role of emotion in decision making• Why connection matters more than information in sales• How self protection shows up in conversations without you realising• The link between visibility, rejection, and discomfort• Why silence in a conversation can feel so hard to hold• The difference between performing and leading in sales• How confidence in sales is built over time, not overnightKey insights:• People make emotional decisions first and justify them logically• Awkwardness often comes from self protection, not lack of skill• Connection creates safety and safety drives decisions• Over talking and under pricing are often signs of discomfort• Sales becomes easier when you see it as leadership, not pressure🎧 Listen now wherever you get your podcastshttps://www.sharonfrancisco.com/podcastConnect with me on LinkedIn and FacebookQuestions for the podcast? [email protected]👉 Also: The Entrepreneurial Bookkeeper — grow your business without sacrificing your health: sharonfrancisco.com/programConnect with me on LinkedIn, Facebook.Have a question for the podcast? Email [email protected]
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What Makes a Sales Conversation Feel Awkward and How to Fix It
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