The Real Reason Selling Feels Icky w/ Lauren Najar

Selling feels icky when you’re trying to rush to the pitch instead of actually getting to know someone.If you’ve ever found yourself overthinking when to pitch, how to transition a conversation, or why selling feels unnatural, this episode breaks down what’s actually going on. I’m sharing why that “icky” feeling shows up and how it usually comes from trying to sell before you’ve taken the time to truly understand the person you’re talking to and whether they’re actually a fit.I walk through what selling actually looks like in real life like recommending something you love, making plans with friends, or sharing a tool you actually use. None of that feels weird because there’s already trust there. That’s the part most people skip in their business. This episode brings it back to that and shows why forcing the sale is usually the problem.So, if selling has been feeling harder than it should, this will help you see what’s actually going wrong and how to make it feel a lot more natural.Chapters:00:30 Why selling feels uncomfortable02:30 The real reason sales feel icky04:30 Why easy sales don’t feel like selling05:30 The friendship example that explains everything06:30 Everyday examples of natural selling07:30 How recommendations turn into sales08:30 Understanding the problem before you sell09:30 Why timing in sales is not fixed10:30 Relationship building vs cold outreach11:30 Why I avoid high-volume sales calls12:30 Letting sales feel effortless13:30 Why forcing sales creates resistance This podcast is brought to you in partnership with Liz Chapman & COUpcoming Events:Napa Retreat - October 5-8, 2026 - https://laurennajar.myflodesk.com/cetj223rsrGrowth & Connect Events - https://laurennajar.myflodesk.com/hb2a0mwbqwSave 25% with Flodesk - https://flodesk.com/c/OR8VKLLet’s Stay Connected: → Follow Lauren on Instagram: www.instagram.com/laurennajar → Learn more or work with me: www.laurennajar.com → Follow Business Over Cocktails on IG: www.instagram.com/businessovercocktails → Attend Growth & Connect retreats & events: www.instagram.com/growthandconnect🎧 Subscribe & Review: Love the episode? Don’t forget to subscribe, leave a review, and share with a friend who needs a business boost and a good chat over a cocktail.