Sales Personalities Series Part 5: Chatty Charmer

Sales Personalities Series Part 5: Chatty Charmer

Author: Aleasha Bahr August 20, 2026 Duration: 10:26
I'm closing out our five part Sales Personalities series with the one I think gets misread the most: the Chatty Charmer. This is the person who has never met a stranger - they’re warm and easy to talk to. I could put a Chatty Charmer on a call with a prospect for forty five minutes and that prospect would walk away saying, "I really like that person." And then never buy. I see this get mistaken for sales talent constantly. Charm and connection do not equal sales - but they can with the right structure added in.    In this episode, I break down: Why being liked and being trusted are two entirely different currencies, and only one of them results in sales The real reason Chatty Charmer calls run long, in multiples, and still stall out The anchor phrases I teach this personality type to gently rein a conversation back in without losing the warmth that makes this personality magnetic in the first place The overlooked skill of asking what's actually behind a prospect's question, instead of just answering it at face value The surface level where sales die, and what going two or three layers deeper actually sounds like The organizational habit most Chatty Charmers skip that costs them never ending follow up    If you've ever finished a sales call feeling like it went beautifully, only to get ghosted, or if you manage someone whose calendar is full of "great conversations" that never convert, this episode will show you  I what's missing and how to fix it without losing the very warmth that makes this personality so good with people to begin with. Every sales personality, including yours, has sales strengths that convert when leveraged correctly. That’s what this series is all about.    Take the Sales Personality Assessment here: https://assessment.aleashabahr.com/salespersonality   Curious why your own sales conversations are converting less than 50%?  Book your sales audit with me here and let's find out how to fix it.   01:35 — Introducing the Chatty Charmer and how it differs from the Passionate Persuader02:45 — Why likability creates the illusion of sales skill03:15 — The real symptoms: long calls, rabbit holes, and inconsistent results04:15 — Likable versus trustworthy, and why only one gets you paid05:00 — How I build anchor phrases that rein the conversation back in06:20 — The habit of answering questions without understanding what's behind them07:45 — A real example from a client's sales rep and what almost got missed08:45 — Why surface level is where sales die09:15 — The organizational gap that costs follow up without anyone noticing until it's too late10:00 — What a Chatty Charmer looks like once these tools are in place #SalesIsNotADirtyWord #BlackSheepSales #SalesPersonality #ChattyCharmer #SalesTraining #SalesTips #SalesStrategy #SalesCoach #SmallBusinessSales #B2BSales #EntrepreneurPodcast #SalesPodcast #ConversionRate #SalesLeadership #AuthenticSelling #SalesSkills #TrustBasedSelling #WomenInSales #BusinessGrowth #SalesMindset 

Ever feel like the whole idea of "selling" makes your skin crawl? You're not alone, but what if everything you've been told about sales is wrong? Sales is NOT a Dirty Word is built on the idea that genuine connection, not manipulation, is the real engine of business growth. Host Aleasha Bahr, creator of the Matchmaker Sales method™, dismantles the high-pressure stereotypes one conversation at a time. Instead of scripts and tricks, she opens up her playbook, sharing insights and strategies typically reserved for her private coaching clients-where achieving an 80% conversion rate on sales calls isn't a fantasy, but a regular outcome. Each episode of this podcast features candid talks with experts who offer alternative, refreshingly human perspectives on the process. You'll hear real stories about building trust, understanding client needs deeply, and creating agreements that feel good for everyone involved. This isn't about learning to pretend; it's about discovering a framework where your authenticity becomes your greatest asset in closing deals. Tune in to transform your approach from something you dread into a natural, even enjoyable, part of your professional life.
Author: Language: English Episodes: 50

Sales is NOT a Dirty Word
Podcast Episodes
Sales Personalities Series Part 4: Passionate Persuader [not-audio_url] [/not-audio_url]

Duration: 11:13
For decades, the passionate persuader was the only personality sales that most training was built for. This person is confident, direct and high energy. It’s usually the person everyone pictures the moment they hear the…
Sales Personalities Series Part. 3: Analytical Perfectionist [not-audio_url] [/not-audio_url]

Duration: 9:59
A DISC profile test looked my husband in the eye (well, on paper) and told him: you can never be in sales. Too quiet. Too detailed. Too precise. Too introverted. Not the loud, aggressive, "natural" closer type the test w…
Sales Personalities Series Part 2: The Inquisitive Educator [not-audio_url] [/not-audio_url]

Duration: 11:27
I've always asked a lot of questions. Sometimes people see it as curiosity. Sometimes they see it as overwhelming. Either way, it turns out that tendency became the foundation of my entire sales personality. In this new…
Sales Personalities Series Part. 1: Relationship Builders [not-audio_url] [/not-audio_url]

Duration: 9:50
You know the feeling. The conversation flowed effortlessly. You connected. You laughed. You found common ground. By the end, it felt like you were completely aligned. Then you followed up... and never heard from them aga…
Objection Handling Techniques That Build Trust [not-audio_url] [/not-audio_url]

Duration: 9:31
There’s a point in almost every sales conversation where the energy changes. A prospect hesitates or a concern comes up and most salespeople immediately move into persuasion mode. They reassure, justify and defend. Becau…
How to Handle Discount Conversations in Sales [not-audio_url] [/not-audio_url]

Duration: 9:54
Someone asked for a discount and suddenly your entire nervous system lit up. Do you hold the line? Negotiate? Cave? Risk losing the deal? That single moment exposes how most service providers really feel about their pric…
The Tiered Commission Structure Every Business Owner Needs to Know [not-audio_url] [/not-audio_url]

Duration: 12:47
There’s a question I hear more than almost any other from business owners: “How should I compensate my salesperson?” It sounds simple. It isn’t. Get it wrong early and you create a situation that’s hard to fix. You eithe…
How to Turn Sales Demos Into High-Converting Conversations [not-audio_url] [/not-audio_url]

Duration: 10:56
Most demos don’t fail because of the product. They fail because no real conversation ever took place. What should be a back-and-forth turns into a walkthrough. Feature after feature, then: “Does that make sense?” “Any qu…
How to Win the Deal Before You Even Meet the CEO [not-audio_url] [/not-audio_url]

Duration: 12:25
Most service providers think the goal is to impress the CEO because they’re the decision buyer. However in more complex deals with larger companies, you rarely get the CEO first. You speak with the CMO, the ops lead, the…