The Playbook Blog

Resources for Leaders and Sales Professionals Ready to Put in the Work

Why Great Sales Leaders Don’t Just Manage—They Coach

Let’s be real for a second—there’s a big difference between managing a sales team and leading one.Too many sales leaders are stuck in the weeds—checking pipelines, approving discounts, and chasing numbers. They’re managing tasks instead of developing people. And you know what? That approach might keep a team afloat, but it will...
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What to Do When Clients or Prospects Won’t Call You Back

Let’s talk about one of the most annoying parts of sales: being ghosted.You know the drill. You have a great meeting, the prospect is all in, you send the follow-up… and then? Crickets. You leave a voicemail. Send an email. Maybe even a text. Still nothing.It’s frustrating. It feels personal. And...
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How Do I Overcome Price Objections?

Let’s talk about one of the most common—and frustrating—things in sales: “Your price is too high.” If you’re in sales, you’ve heard it a hundred times. And if you’re a leader, your team probably brings it up daily like it’s some kind of unbeatable boss in a video game. Here’s...
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How Do I Get My Sales People to Use the CRM?

Let me guess—you spent a ton of money on a CRM, trained your team on how to use it, and now… crickets. Barely any updates. Half-filled data fields. Reps “meaning” to do it, but it just never seems to happen. So, you ask: “How do I get my salespeople to use...
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How Do I Get My Leaders to Hold Their Team Members Accountable?

How Do I Get My Leaders to Hold Their Team Members Accountable? Let’s talk about one of the most common frustrations I hear from executives and senior sales leaders: “My leaders aren’t holding their people accountable.” Sound familiar? Here’s the thing: if you’re leading leaders—whether they’re frontline sales managers, regional...
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How to Crush Imposter Syndrome and Lead with Confidence

Let’s talk about something that most people don’t talk about—at least not openly.Imposter syndrome.You know, that sneaky voice in your head that whispers, “You’re not good enough,” “They’ll figure you out,” or “You don’t belong at this table.”Yeah… that one.Here’s the thing: it doesn’t matter how many sales you’ve closed, how many...
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Success Starts with You: How Self-Discipline Shapes Sales Leadership

Let’s get real—there’s no secret formula or silver bullet that makes someone a successful sales leader. Sure, experience helps. Strategy matters. But at the end of the day, it all starts with one thing: self-discipline.I’ve coached hundreds of leaders, worked alongside world-class teams, and led my own companies—and I can tell...
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The Power of Resilience in Sales: How to Bounce Back from Rejection Like a Pro

Let’s face it—rejection sucks. No matter how many years you’ve been in sales, that “no” still stings. But here’s the truth: rejection isn’t just a part of sales... it is sales. The ones who win in this game? They’re not the ones who avoid rejection. They’re the ones who know how to...
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The Mindset Shift Every Sales Leader Needs to Succeed

Let me be straight with you: what got you here as a top-performing salesperson won’t get you where you need to go as a great sales leader.I say that with love—but also with a dose of truth.Too many new (and even seasoned) sales leaders get stuck because they never make the mindset...
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