5 Ways Sales Leaders Fail Their Teams (And How to Create the Culture They Deserve

5 Ways Sales Leaders Fail Their Teams (And How to Create the Culture They Deserve

Here's something that might surprise you: the biggest threat to your sales team's success sometimes isn't the competition, market conditions, or even bad delivery. Sometimes it’s their sales manager.

In the past 10 years of running Pitch Lab, I've watched countless well-intentioned sales leaders hurt their teams through misguided kindness, conflict avoidance, and a fundamental misunderstanding of what good leadership actually looks like.

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Why Roleplaying is a Waste of Time (and What Comedy Can Teach You About Real Sales Practice)

Why Roleplaying is a Waste of Time (and What Comedy Can Teach You About Real Sales Practice)

Your salespeople hate roleplaying.

You know this. I know this.

But here's the thing: your team still needs practice. They just don't need fake practice.

During my time as a stand-up comedian, I learned something crucial about getting better at anything that requires real-world performance.

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10 Questions for CEOs: Can Your B2B Sales Team Navigate the Economic Uncertainty Ahead?

10 Questions for CEOs: Can Your B2B Sales Team Navigate the Economic Uncertainty Ahead?

2025 has proven so far that B2B sales is getting tougher.

The companies that will survive have sales infrastructure strong enough to adapt when the ground keeps shifting.

Answer these ten questions honestly. The more questions you answer with "yes," the stronger your foundation for scaling revenue through whatever uncertainty lies ahead.

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Why Your Sales Team Needs Their Own Open Mic: Practice Tips from Comedians

Why Your Sales Team Needs Their Own Open Mic: Practice Tips from Comedians

One thing that's always stuck with me during my time as a stand-up comedian is the way comedians practice. They're out there night after night, sometimes multiple times a night at different open mics, honing their skills, trying out new material, and perfecting their timing. They're constantly improving regardless of who's watching.

So why don't salespeople have an open mic like comedians do?

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7 Essential Elements of a Winning B2B Sales Pitch

7 Essential Elements of a Winning B2B Sales Pitch

Recently, I watched a promising enterprise deal slip away when a top performer made a critical mistake: jumping straight into capabilities before establishing value. The most successful sales organizations win at premium prices by following a proven framework that positions value before investment.

Let's explore the seven essential elements that will help your sales team deliver winning pitches and close more deals:

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The Truth About Sales Transformation: How CEOs Survive the Turnover Storm

The Truth About Sales Transformation: How CEOs Survive the Turnover Storm

After 25 years in sales and eight years as a consultant and trainer, I've learned that overhauling a sales culture is not for the faint of heart.

If you're a CEO considering this type of endeavor, you need to understand one thing upfront: this is a commitment that requires nerves of steel, decisive leadership, and most importantly, the courage to face significant team turnover.

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Lessons Learned from Scaling a Distributed Sales Team

Lessons Learned from Scaling a Distributed Sales Team

Are you looking to expand your sales force across the nation? Scaling a distributed sales team comes with unique challenges. At Pitch Lab, we've learned valuable lessons about fast growing sales teams from both our successes and mistakes.

Here are five critical tips to help you grow your remote sales organization effectively:

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How to Hire High-Performing B2B Salespeople

How to Hire High-Performing B2B Salespeople

Let's be honest - hiring great salespeople is one of the toughest challenges founders and sales leaders face. The difficulty isn't just in spotting raw talent; it's in the fact that salespeople are, well, really good at selling themselves. This makes it incredibly tricky to distinguish between a potential sales superstar and someone who's just really good at telling you what you want to hear.

So, how can you increase your chances of hiring top-performing salespeople and avoid these costly missteps? Don't worry, Pitch Lab has got you covered.

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5 Tips for Creating a Sales Culture of Accountability

5 Tips for Creating a Sales Culture of Accountability

As a founder, CEO, or sales leader in the B2B space, one of your biggest challenges is fostering accountability within your sales team. This is especially true in today's increasingly distributed work environments.

Here are five key strategies to help you build a culture of accountability and drive results.

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How Sales Leaders Can Use AI to Create Playbooks 90% Faster 🤖

How Sales Leaders Can Use AI to Create Playbooks 90% Faster 🤖

I ❤️ a Robot Named Claude.

This post will show you how to use Claude.AI to write sales processes and create a playbook 90% faster.

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