Two Tall Guys Talking Sales – From Regular Season to Postseason: Coaching Your Sales Team to Win – E128

Two Tall Guys Talking Sales – From Regular Season to Postseason: Coaching Your Sales Team to Win – E128

As a sales leader, are you coaching your team for the long haul, or are you scrambling in the final weeks of the quarter? In this episode of Two Tall Guys Talking Sales, Kevin Lawson and Sean O’Shaughnessey break down the difference between regular season and postseason play—whether in sports or sales. They explore why last-minute Hail Mary strategies can be damaging, how to manage time, and the importance of effective and consistent coaching. With March Madness and The Masters as the backdrop, this conversation is packed with insights to help you refine your sales approach and ensure your team is always in winning form.

Key Topics Discussed

  • The Sales Tournament Mentality (00:02:00) – What sales teams can learn from March Madness and The Masters, and why only one team wins while the rest lose.
  • Building a Winning Sales Team (00:03:30) – How business owners can prepare their sales teams to perform under pressure by ensuring the right people are in the right seats.
  • The Role of Sales Coaching (00:05:00) – Why sales leaders must incorporate skills development into every sales meeting instead of just reviewing the pipeline.
  • The Pitfalls of End-of-Quarter Desperation (00:07:50) – How last-minute discounting and rushed deals create long-term problems and train customers to buy at a discount.
  • Mastering Time Management in Sales (00:10:00) – How prioritization and disciplined execution throughout the quarter prevent last-minute chaos and boost consistent performance.

Key Quotes

  • Kevin Lawson (00:07:53): “If you’re behind in sales right now, don’t throw Hail Marys. Don’t discount. You’re teaching your prospects to wait until the end of the quarter for a better deal—and that’s a losing game.”
  • Sean O’Shaughnessey (00:13:00): “You have one thing in sales you can never get back: time. If you wasted today, it’s gone forever. You can’t go back and fix it.”
  • Kevin Lawson (00:09:00): “Salespeople with commission breath stink. If your only focus is closing the deal before Friday, your prospects will smell it a mile away—and that’s not how you build relationships.”

A Significant Actionable Item from this Podcast

Develop a Five-Week Sales Training Plan – Sales leaders should map out the next five sales meetings, dedicating at least five minutes to skills development in each session. Focus on topics such as pipeline progression, prospect qualification, and closing techniques. Training should not be an afterthought—it should be a fundamental part of your sales strategy.

Why You Should Listen to This Episode

Whether you’re a sales leader or a frontline salesperson, this episode is your playbook for maintaining momentum all year long. Avoid the common traps of end-of-quarter desperation, build a disciplined approach to sales training, and master the art of time management. Just like in sports, sales success isn’t about last-minute heroics—it’s about consistent execution.

Tune in now and take your sales game to the next level!

Two Tall Guys Talking Sales – Building Robust Sales Pipelines: Expert Insights for CEOs, Managers, and Sales Professionals – E73

Two Tall Guys Talking Sales – Building Robust Sales Pipelines: Expert Insights for CEOs, Managers, and Sales Professionals – E73

In this enlightening episode of “Two Tall Guys Talking Sales,” hosts Kevin Lawson and Sean O’Shaughnessey delve into the perennial challenges sales professionals face: the need for more leads and adding value to existing leads. They share their expert insights on building robust sales pipelines, identifying ideal customer profiles, and effective strategies for increasing sales efficiency. Whether you’re a CEO, sales manager, or a salesperson, this episode offers valuable guidance to enhance your sales performance.

Key Topics Discussed

  1. Building a More Robust Pipeline: Strategies to improve pipeline quality for sustained income generation.
  2. Ideal Customer Profiling: Understanding the difference between short-term accessible prospects and long-term ideal customers.
  3. Resource Management: Tackling the universal challenge of limited resources in sales organizations.
  4. Prospecting Techniques: The importance of referrals, networking, and leveraging platforms like LinkedIn.
  5. Prioritizing Sales Efforts: Focusing on the probability of closing deals rather than just deal size or closing dates.
  6. Consistency in Sales Activities: How regular, focused efforts in different stages of sales lead to better results.

Key Quotes

Kevin Lawson:

“We actually encourage them to manage their deals and their communication priorities by the probability of closing… When all these things come together, it’s insane how fast your pipeline will grow and how fast deals will close.”

Sean O’Shaughnessey:

“You have to be stingy. You have to choose where to invest appropriately, and you have to constantly invest… Every quarter, every month, every week, every day, you need to set aside time that you are investing in your business.”

Summary

This episode of “Two Tall Guys Talking Sales” is a goldmine for anyone looking to enhance their sales process. Kevin and Sean offer a deep dive into the nuances of building a strong sales pipeline, effectively utilizing resources, and the art of prioritizing prospects. Their conversation is not just theoretical; it’s filled with practical, actionable advice that can be implemented immediately. This episode is a must-listen if you’re seeking to transform your sales approach, be it as a CEO, a sales manager, or a frontline salesperson. Tune in to discover how you can revolutionize your sales strategy and achieve remarkable results.