Skip to content

Decision Process

What An MBA Didn’t Teach You About Sales

The sales profession is challenging. You need to work hard at it to succeed. You need to learn from the best. You need to improve your skills continuously. If you think you can sell since you are a hit at parties and have a lot of friends, you may soon find that you are a failure as a salesperson. Blunt truth:

because the sales profession is so hard, you have to focus on doing everything in sales very well, or you will be considered a failure.

I call this blog, Skinned Knees because I try to relate all of the learning that I have done over the past 4+ decades (while skinning my knees in the learning process).

I hope that you learn from my mistakes so that your business will grow!

AI Sales Coaching: How to Stop Rescuing Deals and Start Developing Salespeople

There is a dangerous moment in the growth of many B2B companies. It happens when the best salesperson becomes the sales manager.

The promotion seems obvious. This person consistently exceeds quota, understands customers, knows how to close difficult deals, and has earned the team’s respect. Who could be better qualified?

Six months later, that same person is personally rescuing the team’s largest opportunities, handling difficult customer objections, negotiating with executives, and keeping the forecast alive.

The company’s revenue looks healthy. The owner is satisfied. The sales manager appears indispensable.

And that is precisely the problem.

The company hasn’t developed a scalable sales organization. It has become dependent on one talented individual. Artificial intelligence offers an opportunity to change this pattern. But only if we rethink what sales management should accomplish.

The Difference Between Managing Deals and Developing Salespeople

Traditional sales management relies heavily on inspection and intervention. Managers review pipeline reports, examine forecasts, enforce activity requirements, and intervene when opportunities get into trouble. These activities are necessary, but they are not the same as coaching.

Consider a salesperson who confidently announces during a pipeline review that Mary is the Champion for a major opportunity. The manager suspects that Mary is simply a friendly contact who likes the product. An experienced manager might join the next customer meeting, take control of the conversation, and personally secure executive support. The opportunity might close. Unfortunately, the salesperson hasn’t developed the ability to identify and validate a real Champion.

A better manager asks a different question:

“What has Mary actually done that proves she is your Champion?”

Has Mary introduced the salesperson to important stakeholders? Has she explained the customer’s internal decision process? Has she advocated for the solution when the salesperson wasn’t present? Has she taken any personal risk to help the opportunity advance? If the salesperson cannot identify meaningful actions, the relationship remains an untested hypothesis.

The manager’s next responsibility isn’t to take over. It is to help the salesperson determine how to test that relationship. That coaching conversation improves the salesperson’s judgment, potentially affecting every future opportunity.

The objective of sales leadership is not to make the manager better at closing deals. It is to make the entire team better at closing deals.

Read the rest of the article…

The Great Filter – Why Most People Should Quit B2B Sales Today

If you want fairness, choose a role where performance is measured by compliance and consistency. If you want wealth, stay in sales and accept the only rule that matters: compensation follows captured value.

Walk into any growth-stage B2B sales organization, and you see two populations immediately:

  • One group is stuck in grievance. They stare at the CRM, explain shortfalls with lead quality, territory math, product gaps, or “unrealistic quota.” They want a manager to prescribe the playbook and then validate the effort. Their mindset is hourly, even when they’re paid a salary plus commission.
  • The other group is operating a different model. They talk about leverage, pipeline physics, conversion rates, deal control, and enterprise value. They create their own opportunities. They build customer confidence and earn the right to ask for a decision. They are not looking for comfort. They are looking for the wire.

If you identify with the first group, here’s the most respectful advice I can give you: exit sales on purpose. Move into HR, operations, finance, project management, enablement, customer success, analytics, or any role where the exchange is stable and the scorecard is predictable. Those functions matter. They are important and critical to most companies. They keep companies alive. They are also structurally designed to be fairer.

Sales is designed to be variable, value-based, and exposed. That’s the point.

The safety-net trap

Most people walk into sales carrying the wrong conditioning. School teaches that effort should correlate with reward. Show up, do the work, get the grade. Many corporate functions reinforce it. Do the tasks, hit the process metrics, stay inside the lines, and get the raise.

That conditioning becomes a trap the moment you step into a quota role.

In “fair” roles, compensation tracks your cost and your consistency. Your output is capped by your time, so your income is capped by a band. It’s stable, and it’s a ceiling.

Sales is different because it’s one of the few places left where pay can scale with impact. You are not paid for effort. You are paid for outcomes. That makes it feel brutal to people who want certainty, and it feels like freedom to people who want upside.

The moment you need the world to be fair, sales will punish you. The moment you accept the model, sales becomes one of the most rational games in business.

B2B Sales is rewarding because it isn’t easy or fair
Read the rest of the article…

Two Tall Guys Talking Sales – Sales Slumps & Hot Streaks: How to Build a Predictable Pipeline – E122

Sales is a game of ups and downs, but what separates top performers from the rest is their ability to keep the funnel full—even when they’re closing deals. In this episode of Two Tall Guys Talking Sales, Kevin Lawson and Sean O’Shaughnessey dive into the art and science of building a consistent pipeline. They discuss strategic approaches to prospecting, leveraging data tools, and the importance of curiosity in sales conversations. Whether you’re starting fresh in… 

Unlocking Sales Potential with MEDDPICCC: A Comprehensive Guide

Elite sellers are the linchpin of any successful sales organization. These high-performing individuals are often the highest-paid employees within a company—and for a good reason. Their skills in identifying, qualifying, and closing opportunities bring in significant revenue and provide a competitive edge in the marketplace. So, how can you groom an average salesperson into an elite seller? Enter MEDDPICCC, an advanced sales qualification methodology that serves as a roadmap for understanding every component of a… 

Eight of Spades: Defining your corporate sales strategy: Crafting a Sales Process Flowchart: Visualize the stages in your sales process for consistency

The Quintessential Blueprint for Sales Mastery In architecture, the blueprint guides turn an imagined design into a tangible, functional building. Similarly, a Sales Process Flowchart is the foundational structure upon which sales organizations can build scalable, consistent, and successful strategies. The importance of this tool lies in its ability to crystallize the sales process into a series of actionable steps, thereby providing a roadmap to success. The goal is to achieve consistency, predictability, and scalability,… 

Two Tall Guys Talking Sales Podcast – Mastering the Sales Process: The Cost of Skipping Steps – Episode 51

In this episode of “Two Tall Guys Talking Sales,” hosts Kevin Lawson and Sean O’Shaughnessey delve deep into the intricacies of the sales process. Sean opens up about his impatience with time-wasting and the challenges he’s faced with sales reps skipping crucial steps in the sales process. Kevin emphasizes the importance of understanding why steps are skipped, whether it’s due to reluctance or irrelevance. Both hosts stress the significance of aligning the sales process with… 

Two of Spades: Understanding your client’s business: Identifying Key Decision Makers: Know who holds influence to target presentations and pitches effectively.

Precision in Sales: Identifying Key Decision Makers Navigating the labyrinth of modern sales requires more than just a sharp understanding of your product. It requires clarity about your audience – the pivotal decision-makers who shape the trajectory of business deals. Drawing an analogy, consider a seasoned archer. The archer’s prowess is not merely in the pull of the bow but in the precision with which he identifies and hits the target. For those vested in… 

The Kaivac Impact: Harnessing Faith, Innovation, and Sales Excellence in the Cleaning Industry

Revenue and profitability have grown since Sean helped Kaivac develop a higher level of sales professionalism. Recent results have shown a dramatic increase in revenue and profitability. The sales and revenue growth have allowed the entire family of Kaivac to prosper. The Robinsons have always considered their employees an extension of their family. The company’s prosperity is passed along to team members through a bonus structure for the whole company. It all fits into the spirit of Kaivac. Bob Jr. says, “Our organization was built to have heart.”

battle board game castle challenge

Champions & Coaches: Understanding Key Players in Your B2B Sales Strategy

In the intricate and often unpredictable world of B2B sales, two terms frequently arise: “Champions” and “Coaches.” While somewhat similar, these labels correspond to entirely distinct roles in the sales process. Each plays a vital part, yet misinterpreting or misusing these roles can lead to the loss of your sales opportunity. Many experts believe that believing you have a Champion when you only have a Coach is the biggest problem in long-running sales campaigns.

This article aims to delve deeper into the specific role of the Champion, introduce an innovative strategy known as “Champion Chess,” and illustrate how these elements can transform your B2B sales approach for the better.

Coaches and Champions are both part of the Opportunity Qualification system known as MEDDPICCC. MEDDPICCC stands for

  • M – Metrics
  • E – Economic Buyer
  • D – Decision Criteria
  • D – Decision Process
  • P – Paperwork Process
  • I – Identification of Goal
  • C – Coach
  • C – Champion
  • C – Competition

Deep Dive into the Role of Champions

In the sales universe, a Champion isn’t merely a supporter of your business or service; they actively advocate for your product or service within their organization. Champions usually occupy a strategic position within their company, influencing decision-making processes that can make or break your sales success.

The power of a Champion in the sales process is remarkable. They can effectively expedite sales cycles by persuading their organization of your product’s value, thus overcoming internal objections and resistance. Their advocacy of your solution goes beyond the superficial – they believe in your product’s merit and fight for its adoption and success within their organization. These qualities make Champions an invaluable asset and integral to any successful B2B sales strategy.

Read the rest of the article…

Two Tall Guys Talking Sales Podcast – Navigating Your Sales Pipeline: Effective Strategies for Conversion Success – Episode 37

On this insightful episode of Two Tall Guys Talking Sales, co-hosts Kevin Lawson and Sean O’Shaughnessey dive into a crucial aspect of successful sales: managing and organizing a sales pipeline. Episode Highlights: Listen to the episode to get actionable advice on managing your sales pipeline effectively. Ideal for sales leaders, business owners, and salespersons, this episode is packed with insights, real-life experiences, and strategies to boost your sales results. If you’re looking to tidy up…