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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!

Two Tall Guys Talking Sales – Amy Connor discusses Salespeople vs. Lead Generation: Are You Using Your Team Wisely? – E125

How do you measure the success of your sales and marketing efforts? If you’ve ever wondered whether your marketing dollars are driving revenue or if your sales team is making the most of their leads, this episode is for you.  Kevin Lawson and Sean O’Shaughnessey sit down with Amy Connor, founder of CMO on Loan, to discuss how marketing and sales should work together for growth. Amy brings her extensive experience from Procter & Gamble,… Two Tall Guys Talking Sales – Amy Connor discusses Salespeople vs. Lead Generation: Are You Using Your Team Wisely? – E125

Building Winning Sales Teams for the Future: Insights for CEOs and Sales Leaders

What are the key moves that CEOs and sales leaders must make to prepare their teams for success in 2025? That’s exactly what we explored in a recent episode of the Art and Science of Complex Sales podcast hosted by Paul Fuller of Membrain. I had the pleasure of joining Kevin Lawson, President of Lighthouse Sales Advisors, for a deep dive into the strategies defining high-performing sales organizations in the year ahead. You may recognize… Building Winning Sales Teams for the Future: Insights for CEOs and Sales Leaders

Understanding Your Customers: The Role of Buyer Personas and Quarterly Business Reviews

Want to know the real secret behind successful sales? It’s not just about knowing what your customers need. The true power lies in understanding who they are at their core.

Have you ever wondered why some sales professionals consistently outperform their peers? The answer often comes down to their mastery of buyer personas and detailed profiles that capture the essence of your ideal customers.

Think of buyer personas as your secret weapon in the sales battlefield. These aren’t just random customer profiles thrown together in a rushed afternoon meeting. They represent carefully crafted composites of your most valuable clients, built from real-world data and insights. Your company might need several of these personas, each targeting different market segments with laser precision.

Creating effective buyer personas demands more than just surface-level observation. Start with a thorough analysis of your business landscape. Examine your strengths and weaknesses. Map out the opportunities that excite you and the threats that keep you up at night. This foundation helps you understand exactly where you fit in your customers’ world.

What makes your top customers tick? The answer lies in meaningful conversations with your best clients. These discussions should dig deep into both quantitative and qualitative factors. Demographics tell part of the story – age, position, education, family status. But the real gold comes from understanding their motivations. Why did they choose you? What problems do you solve that keep them coming back?

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Driving Sales Performance with Strategic Competitive Analysis

Ever wonder why some sales teams consistently outperform their competitors while others struggle to close deals? The answer often lies in how well they understand and leverage competitive analysis in their sales process.

Let’s talk about competitive analysis in sales. It’s not just about knowing your competition – it’s about understanding how to use that knowledge to drive results. You need to grasp why prospects choose specific solutions over others and, more importantly, why they sometimes choose to do nothing at all.

Have you considered how many deals you’ve lost not to competitors but to indecision? These “no decision” outcomes often stem from a fundamental gap in prospect qualification. Intelligent sales professionals dig deeper, asking targeted questions about organizational priorities, resource allocation, and strategic initiatives. They understand that timing can be just as crucial as the solution itself.

The modern sales landscape demands a sophisticated approach to competitive analysis. Your success hinges on aligning your organization’s strengths with your prospect’s needs. But here’s the real question: Do you truly understand what your ideal client values most?

Many sales professionals miss the mark by focusing solely on feature comparisons. While product capabilities matter, they’re just one piece of the puzzle. The real power lies in understanding how your solution addresses your prospect’s challenges. This requires a comprehensive view of your competitive landscape, including direct and indirect competitors.

Think about your last few lost deals. What patterns emerge when you analyze the feedback? Every objection and hesitation after presenting pricing are valuable data points that should shape your competitive strategy. Your sales conversations must reflect a deep understanding of your prospect’s value metrics.

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From Micro-Manager to Leader: Fostering Growth in Your Sales Team

Are you unknowingly sabotaging your sales team’s success? The answer might surprise you. The actual cost of micromanagement extends far beyond immediate productivity concerns.

Trust forms the bedrock of every high-performing sales organization. Yet many sales leaders unconsciously undermine this foundation through micromanagement. You’ve seen the signs – constant check-ins, questioning every decision, and hovering over your team’s shoulders. The culture you’ve worked so hard to build is slowly eroding.

Your best salespeople are leaving. Team morale is plummeting.

Let’s be clear about what constitutes micromanagement in sales. It’s not about being involved or interested in your team’s work. The real issue emerges when you start dictating every move and creating an atmosphere of constant surveillance.

Consider the cost of replacing top sales talent in today’s market. Beyond the substantial financial investment, you’re losing institutional knowledge and client relationships. Your organization can’t afford this drain on resources, and the impact reverberates throughout your entire sales ecosystem.

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Why Americans Should Be Thankful This Thanksgiving

As Thanksgiving approaches, the season offers a powerful moment to recognize our extraordinary position in the global business landscape. As business leaders, entrepreneurs, and professionals, we operate within a framework of unprecedented opportunity and abundance, and this reality deserves our attention and appreciation. Our daily business operations rely on technological capabilities that much of the world’s population cannot access. Each time we open our laptops, join virtual meetings, or process digital transactions, we leverage tools… Why Americans Should Be Thankful This Thanksgiving

Selling Trust: The New Era of Salesmanship in the Digital Age

Have you ever wondered why some salespeople consistently outperform their peers? The answer might surprise you – it’s not about pushing products anymore. Let me share a story that perfectly illustrates this point.

Picture yourself at a car dealership with a problematic engine. The service manager listens briefly and suggests trying premium fuel first instead of pushing for expensive repairs. This unexpected advice reveals the essence of modern sales: building trust over making quick profits.

The digital revolution has transformed how we sell. Your prospects now have instant access to product information, specifications, and reviews. They’ve often completed 70% of their buying journey before contacting you. So, what’s your role in this new landscape?

You must evolve from an information provider to a value creator. Think about it – when did a customer last ask you for basic product details? They don’t need that anymore. They need someone who can help them navigate complex decisions and create innovative solutions.

Consider enterprise software sales. Your customers aren’t just buying features and functions. They’re investing in solutions to their business challenges. Can you help them visualize how your product transforms their operations? Do you understand their workflow well enough to spot opportunities they might have missed?

Trust becomes your most powerful differentiator in this environment. But how do you build it? Through actions, not words. When you genuinely prioritize customer success over immediate sales, people notice. They remember when you steered them away from unnecessary purchases or suggested more cost-effective solutions.

The modern sales process demands a deeper understanding of your customer’s business context. You’re not just matching products to needs – you’re helping define those needs. What problems keep your prospects awake at night? Which industry trends threaten their market position? How can your solution help them stay competitive?

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Two Tall Guys Talking Sales Podcast – The Art of the Hire: Crafting a Winning Sales Team – E98

Join hosts Kevin Lawson and Sean O’Shaughnessey on this revealing episode of “Two Tall Guys Talking Sales” where they dive deep into the intricacies of hiring and motivating sales teams. Whether you’re a solopreneur or heading a growing business, this episode delivers crucial insights into creating a robust sales force to propel your business forward. Key Topics Discussed Key Quotes Additional Resources Summary In this episode, Kevin and Sean tackle the often-overlooked but vital elements… Two Tall Guys Talking Sales Podcast – The Art of the Hire: Crafting a Winning Sales Team – E98

The Multifaceted Role of a CEO in a Sales-Driven Business Environment

In the business world, the role of a CEO extends beyond just leading the company. It involves taking responsibility for the sales environment, shaping the company culture, and setting the vision for the future. This is particularly important for small companies where the CEO may also be the primary salesperson or sales manager.

One of the critical responsibilities of a CEO in a sales environment is to address and resolve problems. When a client is dissatisfied, the CEO must apologize and take responsibility for the issue. This doesn’t mean placing blame but owning the problem and finding a solution. It is also essential to have a plan in place to prevent similar issues from recurring in the future.

In addition to problem-solving, a CEO plays a significant role in shaping the company’s culture. The company’s culture should reflect the core values that the CEO and the team believe in. These core values should guide the company’s actions and decisions. For example, suppose one of the company’s core values is extraordinary service. In that case, every team member, from the CEO to the junior account person, should strive to provide exceptional client service.

As a CEO, it is also important to be the company’s visionary. This includes setting goals and communicating these goals to the team. The vision should inspire and motivate the team to strive for excellence. It should also give a clear direction on where the company is headed and what it hopes to achieve.

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Using Value Propositions to Stand Out in a Competitive Market

Understanding and effectively communicating your value proposition is crucial for success in B2B sales. It can be the difference between winning and losing a deal. Whether you’re a salesperson, a sales manager, or the CEO of a small company, this topic is extremely relevant.

A value proposition is not merely a catchy slogan or a well-crafted elevator pitch. It is a broader collection of reasons why a potential buyer should choose your product or service. A value proposition identifies the customer’s needs and goals and demonstrates how your product or service can address these.

One key aspect of a value proposition is its ability to resonate with the customer. This involves deeply understanding the customer’s needs and tailoring your proposition to their specific situation. This allows the sales team to find the match between the customer’s needs and your offer. To resonate effectively, you need to answer two key questions for the customer: Why act? And why now?

The ‘why act’ question establishes the need for your product or service. If the customer doesn’t see a need, they won’t be interested, no matter how great your offering is. The ‘why now’ question creates a sense of urgency. Without this, a customer may acknowledge the need for your product or service but see no reason to act immediately.

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