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3 Steps to Building a Successful Sales Environment

Posted by Anthony Cole Training Group on Fri, Nov 07, 2025
 
Every company wants to grow revenue, increase profits, and strengthen its sales team, but few take a hard look at whether their structure truly supports those goals. Building a successful sales environment takes more than setting targets and hiring talented people. It requires systems that identify problems early, conversations that drive accountability, and technology that actually supports selling. Without these elements, even the best intentions can lead to frustration and underperformance.
 

The Cost of Tolerating “Pretty Good”

Let’s pretend that you just invested $500,000 in the latest technology to “tighten up” the reporting on your company’s payables, receivables, compensation reports, taxes, and forecasting. The company you bought the service from told you that it would take about 90 days to work any bugs out, but certainly, by year-end, your expectations would be met.

Around the 90-day mark, you meet with your CFO and ask, “How’s it going?” She responds, “Pretty good!” You then inquire, “Pretty good means?” She replies:

  • Our payable reports are about 66% correct, but trending in the right direction.
  • Our overdue receivables still average 45 days, but we’re making progress.
  • Our compensation expenses are off by about 5% and we’re not sure why, but we’re working on it.
  • Taxes? Well, my best guess is that we are going to owe between 10% and 20% more than last year.
  • As far as forecasting revenue, our pipeline shows $5,000,000 to be closed in the next 6 months, but we’re not yet confident that the number is accurate.

How do you feel about your investment? What is your reaction to a lack of success at meeting expectations? How long would you tolerate the continuance of this failure? I’m not sure you’d fire your CFO, CTO, HR, or consultant, but I’m pretty sure you wouldn’t say, “Okay, let’s give it another 60 days.”

What Nobody Talks About in Building a Successful Sales Environment

This is a bit of a stretch scenario, but the point I want to make is that you probably get a report like this about your sales team; you just don’t know it. What isn’t revealed in a sales meeting or in your monthly meeting with your sales manager is the detail behind the big numbers you talk about.

You talk about YOY results, sales YTD against plan, and maybe even how you’re doing against other sales divisions or peers in your industry. What you don’t see or hear about is this:

  • Over 90% of your results are probably coming from 36% of your sales team.
  • The bottom 36% of your sales team is likely responsible for less than 4% of your total sales.
  • Of the last 4 hires, only 1 of them is doing better than the people they replaced.
  • The cost of putting the other 3 in the market for 12 months and then replacing them is a two-comma problem over 5 years.
  • If you really wanted to drive profit, you could probably eliminate the bottom 36% and increase profitability significantly.
  • Some of your more senior people are not performing nearly as well as some of your new people.

The challenge to organizations (and what matters most) is the answer to the question: Are we hitting our numbers? If that answer is yes, you’re okay. BUT if you are unwilling to accept 90% correct in your tax estimate or compensation projections, why are you settling for anything less than 100% execution from your entire sales team?

3 Steps to Building a Successful Sales Environment

These three tools will help your organization build a successful sales environment and correct what’s broken.

1. Speed to Failure
With your new hires, do your best to find out quickly if both of you made the right decision. Make sure that, as you are making the offer, you let them know everything they are going to have to go through, how they will be managed, and all that is expected of them in the first 90 days and the following 6 months.

2. Conversation is King
Despite all the technology that is available to help your salespeople create opportunities, nothing yet has replaced the value of quality conversations and coaching. This means you need to have a very high standard for training, practice, and preparation before you put people out into the market. These consistent conversations are the foundation of building a successful sales environment.

3. Use Sales Technology That Supports Selling
The technology that you buy to support sales must support sales first, then finance. Your sales technology should make it easy for salespeople to communicate with suspects, prospects, and clients. It should be easy to use and provide extremely useful information for both the sales manager and salespeople. It should make it simple for your team to consistently follow your sales process and help you predict, with a high level of validity, what is actually going to get sold over any given time frame.

Implementing these three steps will go a long way toward building a successful sales environment and improving the productivity of your entire team.

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FAQ: Building a Successful Sales Environment

Q: What is a “sales environment”?
A: A sales environment refers to the systems, culture, and tools that influence how your sales team performs. A strong environment promotes accountability, communication, and clear expectations.

Q: How long does it take to build a successful sales environment?
A: While quick wins can happen within 90 days, building a truly successful sales environment requires consistent coaching, clear metrics, and leadership commitment over time.

Q: What’s the biggest mistake leaders make when trying to improve sales performance?
A: Many leaders rely too heavily on technology or metrics without focusing on conversation quality and accountability. The best results come from combining strong systems with daily coaching and real dialogue.

Q: Can smaller teams benefit from this approach?
A: Absolutely. Whether you have 5 salespeople or 50, these same steps—speed to failure, consistent conversations, and the right technology—can transform your results.

Finding & Growing Your Future Leaders

Posted by Anthony Cole Training Group on Fri, Oct 24, 2025
 
Every organization faces the same question: who will lead next? Building a strong bench of future leaders doesn’t happen by chance; it’s the result of continual recruitment, intentional strategy, consistent coaching, and understanding key performance data.

In our recent webinar, Finding & Growing Your Future Leaders, Jack Kasel and Alex Cole-Murphy explored how top-performing financial institutions identify, develop, and retain leadership talent. They discussed the four key components of a strong succession plan and shared insights on how leaders can use data and coaching to prepare their next generation of high performers.


 

Why Leadership Assessments Matter

Jack and Alex emphasized that finding the right people for leadership roles starts with a structured assessment process. Resumes and interviews only tell part of the story. Effective organizations use sales-specific tools, such as Objective Management Group (OMG) assessments, to evaluate candidates on 21 Core Sales Competencies. These tools help uncover the traits and belief systems that drive real performance.

Beyond assessment, leaders must also understand their own biases and blind spots. Recognizing how personal beliefs shape coaching and hiring decisions allows organizations to make better, more objective leadership choices.

Coaching Over Commanding

Great leaders coach; they don't command. Moving from a sales role to a leadership role requires a different skill set. Handling rejection, motivating others, and developing emotional intelligence are crucial for success. As Alex shared, “Positional authority may get short-term results, but personal power inspires long-term growth.”

Leaders who engage in regular coaching conversations, roleplay exercises, and feedback sessions create more resilient teams. Jack added that challenging team members with high standards helps them grow, but it’s the coaching process that keeps them engaged and improving.

Building a Strong Succession Plan

Succession planning should be proactive, not reactive. The best organizations develop leaders before they need them. Jack and Alex discussed how using consistent data, clear accountability, and repeatable hiring processes ensures that leadership transitions happen smoothly. They encouraged companies to think beyond immediate needs and start developing internal talent now because the future of your business depends on it.

Watch the entire webinar above! 

 

FAQs

1. How do I identify future leaders within my team?
Look for team members who take initiative, handle challenges well, and influence others positively — not just your top performers.

2. What’s the best way to develop emerging leaders?
Provide stretch assignments, coaching, and feedback that build both confidence and decision-making skills over time.

3. How can I create a culture that grows leaders at every level?
Model strong leadership behaviors, encourage ownership, and make development a regular part of performance conversations.

 

Contact the Speakers:

Alex Cole-Murphy: alex@anthonycoletraining.com

Jack Kasel: jack@anthonycoletraining.com 

The Power of Relationship Selling: A Sneak Peek at Our New eBook

Posted by Anthony Cole Training Group on Thu, Oct 02, 2025
 
This week on the blog, we’re sharing the first two chapters of our brand-new eBook, The Relationship Selling Guide. Inside, you’ll discover why assertiveness and empathy are critical to winning the right clients, how bold questions can transform your sales conversations, and how to create remarkable client experiences which are the key to long-term loyalty. Our new eBook contains practical, proven strategies that will help you strengthen client trust, shorten your sales cycle, and build lasting relationships.

Chapter 1: Relationship Selling - The Key to Your Sales Challenges

In today’s unpredictable and rapidly shifting markets, one of the most persistent challenges in sales is staying focused on adding value, not just making the sale. That’s where relationship selling comes in. While this concept isn’t new to most of us in sales, applying it effectively and consistently is where the real challenge lies.

Many organizations are striving to become more customer-focused. But how can advisors and sales professionals remain productive and assertive without sounding overly sales-driven?

The Power of Assertive Relationship Selling

Here’s the truth: Assertive salespeople, those who lead with confidence and care, win more business. These professionals are so committed to doing what’s right for their clients that they’re willing to risk the sale to help the customer make the best possible decision.

This is the essence of relationship selling: prioritizing the long-term relationship over the short-term win.

Assertiveness in sales isn’t about pressure, it’s about clarity, curiosity, and courage. When done well, your early conversations help qualify (or disqualify) prospects quickly and respectfully. That means less wasted time chasing people who will never buy, and more energy directed toward solving real problems for real buyers.

The Discovery Process: Ask Better, Sell Smarter

In those initial, assertive conversations, your goal is to uncover the prospect’s real pain:

  • What problems are they facing?
  • What have they done to try and solve them?
  • How is their current provider performing?

These conversations aren’t just about gathering surface-level information. They’re about building insight, so you can determine whether a true, mutually beneficial relationship can form.

In our sales methodology, a qualified prospect must meet three key criteria:

  1. They have a compelling reason to buy or make a change.
  2. They have the resources and willingness to invest (time, money, effort).
  3. They have the authority and readiness to make a decision, including financial decisions.

Bold Questions That Build Relationships

To discover whether a prospect qualifies, you need to ask bold, sometimes uncomfortable questions, questions that require assertiveness and emotional intelligence.

Here are a few examples:

  • “How will you go about telling your current provider that you’re moving in a different direction?”
  • “If funding is limited, how do you plan to address the problem?”
  • “The budget you mentioned won’t achieve your goals. What would you be willing to compromise?”
  • “What will you do if your partner isn’t on board with making this change?”

Imagine having the confidence to ask these questions regularly. What would happen?

You might fear losing opportunities, but in reality, you’d likely gain more meaningful ones. You’d eliminate indecision, shorten your sales cycle, and build trust by helping your prospects face their own obstacles head-on.

Final Thought

Relationship selling, when done with assertiveness and empathy, doesn’t just help you close more deals, it helps you close the right ones.

When you stop making presentations to people who can’t say “yes” and start focusing on those who are ready to move forward, your entire sales process becomes more efficient, more effective, and more rewarding.

So, if you’re facing challenges in your sales process, try this:
Be more assertive. Ask better questions. Focus on building real, lasting relationships. The results will speak for themselves.

 Compass

 

Chapter 2: Build Lasting Relationships in Sales

If your goal is to retain and grow client relationships, you must consistently create a remarkable experience for your customers and prospects. Because if you’re not providing that superior experience, rest assured, your clients may start wondering, “Who else will?”

Ask Yourself These Key Questions:

To evaluate your customer relationship strategy, reflect on the following:

  • What are you doing to keep your clients happy and satisfied?
  • Are your clients referring others to your business?
  • Is your organization delivering an exceptional experience at every touchpoint?
  • Are you learning your clients’ wants, needs, and pain points, every single day?
  • Are you under-promising and over-delivering?

What Can We Learn from Disney?

Think about a place where you wait in long lines, spend a lot of money, and still leave excited to tell others how great your experience was. For many, that’s Disney.

Disney has built decades of success by exceeding expectations and creating passionate brand advocates. In Inside the Magic Kingdom, author Tom Connellan outlines seven keys to Disney’s customer experience strategy. The biggest takeaway? Their “magic” isn’t random, it’s the result of a consistent, intentional process that dazzles.

Dazzling Experiences Aren’t Optional

To truly impress your clients:

  • Your service must be predictable and consistent.
  • Your clients must know what to expect and trust you to deliver.
  • It can’t be a once-in-a-while thing, it must be how you do business, every day.

This doesn’t mean treating everyone the same. Your top 20% of clients should get a different level of attention than your bottom 20%, but everyone should get the basics done right, every time.

If you want to stand out from competitors and earn long-term loyalty, you need to go beyond service, you need to dazzle. Treat your advocates like family. It’s not extreme, it’s what separates memorable companies from forgettable ones.

Because in business, it’s always the little things that matter.

4 Strategies to Retain and Create Loyal Advocates:

  1. Find out what they want
    Don’t guess, ask. Give clients a list of preferences and allow space for them to tell you what really matters.
  2. Prioritize critical areas
    Clients won’t always tell you what’s wrong. Just like saying “It was fine” at a restaurant, they may avoid conflict. Dig deeper to find the real issues.
  3. Identify their performance bar
    Where are they setting expectations? Don’t assume. Find out and then evaluate if you’re meeting or exceeding them.
  4. Negotiate expectations
    If something doesn’t align with your process, say so. Don’t agree out of fear of losing a deal, because if expectations don’t align now, they won’t later either. That client is unlikely to become an advocate anyway.

Final Thought

This all assumes that you already have the business acumen to understand your clients’ industry, goals, and challenges. But even then, never assume you know what they expect, ask them.

That simple conversation can lead to extraordinary results: repeat business, strong referrals, and loyal client relationships that last.

Because when you understand expectations, exceed them, and stay consistent, your clients will not only stay, but they’ll also bring others with them.

Want to keep reading?

Download the entire book for free here!

free download (1000 x 1000 px)-2

 

Topics: Sales Training, relationship selling

Customer Retention Strategies in Sales

Posted by Anthony Cole Training Group on Fri, Sep 13, 2024

If your goal is to retain and expand relationships, it is important to create a consistent and remarkable experience for your customers, clients, and potential clients. If you are not providing a superior experience, your clients might start asking, “Then, who will?” Here are several questions to consider as you reflect on your customer retention strategies in sales:

• What are you doing to keep your clients happy and satisfied?
• Are they telling others about your business?
• Is your organization providing an excellent consumer experience for your clients?
• Are you getting to know the wants, needs, and pain points of your customers each and every single day?
• Are you under-promising and over-delivering results?

Now, can you think of a place where you go, wait in a long line, spend a lot of money, and yet can’t wait to tell others how great your experience was? Well, that could describe a number of places, but the frame of reference I want to use today is the Disney experience. Disney has been successful for years by building advocates for their brand.

No one would argue with the success that Disney has had in exceeding expectations and creating loyal advocates. In his book, Inside the Magic Kingdom, author Tom Connellan explains the seven keys to Disney’s success and how they work to create a dazzling experience for all of their guests. As you read the book, you can only imagine what goes into building and sustaining that kind of relationship with your customers.

In order to achieve “dazzling,” you must have a process that is consistent and predictable. People need to know what they can depend on when they trust you with their business. In other words, it’s not a once-in-a-while thing; it is just the way you do things, every day.

Keep in mind that it does not have to be the same thing for all of your clients. The way you support your top 20% should be different from how you support your bottom 20%.

But, at the heart of it all, everyone gets the basics. However, if you want to retain and increase sales within your organization and stand out from the competition, your organization must be willing to impress, dazzle, and treat your advocates like members of your family. It may sound drastic to some, but there is a reason that some companies truly stand out in a crowded market.

It’s the little things that matter in business.

Here are 4 strategies for retaining and creating loyal advocates for your organization:

  1. You have to find out what they want. How do you do this? Ask! Give them a list of things to choose from with the option to add things that might not be on the list.
  2. Next, prioritize critical areas. The key here is to find out what they won’t tell you. How many times have you left a restaurant after you told your server everything was fine when they asked? Some of your clients may do the same thing.
  3. Identify performance levels and find out where they are setting the bar; don’t assume you know.
  4. Negotiate expectations. Now is the time to deal with anything you are not willing to agree to. Sometimes we say “yes” because we think it’s a deal-breaker; just ask and then decide. If it is outside your process, then you are better served to move on because, unfortunately, it will always be a struggle and they will never become an advocate anyway.

A footnote to the above: I am assuming that you already have a strong knowledge base and industry acumen of the goals and challenges of the business you are working with. The only way to exceed your customer’s expectations is to know what they actually are, not what you think they are. Start by having that conversation first, and soon you will have them coming back for more and telling their friends. This understanding of client expectations is one of the most powerful customer retention strategies in sales.

Article by the late, great Walt Gerano, Sales Development Expert

 


 

Topics: Selling, Sales Training, sales training tips, Customer Retention Strategies in Sales


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    About our Blog

    Anthony Cole Training Group has been working with financial firms for close to 30 years helping them become more effective in their markets and closing their sales opportunity gap.  ACTG has mastered the art of using science-based data and finely honed coaching strategies to help build effective sales teams.  Don’t miss our weekly sales management blog insights from our team of expert contributors.

     

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