CEO Sales Guide | Intelligent Conversations

A Sales Manager’s Blueprint for Coaching and Accountability

Written by Mike Carroll | Thu, Apr 24, 2025 @ 13:04 PM

In today's sales environment, leaders face unprecedented challenges—hybrid teams working across time zones, constantly shifting markets, and fierce competition for top talent. This new reality demands a fresh approach to sales management.

Here's the truth: Coaching has become a competitive advantage.

But there's a critical balance to maintain:

Accountability without coaching breeds burnout and resentment. Coaching without accountability breeds complacency and stagnation

The most effective sales managers strike the perfect balance. They create a culture where reps feel simultaneously supported and challenged, and guided yet empowered to own their growth.

In this blueprint, you'll discover:

  • The #1 job of every sales manager (hint: it's not closing deals)
  • Common leadership pitfalls that sabotage team performance
  • A proven framework for managing agreements,
  • How to measure coaching success beyond just revenue numbers
  • The ultimate test of your leadership: Are you building future leaders?

Let's dive in.

Table of Contents

  1. Part 1: The Sales Manager's #1 Job
  2. Part 2: Where Sales Managers Go Wrong
  3. Part 3: Manage Agreements, Not People
  4. Part 4: Coaching for Development vs. Coaching for Production
  5. Part 5: The Hidden Levers of Coachability 
  6. Part 6: How to Measure Coaching Success
  7. Part 7: Building Future Leaders
  8. Part 8: Always Be Building Your Recruiting Pipeline
  9. Next Steps

Part 1: The Sales Manager’s #1 Job – Building a Coaching & Accountability Culture

Coaching & Accountability: The Foundation of High-Performance Sales Teams

The best sales managers know that it’s not just about managing deals, but also developing people. Their real job is to elevate the entire team’s performance through consistent coaching and clear accountability.

Why This Matters

High performers will stay when held to high standards and given opportunities to grow. Middle performers rise when they receive structured coaching, and the low performers often seek to improve or self-select out when you enforce accountability.

How to Build This Culture

  1. Time-block coaching as if it were revenue-critical work.
    • Schedule weekly 1:1s that are focused on development.
    • Set monthly performance-focused pipeline reviews.
    • Set quarterly skill assessments focused on various aspects of growth.
  2. Separate coaching from firefighting—don’t let urgent issues hijack the time set for development.
  3. Track leading indicators such as calls, meetings, pipeline health, as well as lagging indicators such as closed deals, revenue, etc. 

Your CEO should see your team improving every quarter, that is, better conversations, faster disqualifications, and higher margins. A great sales manager is a force multiplier, ensuring every team member improves through structured guidance. The best managers focus on long-term development, not just quarterly numbers.

Part 2: Where Sales Managers Go Wrong – Managers Behaving Badly

Even experienced sales managers can fall into common traps that quietly erode trust and weaken accountability. These missteps may seem small in the moment, but over time, they chip away at team culture and undermine your ability to coach effectively.

I. Spending Too Much Time Selling

Managers should sell occasionally (5-10% of their time) to stay sharp, humble, and be in touch with what’s going on in the industry. However, their primary role is coaching the team. Some managers erroneously spend 30%, 40%, or even 50% of their time selling because: 

  • It's comfortable (they were promoted because they were good at it)
  • Their compensation incentivizes individual contribution over team performance
  • They don't trust their team to close without them

The Fix: Align compensation with team performance, not individual deals. When a manager's paycheck depends on team success rather than personal sales, priorities naturally shift toward coaching and development. It will set the tone and help reinforce the team performance priority and how the organization strives to elevate the team and deemphasize selling.

II. Telling Instead of Asking

This is a common trap for many sales managers. 

Great managers coach through questions and have mastered the power of asking the kind of questions that guide reps towards self-discovery. In contrast, weak managers always try to dictate matters and give directives.  They operate like drill sergeants, issuing commands without fostering any critical thinking. 

People generally resent being micromanaged. Great managers act like guides who use strategic questioning to help reps uncover solutions on their own. They encourage ownership where reps come up with their own answers or solutions and commit more deeply to them. 

Questions reveal hidden obstacles and uncover knowledge gaps, fears, or mindset blocks. The Socratic Method, for instance, is a manager’s secret weapon. It’s a coaching technique named after the Greek philosopher Socrates, where the manager asks probing questions, not to quiz the rep, but to help them think critically.

Instead of saying, "You need to make more calls.”

Ask:
“What’s stopping you from hitting your call target?”
“If you could change one thing about your approach, what would it be?”
“What would happen if you doubled your outreach this week?”

Key Socratic Questions for Sales Managers

Diagnostic Questions Solution-Focused Questions Accountability Questions

“Walk me through what happened in that lost deal.”

“Where do you think the conversation went off track?”

If you had a do-over, what would you try differently?”

"What’s one small change that could improve this outcome?”

“What’s your plan to get back on track?”

“How can I support you in making this happen?”

The best sales managers ask the right questions that help their team think deeper, own their growth, and become self-sufficient. 

III. Inconsistency & Favoritism

If expectations and focus areas shift each week, reps can become confused, and motivation can begin to wane. When a few reps get preferential treatment, it can become increasingly difficult for new team members to break in, which eventually erodes trust within the teams or sales departments. As a manager, you’ll want to hold everyone to the same standards, especially top performers.

IV. Focusing Only on Results, Not Activities

This is a common pitfall. Sales managers often manage their teams by focusing on the scoreboard, that is, deals closed, rather than tracking leading indicators such as calls, meetings, and pipeline health. 

Think about coaching a basketball team. Imagine only looking at the scoreboard and not looking at what's happening on the floor. If managers are solely focused on the results and not the activities that drive the results, they're not going to be able to perform over time

V. Being Reactive Instead of Proactive

It’s not effective to wait until something happens and then try to react and coach your team through it quickly. Coaching only in crises instead of preventing problems can be counterproductive in the long run. Schedule weekly coaching cadences for your team so you can develop them proactively.

VI. Not Sharing the Broader Perspective

Salespeople live in the day-to-day, that is, the daily, weekly, or monthly activities and inputs. Managers must provide context for the ups and downs of selling, such as market trends, legal environment, and company strategy. 

Managers should regularly share insights from leadership meetings with their sales teams to keep them on track and give them perspective on how their day-to-day activities impact the organization.

Part 3: Our Philosophy – Manage Agreements, Not People

Managing people is difficult. Managing salespeople is even more difficult. Don't do it. Don't manage people. Instead, manage agreements

At the core of our coaching philosophy is the idea that sales leaders shouldn’t micromanage people; they should help them create clear, measurable agreements tied to outcomes. This starts by collaboratively setting goals across three key areas:

  1. Account Expansion Goals – e.g., meet with three existing accounts this month to introduce new offerings and discuss growth opportunities.
  2. New Business Development Goals – e.g., set five net-new meetings per week, based on a mutual agreement with the rep.
  3. Personal Development Goals – e.g., improve active listening by asking better follow-up questions.

These agreements give the manager a coaching framework. In weekly 1:1s, the conversation begins with:

"Tell me how we’re progressing on the goals you committed to."

If the rep is falling short, the coaching conversation becomes diagnostic:

  • Is it a knowledge gap? (“I didn’t know where to start.”)
  • Is it a belief gap? (“I don’t think I can do that.”)
  • Is it a time management issue, or something deeper in the sales DNA, like fear of rejection?

Once the root cause is clear, the manager can tailor their coaching, offering resources, roleplays, or a mindset shift as needed.

The goal is always progress through partnership. And because these agreements are co-created, they’re not about compliance, they’re about commitment.

Part 4: Coaching for Development vs. Coaching for Production

Coaching the Person vs. Coaching the Pipeline

We all tend to want to tell people. However, coaching for development means we must suppress that inner advice-giving monster and be very curious.

Here’s an illustration of the key differences between coaching for development and coaching for production:

Coaching for Production Coaching for Development

"Here’s how to save this deal."

"What do you think the prospect really needs?"

Short-term fixes

Long-term skill-building

Directive ("Do this.")

Socratic ("What else could work?")

How to Balance Both

When doing pipeline reviews, the focus should be on deals. During one-on-one sessions, the focus should be on skills such as listening and objection handling, among others. You can comb through call recordings to reinforce self-awareness and self-assessments and then guide team members towards improvements. 

Part 5: Trust & Respect – The Hidden Levers of Coachability

When managers become inconsistent, play favorites, constantly change KPIs, or focus only on results, they erode trust and respect

Team members will probably comply, but they won’t feel coached, supported, or developed. True leadership is about connection.

To coach effectively, managers must create an environment where trust and respect thrive.

  • Trust = “I believe you want me to succeed.”
  • Respect = “You’ve earned the right to coach me.”

That starts with understanding people as people. What’s driving them beyond the quota? Maybe they’re trying to pay for a daughter’s college, a parent’s nursing care, a well-earned vacation, or a dream retirement. Maybe they’re just getting started and crave visible signs of success.

Knowing what motivates each individual helps managers hold reps accountable to personal goals, not just abstract corporate metrics. Reps won’t get excited about “improving EBITDA by 0.5%.” But they will rally behind outcomes that bring their real-life goals closer.

Managers who take time to ask thoughtful questions, remove friction (like simplifying CRM updates), and celebrate growth build deeper trust and stronger teams.

And when reps feel seen, heard, and supported, they become far more coachable. 

Part 6: How to Measure Coaching Success

Many sales managers make the mistake of measuring coaching success solely by revenue. While numbers matter, they’re a lagging indicator. True coaching effectiveness reveals itself in how your team evolves

Great coaching transforms how your team thinks, the questions they ask, and the types of problems they begin to solve.

When coaching is effective, reps start having different conversations. They begin asking questions that challenge their prospects to think differently, questions that shift the buyer’s perspective and unlock new opportunities. 

Good coaching moves your team deeper into the sales process. It’s what helps them get to objections they’ve never faced before, with decision-makers they’ve never reached before, in deals they would’ve previously lost or never started.

Signs of strong coaching include:

Your job as a coach isn’t just to get results, it’s to help your team grow into who they need to become to consistently produce those results. That’s the real success metric.

The right coaching environment builds teams that go beyond transactions. When clients start seeking your team's perspective beyond transactions, you've achieved coaching mastery.

Part 7: Building Future Leaders

Great managers are talent multipliers. They build high performers and help those performers evolve into future leaders. 

Are the top reps, high producers, and club winners on your team getting promoted or recruited into bigger, more challenging roles, whether inside your company or beyond? That’s a clear sign of leadership impact.

If you're doing it right, some of your best people won’t stay on your team forever—and that’s a good thing. Whether they move into a bigger territory or land their first leadership role, great managers celebrate that growth. It goes beyond building a pipeline, it's about building people.

Signs you're building future leaders:

  • Your team consistently develops top performers compared to peer teams
  • Former team members are now in leadership or executive positions
  • You're actively developing successors and talking transparently about growth paths
  • You give stretch assignments, delegate leadership responsibilities, and create space for reps to step up

Remember: your legacy as a sales leader is the caliber of leaders who came from your team, and the ripple effect they create in the organization and industry.

Part 8: Keep Building Your Recruiting Pipeline

Finally, if you're serious about building a high-performing, coaching-driven culture, you can’t afford to only recruit when there's an opening; you need a constant recruiting pipeline of top-tier talent.

Why? 

Because if you’re coaching effectively, people will grow. Some will take on new roles, graduate into leadership, or get tapped for tougher territories. That’s a sign you’re doing it right. But it also means you have to be ready for what’s next.

Great managers are always scouting. They know how to attract the right kind of people, like those who thrive in a culture with high standards, clear expectations, and strong support. They're hiring not just for today’s needs, but for the future of the team.

Interviewing for coachability from the start helps you:

  • Increase your chances of hiring culture fits
  • Onboard new reps faster and more effectively (within 90 days) 
  • Immerse them quickly in your coaching rhythm
  • Set the tone early around accountability and growth

The goal is to create an environment where people know that if they go to work there, they will experience high expectations and standards, and that they will also get the tools and support they need to be successful. This process starts by treating recruiting like a pipeline.

Next Steps: Building a Coaching Culture That Scales

Great sales teams are built on consistent coaching and accountability, and systems that deliver that kind of excellence. When properly executed, reps own their growth, and managers focus on leadership, not micromanagement. In these environments, teams often outperform short-term "pressure cooker" cultures.

True sales leadership starts with building a culture where coaching and accountability fuel sustainable growth. When you invest in coaching and accountability, your impact extends far beyond your tenure. You build a legacy of leaders who carry forward the culture you instilled, elevate future teams with similar principles, and multiply your influence across the organization.

The future of sales leadership belongs to those who build people, not just pipelines.

The question is: Will you be that kind of leader?