I’ve asked that question to hundreds of sales leaders over the years.
“Are you a good coach?”
Almost everyone says yes.
Before you answer that question too quickly, let me give you a little context. Because there isn’t just one type of coaching that sales leaders should be doing. There are actually four. And most leaders only spend time on one or two of them.
Effective sales leadership requires four types of coaching: deal coaching, skills coaching, performance coaching, and career coaching.
If you’re missing even one, your team feels it.
Strong sales leaders understand that coaching isn’t just about helping someone close the next deal. It’s about developing the salesperson over time while still holding them accountable to results.
Each type of coaching plays a different role in that process.
Let’s walk through them.
This is the one most of us are comfortable with.
Deal coaching focuses on helping a salesperson move a specific opportunity forward. What’s the next step? Who else needs to be involved? What objection hasn’t been addressed? What needs to happen to get this deal to the next stage?
Most sales leaders came from sales, so this feels natural. We know how to read a deal and diagnose what’s happening.
But there’s an important difference between telling someone what to do and actually coaching them so they learn how to think through the situation themselves. If every one-on-one becomes a session where the leader jumps in and solves the deal, the salesperson may close that opportunity—but they won’t necessarily get better.
And over time, that builds dependency instead of judgment.
The second type is skills coaching, and this is where we start focusing less on the deal and more on the salesperson.
Skills coaching is about helping someone get better at the core parts of their job. Prospecting. Discovery. Negotiation. Presentations. Differentiation. Networking. These are the capabilities that determine whether a salesperson succeeds consistently.
When the same issues show up across multiple opportunities, the problem usually isn’t the deal. It’s a skill gap.
Strong sales leaders recognize that and spend time helping their people develop those skills. They observe, provide feedback, and create opportunities for improvement over time.
But that requires intention. It doesn’t happen automatically during a quick pipeline review.
The third type of coaching is performance coaching. And frankly, this is the one I don’t see happening nearly as often as it should.
Performance coaching is about holding someone accountable to a standard. That standard might involve activity levels, number of opportunities, meetings, close rates, average deal size, or retention. Whatever the expectations are, the leader and the salesperson both need to understand them clearly.
Performance coaching is the conversation that says, “Here’s where you are. Here’s where the expectation is. What are we going to do about it?”
Those conversations can be uncomfortable, which is one reason leaders sometimes avoid them. But without them, standards drift and underperformance lingers. And when that happens, your high performers notice.
Accountability is not micromanagement. It’s leadership.
The fourth type of coaching is career coaching, and it’s probably the most overlooked.
If you have strong performers on your team, many of them are thinking about what comes next in their career. Some want to take on more responsibility. Some want to move into leadership. Some, frankly, want your job.
So the question becomes: what are you doing about that?
Are you mentoring them? Are you helping them develop the skills they’ll need at the next level? Are you giving them opportunities to grow?
Career coaching is one of the most powerful drivers of retention. When people believe their leader is invested in their long-term success, they tend to stay. When they don’t feel that investment, they start looking for it somewhere else.
Most sales leaders naturally default to deal coaching because it feels urgent and familiar.
But effective sales leadership requires all four.
Deal coaching helps advance opportunities.
Skills coaching builds capability.
Performance coaching reinforces standards.
Career coaching develops the future.
The question isn’t whether you’re coaching, it's whether you’re doing all four and whether you’re doing them well.
In the coming articles, we’ll take a deeper look at each of the four types of sales coaching and how leaders can apply them more effectively, starting with Deal Coaching. Each requires a different mindset and a different structure. Mastering all four is what separates average sales leaders from exceptional ones.
If you want a practical framework for structuring more effective coaching conversations with your salespeople, download our free guide:
It walks through a simple way to structure your one-on-one meetings, so they don’t just turn into deal updates, but actually help your people improve.


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