How Do I Know If My Sales Managers Are Actually Leading?

By Nathan Jamail – Sales Keynote Speaker

Just because someone carries the title “Sales Manager” doesn’t mean they’re actually leading.

In too many organizations, I see managers who were once great salespeople but are now running teams like they’re still chasing quotas. They’re closing deals, not developing people. They’re managing numbers, not leading humans.

And if you’re wondering whether that’s happening in your business – here’s how to tell.

5 red flags that your sales managers aren't leading

Red Flags That Your Sales Managers Aren’t Leading

  1. They Spend More Time in the Weeds Than in One-on-Ones
    If your managers are constantly fixing problems instead of developing people to fix them, that’s a management trap – not leadership. A true leader multiplies themselves through their team.
  2. Their Team’s Results Depend on Their Personal Involvement
    When a deal closes because your manager stepped in, that’s not a win – that’s a warning. A strong sales leader builds a team that can win without them hovering over every call.
  3. They Talk More About Quotas Than Coaching
    If “Where are you at with your number?” is their go-to question, you’ve got a manager, not a leader. Leaders ask, “What’s standing in your way?” and “How can I help you grow?”
  4. Turnover or Burnout Feels Normal
    If people are leaving or losing motivation, you don’t have a talent problem – you have a leadership problem. Culture always flows downhill.
  5. They Don’t Have a Coaching Plan
    Every top-performing leader has a rhythm – weekly coaching sessions, skill development plans, accountability check-ins. If your managers are just reacting to the week, they’re not leading the future.

 

How to Fix It: Building Real Sales Leaders

You can fix this – but not by sending another “motivation memo.” You fix it by developing leaders, not promoting producers.

Here’s how to start:

  1. Train Managers on Leadership, Not Just Numbers
    Your best salesperson became a manager because they crushed their quota. Great. But have you trained them to lead? Have you taught them how to coach, communicate, and hold people accountable with empathy and expectation?
  2. Implement a Coaching Rhythm Create a consistent cadence: Weekly one-on-ones for growth, not just pipeline. Monthly skill assessments. Quarterly vision alignment check-ins.  Leadership is consistency, not convenience.
  3. Set Expectations for Leadership Behavior
    Don’t just measure sales metrics. Measure coaching time, team development, and retention. Reward leaders for building other leaders.
  4. Model It From the Top
    Executives – this part’s on you. If you’re only talking about numbers, your managers will too. If you’re coaching your managers on leadership, they’ll coach their people the same way.

Bottom Line

If your sales managers are only managing, your team’s results will always depend on hustle.

If they’re leading – developing people, creating culture, and building confidence – your results will scale.

And if you’re not sure where your leaders stand, ask their teams.
People always know who’s managing them and who’s leading them.

– Nathan Jamail
Sales Keynote Speaker