Totaco Ltd

B2B Sales Opportunities Across Construction, Engineering, Energy, Financial Services and IT markets

Career Conversations in Sales: Are Employers Checking In Often Enough?

Career growth is one of the biggest factors in whether someone stays, leaves, or fully commits to a role – especially in B2B sales. But how often are those conversations actually happening?

We asked over 300 B2B sales candidates: “How often do you expect to have a proper career development chat with your employer?” Here’s what they told us:

  • 68% said every 6 months
  • 23% said annually
  • 5% said monthly
  • 4% said only when I bring it up

What this tells us

Most B2B sales professionals expect some kind of structured career conversation every 6 months – not just during annual reviews, and definitely not only when they initiate it themselves.

This isn’t about micromanagement – it’s about clarity. People want to know:

  • Where they stand
  • What their path looks like
  • How their work today connects to where they want to be next

The risk of going quiet

When career development isn’t discussed regularly, here’s what can happen:

  • Unrealistic expectations (on both sides)
  • Frustration from lack of recognition or progress
  • Increased risk of losing talent to more proactive employers

Even high performers can feel disconnected when growth conversations only happen once a year – or worse, only when they bring it up.

What employers can do

If you’re managing a sales team, here’s how to align with what candidates expect:

  • Schedule biannual development check-ins – they don’t have to be formal reviews, just real conversations.
  • Discuss more than just performance — talk career goals, skills they want to build, and what’s next.
  • Encourage open dialogue – don’t wait for someone to ask about progression. Bring it to the table first.

In a market where skilled sales professionals are in demand, regular career development conversations aren’t a nice-to-have – they’re a retention strategy.

Want to attract and retain the best B2B sales talent? Start by showing you’re invested in more than just their targets.

Looking for help building a high-performing sales team that grows with your business? We’re here to help. Get in touch for more insights and support.

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