Best Practices

How to Conduct a Career Development Conversation

Career development conversations are crucial for employee engagement and retention. Without growth opportunities, employees may feel disengaged which can lead to higher turnover. 

Last Updated: January 24, 2025

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Overview

Career development conversations are crucial for employee engagement and retention. Without growth opportunities, employees may feel disengaged which can lead to higher turnover. 

Career development 1-on-1s with each direct report are recommended at least once a year. As employees' goals evolve, these conversations can help you stay aligned with your direct reports' ambitions while demonstrating your commitment to their growth and success.

Development is More Than Promotions

Development isn’t always about a role change. Even if a promotion isn’t possible, you can still offer valuable growth opportunities.

Use this time to understand the employee’s career goals, whether they seek mentoring, a chance to coach others, or formal learning opportunities like classes and conferences.

Avoid Abstraction or Broad Questions

Some employees have clear long-term goals, while others focus on day-to-day opportunities. Broad questions like “Where do you see yourself in five years?” may not resonate with everyone.  

Instead, ask specific questions about what work excites them or makes them proud. Development starts with identifying tasks they’re passionate about and finding ways to incorporate them more often. Uncovering these interests helps unlock their full potential.

Set Developmental Goals

Set clear, achievable goals to keep employees motivated.

Focus on ongoing benchmarks rather than one-time tasks, like “Complete HubSpot’s SEO Training” or “Earn a Master’s Degree.” Avoid vague goals such as “Research competitor strategies,” which may lack direction.

Align development goals with team or organizational objectives for greater impact.

Know Your Role

As a manager, you play a key role in helping employees achieve their goals.

While they should take the initiative, your support and guidance are essential. Understand their aspirations and advocate for their growth.

Discuss How Short-Term Goals Affect Long-Term Goals

Show employees how their short-term goals contribute to their long-term aspirations. Each goal should build momentum toward achieving larger, meaningful milestones.