Important Career Conversations

How to have a career conversation.

We’re talking about a focused chat on your goals, areas for development,
future plans – and how they align to your current role.

Too often these conversations are relegated to the end of performance
reviews and rushed through with a sense of obligation. But a real career
conversation – or, better yet, a series of them – is far more valuable, and it’s
something you should ensure you’re doing with a range of people, both
managers and non-managers.

These days many of us are pivoting regularly and leading careers that look
less like ladders and more like indoor climbing walls. Advancing today means
moving up and sidewards and toward our own unique definition of career
success. And for most of us, that’s going to mean actively planning our
careers rather than waiting for shoulder taps.

And not only is an active role better for our working outcomes, it’s good for our
happiness too. A LinkedIn Learning poll found that professionals who received
coaching reported a 63% increase in wellness.

What should you get from a career conversation?
You should finish with a clear sense of direction – or a set of considerations to
work through. On top of that, an effective chat will boost your motivation and
offer actionable ideas for the future.

Who should you be talking to?
This will likely depend on the kinds of relationships you have and the size of
your organization. Most people choose to ask their immediate manager, but if
you work closely with another experienced person whose opinion you value,
they’d be a great choice too. Professional career coaches are very popular in
certain industries and, while they’re an investment, they can often provide truly
insightful advice. Finally, you could request time with a former manager or
lecturer whose opinion you trust – or even a social contact with relevant
career experience.

How can you initiate a career conversation?

Prepare by reflecting. You can’t expect your manager to set goals for you. Ask
yourself these questions to have a real sense of what you want:
● Do I want to manage others or work more autonomously?
● Are I hoping to establish myself as an authority in my industry?
● What experiences – professional or otherwise – am I hoping to have?
● What skills do I want to develop?
● Am I aiming for a title change, a new role, or a change to a completely
different industry?

Request time for a focused chat. Unsure where to start? An email is often a
little easier and you’ll have a bit of time to choose your words. Try a subject
line like “Proactive Career Conversation — (Your Name)” so everyone is clear
on what you’re after.

Lead with key questions. Come to the meeting prepared to maximize the time.
It might help to have a list of ideas or questions like:

● Are there any additional responsibilities I could take on to help me
grow?
● Would you be willing to introduce me to helpful connections?
● Where are my main areas for improvement?
● Is there anyone in the company who might make a good mentor for me?
● What do you anticipate for me in my current role?
● Could you suggest books or other learning?
● At this phase of my career, what advice would you give me?

Be candid with your hopes. Where do you want to be in a couple years? In 10
years? Don't overanalyze specifics like job titles. Know the overall direction
you're going in. Let your manager know your goals for yourself and together,
you can look at whether the organization will be able to help you meet them.

How can I find a mentor or career coach?

While most of us would be flattered to be asked to provide mentorship, it can
seem incredibly difficult to make the request ourselves. Here’s what to try:
● If it feels less stressful, ask for professional advice informally when you
need it without looking to label the relationship.
● Use your network to get an introduction rather than reaching out cold.
● Seek career coach recommendations from folks in your network.

How often should I have career conversations?

The key is to keep them regular. This will help ensure the focus is accurate and
allow you to come prepared. “When they’re not regularly scheduled, career
conversations tend to happen when people are feeling a little stuck, discouraged, uncertain, or something’s just not going well. The result is an overemphasis on what’s not working,” says career strategist Jenny Blake.

Remember to express your gratitude for the time people spend with you
talking about your career goals. Try sending a hand-written note or buying the
next coffee. Happy chatting!