7 Career Conversations Good Bosses Have With Their Employees (Regularly!)

Whenever employees are asked about their thoughts about their bosses, they would often keep silent about it in the fear of repercussions to their job.

As a manager or a boss, it is difficult to work with this silence because you have no clear idea if your team respects or trusts you and your help.

However, if you feel like your team is closing itself from you, you can improve your relationship with them by communicating with them actively.

But, how can you do it?

Here are some of the career conversations you can start with your employees to help you boost your communication with them and serve as a career inspiration for your management style:

  1. Ask About Their Day

A great conversation starter with your employees is by asking them about their day or their well-being.

Show that you care about their response and read between the lines about their answers.

Ask them additional questions if you feel like something is bothering them because it can tell you what is affecting their work.


  1. Offer Your Help

Good leaders do not just delegate tasks accordingly to employees, they must also be ready to assist.

Ask your employees if they will need some help with their task or if they need a sounding board for their ideas.

If you ask this question, you will also be able to determine if they understood their tasks accordingly.


  1. Tell Them What You Need Them to Do

It is not uncommon to change goals or strategies in business, especially if the market changes its preferences.

When this does happen, your employees may find it difficult to focus. If you clearly identify the goals, explain why a change is necessary, and how it will affect everyone, your employees will be open to the change.


  1. Offer Feedback

For many employees, it is important that their leaders give feedback regularly because it helps them grow and inspire them to do a better job.

Speak to them about any issues and mistakes that have to be remedied and follow up to see if they are improving on their tasks.

If they are doing a fantastic job, you should also be open in giving good feedback.


  1. Support Them with Their Goals

Managers can be both a great help to employees, but also a great obstacle.

Ask your employees if they need your help to reach their goals and support them as much as you could.

By doing this, you can ensure that the high performers remain inspired and your team is happy with your leadership.


  1. Ask About Their Goals

As you speak to your employees, try learning what their long-term plans are because you will be able to glean on their career goals, career inspirations and skills they have yet to reveal to you.

Understanding their goals, strengths and weaknesses will help you guide them better and encourage them to perform well.


  1. Learn What Skills They Like to Improve On

Just like the previous number, asking about your employee’s skills and if they wish to continue honing these skills can help you determine what training you can offer and tasks they can tackle.


For employees, they like good leaders to serve as their boss or manager because it reassures them that they can approach you if they need help and that you care for their well-being.

If you try to speak with them and provide helpful feedback, it can go a long way for their morale.

With the conversation topics, we listed above, you can break the ice between you and your team and create a good rapport. You do not have to do this regularly; but, if you are doing these discussions without any prompting, it will make things easier for you and your team to succeed.

Do you agree? What other topics are there? Share with us in the comments below. Let’s start a conversation!

Being a boss is hard, being a good one is even harder. We have these articles are here to help you:

6 Types of Bosses that breaks you

Rejecting Your Boss


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19 Comments Add yours

  1. janetsm says:

    Great advice! I could have been a better boss back in my career days.

    Liked by 3 people

    1. Kally says:

      Thanks Janet. I believed that you did your best as a boss back then. 🙂


  2. I think your advice translates well to the Western world. Only there are different types employees. You assume that most havce carrer aspirations, but I often meet people who want nothing more than a paycheck and an easy life. They are harder to motivate I have always found.

    Liked by 3 people

    1. Kally says:

      Ah.. I meet those folks too. And I’ll have regular talks with them and try to find out what inspires them. Sure, everyone likes a paycheck with easy job. But if you can find out what’s their goal (even short term ones), you can motivate them to contribute more. Even their goal is to take a holiday to Paris.

      Liked by 1 person

      1. Yes, I see that. Well put.

        Liked by 2 people

  3. Lovely read hun x

    Liked by 2 people

    1. Kally says:

      Thanks a lot!

      Liked by 2 people

    1. Kally says:

      Thanks for sharing this post!

      Liked by 2 people

  4. Kally, this is GREAT, wish I had this information when I was still working.

    Well done!

    God Bless,

    Liked by 1 person

  5. zadi says:

    Very useful and interesting post, I wish my boss can read it and learn some tips from you , thanks for sharing

    Liked by 1 person

  6. zadi says:

    Dear let me know if you mind that I share this or reblogged??

    Liked by 1 person

  7. alexraphael says:

    Very good advice as ever

    Liked by 2 people

    1. Kally says:

      I’m happy you like this

      Liked by 1 person

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