How to Work with an Insecure Boss & 5 Actions of Insecure Managers episode artwork

EPISODE · Aug 28, 2025 · 11 MIN

How to Work with an Insecure Boss & 5 Actions of Insecure Managers

from Enhance.training · host Enhance.training

Working with an insecure boss can be very bad news for your development, your happiness at work and your career progress IF you don’t know how to handle the situation. It is easy to find yourself on the end of put downs, criticism, and undermining when you don’t know how to work with an insecure boss.I share 5 actions of insecure managers and then 5 key actions to take to gain the support and trust of an insecure manager.------I take you through 5 actions of insecure leaders. Knowing the signs, you can quickly spot an insecure boss and take action that will improve rather than damage your relationship with your boss. For example, A person’s natural reactions to their boss trying to exert too much control is to push them away and communicate less. This type of reaction makes things worse not better. Another classic action of insecure managers is be overly concerned about what other people think of them. They take decisions and actions for popularity rather than what is best for the team and business. I share other signs your boss is worried by you. These are each signs your boss is intimidated by you in some way. Next, learn about 5 ways for how to work with an insecure manager. These work just as well for how to work with a jealous boss or a boss intimidated by you. When you are working with insecure leaders, the first action is to play to what they need from you. Understand what makes them feel insecure or what actions or language creates a negative reaction in them. With understanding you can then plan tactics to avoid their trigger points while giving them what they need to feel more in control and secure. I share practical tips for what to do and how to use language to keep them feeling safer. Another very important tactic when working with an insecure boss is to position yourself as a ally and not be a rival to them. Again, use all the practical tips I share to achieve this quickly and with confidence. If you have any questions on “5 Actions of Insecure Managers & How to Work with an Insecure Boss”, please email me on [email protected] and I will get back to you.Jess Colesenhance.training

Working with an insecure boss can be very bad news for your development, your happiness at work and your career progress IF you don’t know how to handle the situation. It is easy to find yourself on the end of put downs, criticism, and undermining when you don’t know how to work with an insecure boss. I share 5 actions of insecure managers and then 5 key actions to take to gain the support and trust of an insecure manager. --- --- I take you through 5 actions of insecure leaders. Knowing the ...

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How to Work with an Insecure Boss & 5 Actions of Insecure Managers

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This episode is 11 minutes long.

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This episode was published on August 28, 2025.

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Working with an insecure boss can be very bad news for your development, your happiness at work and your career progress IF you don’t know how to handle the situation. It is easy to find yourself on the end of put downs, criticism, and undermining...

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