The Job Doctor - Tessa White

Too Good to Be True? Navigating New Jobs with Past Baggage


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After many negative experiences with previous employers, Jenny is feeling like her current situation may be too good to be true. She wants to know how to keep her past experiences from repeating themselves.

How do you keep past negative work experiences from reoccurring and maintain a healthy relationship with your manager?

If you really like your manager, how do you know when it’s time to leave your job?

Tips on maintaining a good relationship with your manager and adjusting to change in a company:

  • Be upfront with your manager about where you want to go. Give them the plan for how you want to get there (exposures, experiences, training).
  • Quick validate. Check in with your manager frequently to see if you are on track.
  • If you are having a negative experience, have a crucial conversation.
  • Make sure the story you are telling yourself is the real story.
  • Change in a company can be a trigger for innovation.
  • If you decide to leave a company, do it in an organized way. Don’t lose your leverage and/or promotion opportunities by leaving too quickly.
  • Keep your “enemies” close and stay in the look when changes are happening.


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The Job Doctor - Tessa WhiteBy Tessa White

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