So, you’re quitting your job. Or worse, you’ve gotten fired. There’s a right way to do both.
Chicago is one of the biggest small towns around; six degrees of separation here feels more like two. Between former coworkers, industry events & seminars, Carrier events, and Underwriter/Wholesaler relationships, there’s a good chance that someone with a connection to a prospective employer knows you.
This, however, is a two way street! Stay in contact with your former coworkers (LinkedIn and other professional networks, at minimum). Those connections are some of the best resources for future employment opportunities. (and, of course, there’s always employment resources like us!)
Resignation:
When you submit your letter of resignation, always give at least two weeks’ notice. This letter is presented to your immediate boss in writing. Traditionally, that was done on paper and in-person. With fully and partially remote being widely prevalent, in person is not as practical. Email is the method of choice when face to face isn’t an option. In these instances, always be sure to offer them an opportunity for a wrap-up conversation.
You are under no obligation to tell your current employer the name of your new employer or any information about your new compensation or position. In fact, it’s usually in your best interest to not divulge that info. Politely decline any such request by saying something like; “I’ve accepted a new opportunity which I feel is best for me and my family at this point in my career. I’ve truly appreciated the opportunity and experience I’ve had here.“
How you leave a job is as important as how you do a job. That final impression out the door is the last memory your previous boss and coworkers will have. If it’s messy (ie: if you finally tell off that annoying coworker), not only will it stick with everyone in the office, but word will get around. Conversely, a graceful exit helps build a reputation worth having.
Say your good-byes to your coworkers, and don’t be shy about asking those with whom you’ve worked for and with (anyone you’re on good terms with) to write you a letter of recommendation. Underwriters and Brokers are also good people to also ask. It’s an assured reference to use anytime in the future.
Termination:
Getting fired feels awful. But, if your employment is terminated you should pack your things and leave respectfully. That said, if you feel a short conversation is warranted, great. Do it calmly, but don’t expect to change minds. Relay understanding and acceptance, shake hands and go. An uneventful departure is also the best way to ensure unemployment benefits (if eleigible).
Thanking them for the opportunity to work for them, while understandably hard in this situation, will go far to solidify your professionalism and future reference. If the termination is on good terms (no fault), it’s always in your best interest to ask for a letter of recommendation on the spot.
Again, having a letter of recommendation in your personal files is a reference on demand. A future employer will welcome not having to track down a reference and you will be assured of the nature of the references you’re providing.

