The letter you were sent is not the agreement you signed.
By Nadia Ashcombe · 17 August 2026
What the letter is actually asserting
A demand letter is an assertion. It is one side's account of what your agreement means and what it believes you are about to do. It is written to be read quickly and to feel already decided.
It is not a filing. It is not an order. No judge has read your agreement and no judge has read the letter. Nothing in it has been tested by anyone.
I say this early because for most people it is the first document they have ever received that is written in that register, and the register is doing a great deal of the work. Read it a second time and notice how much of it is adjective.
What the letter does tell you is real, though. It tells you which clause the other side has decided to lead with, and roughly how much they already know about where you are going next. Both of those are useful to me.
What it does not tell you is what a court would do. It was never written to tell you that.
The agreement's own words matter more than the letter's tone
The letter and the agreement are two different documents, and only one of them binds you.
So I read the agreement first, before I read the letter properly. I want to know what you actually signed, what was attached to it, which version it was, and whether anything later replaced it or sat on top of it.
Then I read the clause the letter is relying on against the clause as written. Those are not always the same clause. A letter can describe a restriction as wider than the words support, and it very often describes it as clearer than it is.
I also want everything sitting around the agreement. The offer letter. The plan documents. What you were handed when you were promoted. What you signed when a company you worked for was bought by another one. People sign more than they remember signing, and the later paper sometimes matters more than the first.
The tone of the letter is a choice somebody made on a particular afternoon. The words of the agreement are the thing you are held to, or are not held to.
What has to be shown in Illinois
A restriction is not enforceable in Illinois merely because it exists on a page you signed.
Broadly, an employer asking a court to enforce one has to show that it is protecting something the law treats as worth protecting, rather than simply keeping a person out of the market. It has to show that what it gave in exchange was real. And it has to show that the restriction is reasonable in how long it runs, where it reaches, and what activity it actually stops.
Reasonable is not a fixed measurement. It is decided on the facts of the particular arrangement, which is why the answer moves so much between two people holding what looks like the same form.
That is the general shape of it, and it is only the shape. What any of it means for your agreement is a different question, and not one I would answer from the outside.
What the first two weeks look like
Quiet, mostly.
The first two weeks are for reading. I want the agreement, everything attached to it, the letter, and anything already sent in either direction. Where a new employer is involved I want to know what they have been told and who told them.
Then I write to you and tell you what I think your position is. Not what I would like it to be.
Somewhere in there we decide whether anybody writes back, and if so who, and how quickly. Sometimes a reply is the right move. Sometimes a reply is the thing that turns a letter into a case. That is a decision rather than a reflex, and it is worth taking the two weeks to make it properly.
Very little of this is dramatic. Most of the work that matters happens before anyone files anything.
Before you speak to anyone
A few things I would say to anybody on a first call.
Do not reply to the letter. Not to correct it, not to reassure anyone, not to explain that they have misunderstood you. Every sentence you write becomes a document in the matter, and you are writing it at the worst possible moment for writing.
Do not delete anything. Not messages, not files, not your own notes. Whatever the letter turns out to be worth, deleting is worse, and it is the one problem you can manufacture entirely by yourself.
Do not take anything with you, and if you already have, say so out loud to whoever is advising you before somebody else finds it.
Do not tell the new employer it is nothing. Tell them a letter has arrived and that you are having it looked at. People forgive the letter. They are far less forgiving about being surprised by it.
Do not sign anything else in the meantime. Not an acknowledgement, not a certification, not a form confirming you have returned everything.
Then call somebody. That part I would not sit on.