Hello Alicia,
If you want the first two workflow steps to trigger, you would flip the table a little.
With what you have setup based off your description. Step 1 only evaluates as needed if the document is 2500 or LESS with your document amount being 11,000 (more than 2500) it would evaluate false and skip the step.
So if you wanted step 1 and 2 to be evaluated as true you would do the following.
Step 1) 2500 or MORE (unless you ALWAYS want it to evaluate true no matter how much the document is for in which case you can set the step to always required)
Step 2) This step is a child step of step 1 10000 or MORE.
Step 3) This step is a child step of step 2 100000 or MORE
So with the setup above, the document you entered would evaluate true for step 1. After that was approved it would evaluate true for step 2. after it was approved on step 2, it would evaluate false for step 3 and would not need approval at that step.