sidebar issues with spacing and context

There's a default margin-top for the sub list. You need to remove this to make the spacing identical.

Try adding this CSS:

.inside-left-sidebar .widget ul li ul{
    margin-top: 0;
}

Thanks again, I couldn't find that anywhere. May I ask what developer tools you use to determine? I think maybe I would be better off using Firefox instead of Safari for inspecting elements.

You're welcome, catbiscuits! I use Chrome's developer tools.