Dropdown titles string together

Yes.

Either you need to assign each of your collapse elements the tag attribute with a value of ‘div’ like so:

[expand title="trigger text" tag="div"]content[/expand]

Or simply change the default value for the tag attribute from span to div in the collapse-o-matic options page.

Please let us know if you get this resolved.

If I understand you correctly, you want the text between the triggers to line up with the trigger text, rather than the arrows? This is why you are manually inserting empty space:
<strong>&nbsp;&nbsp;&nbsp; </strong> before the plain text: <span style="text-decoration: underline;"><strong>The PATHS program includes</strong></span>, correct?

This is a css issue. The trigger text has 16px left padding to make room for the arrow. Simply create a new class in your theme’s style.css file like so:

.chib_dibbity_do {
    padding-left: 16px;
    text-decoration: underline;
    text-weight: bold;
}

and then assign this class to your plain text bits:

<span class="chib_dibbity_do">The PATHS program includes</span>

See how much cleaner that looks?

As stated previously, this is a css issue. Please google css or as a friend that knows css to help you out.