Text Won’t Wrap Image

There’s nothing wrong with your image CSS but you have inserted a line break (<br />) after each staff member’s name & title. That’s what is causing the problem as the CSS for wpng-calendar includes:

br {clear:both;}

I’d suggest getting rid of the <br /> and either applying a class to the strong tag (eg <strong class="staff">) and then using something like:

strong.staff {display:block;}

Or, even better, use a proper heading tag (ideally <h2>) and re-style it using CSS.