did you know airline pilots say "Roger" when radio communications, to say "understood" or "received" ? maybe draw an outline of a flying pigeon with pilot goggles on. In the pinterest example, replace the bear by a pigeon. With the name "Roger" inscribed on a flying pilot's scarf? Or separate the logo and the icon, as in the pinterest example. I like the smooth simple look of the bear.
On the font: if you google "subtitles" you will find examples of fonts that are used as subtitles in film, that are simple clear easy to read i.e. Trebuchet and Tahoma. I hesitate on using outlines, but a thin outline or shadow might look ok.