I think that there may be a way, in skype, to set this up. First let me say the best tip is, run Skype on a 2nd laptop. You can also run Skype on smartphone or tablet (while playing Roll20 on computer). The point is, if you can use 2 devices, it's nice to offload Skype to a separate device. You can always have features like the Mute button handy, and you can continually see the list of participants. Additionally I think Skype has offered a feature for this in the past, however, I've searched and can't seem to find any documentation on the feature right now. I've seen it done before, but failed to gather the exact method. I think that Skype has a feature that would be called a Chicklet, notificaiton, pop-up window, or Compact Mode with "Always on Top", though none of these terms yields anything from their Help desk today. If it can't be done solely within skype, I believe you can set it up with a combination of Skype and Windows techniques. Essentially the idea is, minimize Skype into the smaller mode where it's just a small box that shows who is talking, and use find the setting of Skype or Windows that would let you make the little Skype float "Always on Top" above your Chrome web browser. Some other apps with a similar feature are iTunes and VLC media player, which let you put a small "Play / Stop button" that floats above other applications.