HoneyBadger is correct, there is not currently a way (outside of maybe the API) for you to drag a token and have it measure the distance. However, you can speed up the selection of the tools. In your settings tab checkmark the "Use advanced keyboard shortcuts" box. Now, if you hit the letter "q" it will switch to the measurement tool. Hitting the letter "s" will return you to the select tool. Alternately, in the regular keyboard shortcuts Ctrl+S is the shortcut to the select tool. Keyboard Shortcuts: <a href="https://wiki.roll20.net/Keyboard_Shortcuts" rel="nofollow">https://wiki.roll20.net/Keyboard_Shortcuts</a> Advanced Keyboard Shortcuts: <a href="https://wiki.roll20.net/Advanced_Shortcuts" rel="nofollow">https://wiki.roll20.net/Advanced_Shortcuts</a> Additionally, with the advanced keyboard shortcuts there are a pair of "tricks" you can perform (Note: Although I don't think anything will, please do not hold me responsible if it goes wrong on you. This may be something of a bug. ) Trick 1: 1) Grab your token as if you are going to move it. Do not let go of the mouse button. 2) Hit "q" 3) Release the mouse button and measure distance normally. Leave the mouse cursor at the end of your distance. 4) Hit "s". The token should jump to where your mouse cursor is, 5) Drop the token by clicking your mouse where you want it to land. Trick 2: 1) Hit "q" or select the measurement tool. 2) At the end of the measure hold the mouse button. 3) While continuing to hold the left mouse button hit "s" or Ctrl+S. The measurement should remain. 4) To clear the measurement hit "q" or select the measurement tool and then perform a new measurement. The previous measurement will vanish. Note: in my testing Trick 2 will remain on other people's screens for only a short time, about 5-10seconds. However, it remained on my screen for at least a couple minutes (I did not extend my testing period after that). - Gauss