You need Morten Roslev's Python plugin for Assetto Corsa. Crew Chief will check if this plugin is installed in the correct game folder. If it isn't, Crew Chief will offer to install it for you when you start Crew Chief with Assetto Corsa selected. In most cases all you need do is click the OK button in the popup.
If this process fails for any reason, copy the folder called 'CrewChiefEx' from Crew Chief's plugins folder - usually C:\Program Files (x86)\Britton IT Ltd\CrewChiefV4\plugins\assettocorsa\apps\python\CrewChiefEx to the Asstto Corsa python folder (usually something like C:\Program Files (x86)\Steam\steamapps\common\assettocorsa\apps\python). You might need to enable this plugin in the Assetto Corsa UI. Once you've done this just select the game from Crew Chief's Game menu and press the Start button.