Chris, I can believe this. We retired Chocolatey for LabTech in 2020 back when Chocolatey was pre 1.0, Chocolatey is now 2.2.2 and has removed some of the SHIMs and locations it once used. This has most likely caused your issues with this plugin starting to fail.
Chocolatey For Automate 3.6 is now the current full Chocolatey Plugin for ConnectWise Automate. Huge changes in how automation with Automate takes place, much easier controls with less "noise" and made for Chocolatey 2+ versions.
Blog post about Chocolatey For Automate 3.6
Chocolatey for Automate is also unlimited agents, use it across your entire RMM environment.
Chocolatey For Automate
Your primary automation for Chocolatey For Automate is now managed with groups, The plugin creates a set of groups and searches that allow agents in different phases of deployment to move through each group until the agent has completed all tasks and is current and up to date with client configurations. This process makes it very easy to see where in the stack the agent currently is and when to expect the agents next move. You are able to control the groups, speeding up, slowing down or spreading out the processes to fit your environment.
Lots of improvements in the plugin and processes with Chocolatey for Automate 3.6, well worth the upgrade.
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I can suggest that you look at the Chocolatey 2 scripts and go through them looking for execute commands that target chocolatey and fix them all to be "c:\programdata\chocolatey\bin\choco.exe"
Commands you may see are: "choco", choco.exe, cinstl, cunistl, etc. Each may have a path or not.
I would change all references to the full path given above. That will fix some of your issues. Anywhere the plugin directly commands agent to install would require a plugin update (unlikely).