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The issue was that my email address was somehow not unique enough in SharePoint even though it should only point to one person (me). I changed my user approverstring concatenation to split users up with "Login names, semi-colon delimited" and changed the approval to "Start with [approverstring] as String"


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To enable groups for people picker in task list: Go to "List Settings" find "Assigned To" column and change property "Allow selection of:" to "People and Groups" To add groups to alerts: In UI you can add only AD groups and users, so if you want to make a group alert - add all users to AD group and set alert for it. Or you will need to create an SPAlert ...


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This may not be the most optimal of efficient solution, but it's a workaround that could work. If you are just looking to change the images, then what you could do is create a column in your list that includes the paths to the 5 different image URLs. Display the path on the .aspx page, but make it hidden. In your workflow, you could start it on the task ...



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