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Your account administrator can add people to sites in your account. From the "My account" tab, select the "Sites" link. From the "Active sites" list, select the "Add & remove people" link for the site you wish to update.
You can add people to a site one at a time, or in bulk.
Yes, people can belong to many sites -- just add their email to each individual site.
The person who signed up for Gimlet is your administrator. As the administrator, they are allowed to:
Once that checkbox is selected, they are an administrator.