The Rippling <> Lessonly integration was originally built by Rippling and is described in greater depth here.

When syncing users from Rippling, users in the learner role do not receive a notification from Lessonly until their first assignment. Users in the admin, manager, or creator role will receive a welcome email.

A. Yes. Lessonly can sort Rippling users into smart groups based on attributes designated in the latter platform. Thereafter, triggers can be set to assign content based on group membership.