At RailsConf 2019, Colleen Schnettler gave a fantastic talk on her real-world experience migrating from Paperclip to ActiveStorage, titled "How to migrate to Active Storage without losing your mind". In it she goes through the steps before and after a migration, and also talks through the details of the migration guide, along with some corrections. Link to the ConfFreaks video of this talk on YouTube so more video-minded folks can learn about the migration in a manner that is more comfortable.
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