We have some resources from Shopify put together by Rafael, Rails' core contributor, and our Rails team at Shopify.
Upgrading the Monolith to Rails 5: engineering.shopify.com/blogs/engi...
Deprecation Toolkit: engineering.shopify.com/blogs/engi...
Hope these help :)
Julian! Thank you very much for providing links, I've added them to "Futher Reading" section.
Deprecation Toolkit looks very helpful 👍
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