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1.4 to 1.5 is the really painful upgrade. The rest are much less so. Especially after 1.6.

Until you hit the migrations in 1.7.

But you are right. At my previous job, I spent countless hours getting from 1.4 to 1.5, but the step from 1.5 to 1.6 was relatively painless.

if you can screw your old migrations it's not a big deal.

For others:

https://docs.djangoproject.com/en/1.9/ref/django-admin/#cmdo...

This was introduced in 1.8 (which is great if you move to 1.8 or beyond), but if you are trying to go step by step, 1.7 was not a fun release to migrate to. There were also many problems with custom user model and the like.

1.7 was a very important release in the history of Django, just not a fun release to move to if you had a large codebase.

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