The thing I've been trying - instead of the docs saying "just run docker-compose up" (and a few other commands), put all of those commands in a bash script. That single bootstrap command should: docker compose down, docker compose build, docker login, [install gems/npm modules], rake db:reset (delete + create), docker compose up, rake generate_development_data.
This way each developer can/should tear down and rebuild their entire development environment on a semi-frequent basis. That way you know it works way more than 50% of the time. (Stretch goal: put this in CI.... :)
The other side benefit: if you reset/restore your development database frequently, you are incentived/forced to add any necessary dev/test data into the "rake generate_development_data", which benefits all team members. (I have thought about a "generate_development_data.local.rb" approach where each dev could extend the generation if they shouldn't commit those upstream, but haven't done that by anymeans....)
This way each developer can/should tear down and rebuild their entire development environment on a semi-frequent basis. That way you know it works way more than 50% of the time. (Stretch goal: put this in CI.... :)
The other side benefit: if you reset/restore your development database frequently, you are incentived/forced to add any necessary dev/test data into the "rake generate_development_data", which benefits all team members. (I have thought about a "generate_development_data.local.rb" approach where each dev could extend the generation if they shouldn't commit those upstream, but haven't done that by anymeans....)