BLUF (Bottom Line Up Front): Bumping the Rails version in a legacy application inevitably triggers dependency conflicts. Deleting the Gemfile.lock is a catastrophic mistake that updates every gem simultaneously, guaranteeing a broken application. You must use phased gem updates and understand the Bundler resolution algorithm to isolate and resolve conflicts one by one.
Phase 1: The Dependency Conflict
When you update the rails gem in your Gemfile from 5.2 to 6.0, Bundler attempts to resolve the dependency tree. If an obscure legacy gem restricts its railties dependency to < 6.0, the build fails.
Synthetic Engineering Context: Bundler Resolution Failure
# Terminal Output
$ bundle update rails
Fetching gem metadata from https://rubygems.org/.........
Resolving dependencies...
Bundler could not find compatible versions for gem "railties":
In Gemfile:
rails (~> 6.0.0) was resolved to 6.0.0, which depends on
railties (= 6.0.0)
awesome_legacy_pagination was resolved to 1.2.0, which depends on
railties (< 6.0, >= 4.2)
Phase 2: Phased Gem Updates
Do not nuke the Gemfile.lock. Instead, update only the conflicting gem to see if a newer version supports Rails 6.0. If it does not, you must perform a conservative update.
Execution: Conservative Updating
You can instruct Bundler to update a specific gem while strictly keeping its shared dependencies (like nokogiri or rack) at their current locked versions.
# Update only the conflicting gem, preserving the rest of the lockfile
$ bundle update awesome_legacy_pagination --conservative
If the gem is abandoned and no compatible version exists, you have two choices: replace it with a modern equivalent (e.g., swapping kaminari for the abandoned pagination gem) or fork it.
Execution: Dependency Tree Analysis
Use Bundler’s built-in tools to understand why a specific version of a gem is locked.
# Reveal the dependency chain holding back a gem
$ bundle env awesome_legacy_pagination
Phase 3: Next Steps & Risk Mitigation
Resolving dependency hell requires patience. If you force an update by relaxing version constraints too broadly, you risk introducing silent API breakages in third-party libraries. Always run your test suite after every single bundle update [gem_name] command.
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