Pry doesn't work well with bootsnap

[aniketstiwari]

Whenever i place debugger for the first time it works fine. But for the second time the debugger goes into ruby internal. I check this seems to be an existing issue with byebug deivid-rodriguez/byebug#452

I tried few things by adding disable_trace: false still the issue is reproducible Shopify/bootsnap#281

My bootsnap configuration

Bootsnap.setup(
cache_dir: 'tmp/cache', # Path to your cache
development_mode: 'development', # Current working environment, e.g. RACK_ENV, RAILS_ENV, etc
load_path_cache: true, # Optimize the LOAD_PATH with a cache
autoload_paths_cache: true, # Optimize ActiveSupport autoloads with cache
compile_cache_iseq: true, # Compile Ruby code into ISeq cache, breaks coverage reporting.
compile_cache_yaml: true, # Compile YAML into a cache
disable_trace: false
)

Rails - 5.2.4.4
ruby - 2.5.3
Bootsnap - 1.4.1
pry - 0.12.2
pry-rails 0.3.9

[barrettkingram]

I was able to reproduce this with ruby 2.5.7. The problem was resolved for me by changing the compile_cache_iseq option to false. This is the default in bootsnap 1.4.4 and higher. Shopify/bootsnap#257 has some more context on this.