Revert #12361 and add testing of click flag resoution

[QMalcolm]

Resolves #N/A

Problem

DSI previously had a click upper bound of click<8.3 and core had a lower bound of click>=8.2. This only left two install candidates of click, 8.2.0 and 8.2.1. Unfortunately, those click versions suffer from separate bugs in how flags are resolved 😬 This caused some strife. As such we need to

1. Guarantee click 8.2.x versions are never installed
2. Test that click flags don't break like this ever again

Additionally, #12361 added typing to our click flags as an initial attempt to solve the problem. Unfortunately, this caused our CI/CD pipeline to start failing. This is concerning as it implies some edge case behavior change 🙈

Solution

1. Bump the core click minimum to 8.3.0
2. Test that click flags work as expected
3. revert Add typing for bool flag values #12361

Checklist

• I have read the contributing guide and understand what's expected of me.
• I have run this code in development, and it appears to resolve the stated issue.
• This PR includes tests, or tests are not required or relevant for this PR.
• This PR has no interface changes (e.g., macros, CLI, logs, JSON artifacts, config files, adapter interface, etc.) or this PR has already received feedback and approval from Product or DX.
• This PR includes type annotations for new and modified functions.

[codecov]

Codecov Report

✅ All modified and coverable lines are covered by tests.
✅ Project coverage is 91.33%. Comparing base (3bab0f7) to head (37c7e6c).
⚠️ Report is 2 commits behind head on main.

Additional details and impacted files

@@            Coverage Diff             @@
##             main   #12378      +/-   ##
==========================================
- Coverage   91.37%   91.33%   -0.05%     
==========================================
  Files         203      203              
  Lines       25092    25092              
==========================================
- Hits        22929    22918      -11     
- Misses       2163     2174      +11     

Flag	Coverage Δ
integration	88.14% <ø> (-0.12%)	⬇️
unit	65.31% <ø> (ø)

Flags with carried forward coverage won't be shown. Click here to find out more.

Components	Coverage Δ
Unit Tests	65.31% <ø> (ø)
Integration Tests	88.14% <ø> (-0.12%)	⬇️

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