test: Improve & un-skip flaky Cypress test

[codyml]

SUMMARY

This PR adds some resilience to the flaky Cypress test skipped in #20417 (thanks @adam-stasiak!) and un-skips it.

BEFORE/AFTER SCREENSHOTS OR ANIMATED GIF

TESTING INSTRUCTIONS

Check CI and perhaps try running Cypress locally to make sure tests pass.

ADDITIONAL INFORMATION

• Has associated issue:
• Required feature flags:
• Changes UI
• Includes DB Migration (follow approval process in SIP-59)
  • Migration is atomic, supports rollback & is backwards-compatible
  • Confirm DB migration upgrade and downgrade tested
  • Runtime estimates and downtime expectations provided
• Introduces new feature or API
• Removes existing feature or API

[codecov]

Codecov Report

Merging #20568 (41792d9) into master (edb1383) will not change coverage.
The diff coverage is n/a.

@@           Coverage Diff           @@
##           master   #20568   +/-   ##
=======================================
  Coverage   66.81%   66.81%           
=======================================
  Files        1752     1752           
  Lines       65478    65478           
  Branches     6916     6916           
=======================================
  Hits        43750    43750           
  Misses      19980    19980           
  Partials     1748     1748           

Flag	Coverage Δ
javascript	51.80% <ø> (ø)

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