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When does the system officially break? Or has it already broken and we’re just living on borrowed time?"
The latter. It's already broken, when nearly all of the influence in politics comes from competing socialist interests (e.g., HUD landlords complaining about HUD residents).
Here's the influence in both political parties.
OpenSecrets.org American Fedn of St/Cnty/Munic Employees [
State/County/Municipal Employees]
[Total Contributions:] $94,708,977
[To Dems & liberals:] $93,739,954
[To Repubs & Conservs:] $671,755
[Pct to Dems & liberals:] 99%
[Pct to Repubs & Conservs:] 1%
Leviathan (Uncle Sam employs more people than you think) National Review ^ | 02/03/2011 | Iain Murray
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...nearly 40 million Americans employed in some way by government."
...and pensioners from the same.