> but what happens when the company you work for outsources jobs abroad, is making questionable HR decisions, etc. I'm not sure it's right to say that any discussion about anything political is banned when a company policy that affects an employee can be political in nature.

Banning labor-related discussions is illegal in the USA, where Basecamp is based (Protected Concerted Activity). There is also the option of unionization to provide a further structure to protect your legal rights to discuss with management issues around pay, HR, and outsourcing.