Just left a message with Killington's town managers office. His secretary was very happy to hear from an FSP member. I expect to hear back from him.
Killington is what is called a 'gold town' in Vermont property tax parlance. A large chunk of their local property taxes goes into what is called derisively 'the shark pool', to be spread around to the property poor towns for their schools. Gold towns have been fighting against the shark pool since it was instituted, arguing that poor towns will not use this money to increase school spending in poor towns, only to reduce their own spending, and this argument has been largely accurate.
Even when a gold town in vermont issues a bond for school construction, a portion of that must go to the shark pool, as must a portion of the tax money that goes to paying off the bond. This is merely a matter of poorly managed towns sponging off the good credit of well managed towns.
Beyond the school funding issue, there is Act 250, which established environmental courts in parallel to the regular court system, by which anyone can prevent you from developing your land. Killington Ski Area, the largest in the nation, has run up against Act 250 restrictions on development for years, and as the largest land owner in Killington Township, they are likely a bit supporter of secession.