Holacracy Community of Practice Archive, 2015-2019 Community Holacracy Web Site

Our experience at GT is slightly different, since we don't have contractors in the way that you do - but our preference is: share everything that can be shared. 

That would be kind of an answer to your question ""how much and what kind of information shall be shared?" - and it would also be kind of not an answer, since it just reframes the problem as "what can be shared?".

But maybe that's a helpful reframe? 

I also call to mind Theory X/Theory Y - can we trust people with this information? Well if we assume that we can trust them, they are more likely to behave in a trustworthy way; if we assume that they can't be trusted, they are more likely to try and 'game the system'

Hope that helps.