I don't find it typical that close subordinates to exec management subvert or resist the commitments announced in periodic releases. They're news to the investing public, but will have already been planned and bought-in internally. They're often pitched by the subordinates after all.
These folks may temper the overselling that occurs in the calls, sure. But it's not a magic reverse uno card to argue 'your ceo said the company is streamlining internal tooling to save cost but you're still using this expensive and complex multi-vendor solution'. Things sell on merit, on economics, on goodwill and backscratching ('this deal will make you look good'). The im-telling-your-dad approach doesnt strike me as something effective, IME anyway.
I had a kid and switched into products with minimal traveling required, but I do miss the sales world a bit. Extreme freedom and clear objectives: you can do pretty much whatever you want, so long as you meet the numbers!