While reading the Washington Post this morning (Dear commencement speakers of 2015: You look fabulous!) I had a revelation on the fundamental difference between what makes a conservative and what makes a liberal. This article referenced two books, "The World is Waiting For You: Graduation Speeches to Live By From Activists, Writers, and Visionaries" and "Remembering Who We Are: A Treasure of Conservative Commencement Addresses." This pretty much sums it up - Liberals see the possibilities while conservatives are afraid of losing what they have. Looking forward vs looking backward.
It plays out even in the workplace. I remember clearly a large and very risky project we were undertaking. One of the other management team members would talk to me asking "What if we fail?" and I kept replying "What if we succeed? " And he was never really convinced. And he changed jobs and left the project. And we succeeded to great acclaim!
We need to reframe this fundamental difference somehow so that the conservatives are less afraid of loss and failure and more able to see the possibilities.