Unfortunately, it's easier to hit 86 wins and claim some victory than try to explain another 74 win season by promising a future that few have faith will ever come.
Hence, my claim that it is wise for rebuilding organizations to be open in communicating the plan for getting to 90 wins. I wouldn't want my team's management choosing an ultimately worse plan because they were afraid I wouldn't understand, let alone accept, the better one. The Brewers announced a 5 year plan a few years back. The Indians did the same. The Pirates have done similar things this year. Fans will accept that building a winner takes time. They won't accept a plan clouded in secrecy with an outcome that never seems to materialize. That's when fans lose faith and come to the conclusion that either you don't have a plan or are incapable of executing the one you've got.