Ruinous Empathy might seem like the right thing to do but is short sighted and cause harm in the long term. Keep the empathy, drop the "ruinous" part by communicating feedback effectively, listening to understand not to speak back, this is not about you.
Eventual convergence is enough, nothing has to be perfect, we are humans after all. Misfortunes will happen, but so will learnings and comradery.
Avoid fundamental attribution error, think beyond the tip of the ice-berg. There is almost always more than what can be seen with naked eyes.
Start small, have a tangible goals, scale later. This will reduce error margins and makes it more manageable at least at the beginning till proper dynamics are established.
One-step moon shots are overarching, execute incrementally, divide and conquer my friend.
Organisations are slime molds, change is inevitable rather constant, so don't be edge-triggered, learn to be level-triggered. More information on level-triggered product management:
With edge-triggering, the system would react to every event be it major or minor by issuing detailed instructions on how to reach a state. With level-triggering, the "how" is not really relevant, what matters is that the desired state is reached matching the conditions specified.