Your ‘radical transparency’ makes me think you must’ve read Kim Scott’s “Radical Candor.” All many of us might ever want is for our orgs to become bastions of kind honesty — the sorts of places where you call a manager on their areas for growth so they (and by proxy, we) actually improve.
In my field (nonprofit fundraising) there’s a similar argument to yours here, that you treat all donors well (kind, prompt, courteous) but you can’t treat them all the same. Your top investors will (sometimes, not always) pull away from your schedule more than the ones who give $50, but everyone deserves our best behavior.
Good stuff here, thanks for inviting the bigger thinking!