I'd pay for a Slack integration that just sent a message from me to everyone I'm managing "How is your current work going? Still on target for this week? Need anything from me?" once or twice a day. It has to be from ME though. Not some bot.
Oh also it would need to be fairly intelligent about existing conversations I have. Funny example: it better not send a message while I'm in the middle of talking to someone. Slightly harder example: Ideally don't DM someone 5 minutes after we just wrapped up a conversation