Middle managers are receiving pressure from their leaders to spend more time developing and coaching their direct reports. The pressure is also coming from below, as employee expectations have risen for real-time, personalized feedback, particularly among those early in their careers or who were onboarded remotely. The challenge is satisfying these demands without incurring even higher levels of middle manager burnout and stress. Based on our research and advisory work, we foresee new AI tools making it easier for managers to provide high-quality coaching more efficiently.