How To Let Your Team Fail and Grow: Leadership Insights for Tech Managers

Lessons from the Leap

Steve Dwire is the Founder and Technology Leadership Coach at Northway Insights, a boutique coaching practice that partners with IT and software engineering leaders to grow their impact and influence. With over two decades of experience leading multiple technology and engineering teams from Fortune 500 to startups, he helps technology leaders develop personal growth. Steve is also an Engineering Leadership Mentor at adplist.org.

In this episode…

Some professionals experience remorse after landing a coveted leadership role when they realize the challenges are different from what they expected. As they transition into management, they often struggle with identity shifts and the pressure to perform. How can leaders navigate these transitions and grow in their careers?

According to leadership coach Steve Dwire, promotion remorse occurs when leaders must change their identity to thrive in new roles. During this change, he recommends embracing failure as a learning tool, especially when managing others. Leaders should also focus on building relationships and fostering open communication. Shifting from a technical to a leadership mindset requires constant self-awareness and adaptation.

In this episode of Lessons From The Leap, Ghazenfer Mansoor sits down with Steve Dwire, Founder and Technology Leadership Coach at Northway Insights, to discuss the challenges of leadership transitions. Steve talks about the importance of letting direct reports fail for growth, the signs that a team member may need coaching, and how to shift from requesting time to offering it in networking.