Most leaders are chasing short-term wins and missing the long game.

In this episode, Chip Conley talks with Rand Stagen, founder of the Stagen Leadership Academy, about what’s quietly breaking leadership today and how to lead with purpose, perspective, and staying power.

Rand shares hard-earned insights from decades of working with CEOs and entrepreneurs who want more than success, they want meaning.

You’ll learn:

- Why short-term thinking undermines great leadership

- What it means to play the infinite game

- How awareness creates better choices

- Why the best leaders think in decades, not quarters

If you’re leading others, or rethinking your own direction, this conversation offers a clear, grounded reframe.

👉 Watch now and start playing the long game.

Timestamps:

05:51 Rand Stagen personal leadership journey

07:47 The advice for young entrepreneurs

10:17 Entrepreneurial roots and early influences

12:43 Founding the Leadership Academy

16:50 Structure of the leadership program

22:23 Integral theory explained

26:18 Leadership and polarization

35:57 Practical advice for leaders

41:45 Conscious Capitalism principles

45:41 Short term versus long term thinking

52:01 Workshop goals and takeaways

56:18 Who the workshop is for

58:12 Leadership wisdom and closing insight

Learn more about MEA at ⁠https://www.meawisdom.com/

#LeadershipDevelopment, #ConsciousLeadership, #LongTermThinking, #LeadershipMindset, #PersonalGrowth, #ExecutiveLeadership, #PurposeDrivenLeadership, #InfiniteGame, #MidlifeLeadership, #SelfLeadership, #LeadershipPodcast, #AwarenessAndChoice, #ModernLeadership, #LeadershipWisdom, #ChipConley

12.23.25 Ask An Advisor With Wes Moss

The Clark Howard Podcast

Principal-protected notes cautions

The AI-powered Podcast Player