[Podcast Episode #19] Being a Control Freak Is a Sickness

Episode #19

When a clinical psychologist told Cris “being a control freak is a sickness,” it hit him like a hammer. For years, Cris had worn his controlling tendencies as a badge of honor, even priding himself on how his team would sit up straighter when he walked into the office. This revelation sparked a profound journey of self-examination that transformed his approach to both business and family life.

In this deeply personal episode, Cris & Philip reveal how the need to control every aspect of your business and life can be destructive, sharing personal stories and practical strategies for effective delegation and team empowerment. 

Some topics covered are: 

  • Control Freak = Clinical Issue
  • Delegate to Grow Beyond Startup
  • Five Levels: Tasks, Playbooks, KPIs, Goals, Projects
  • 1-2-1 Rule: Problem, Solutions, Recommendation
  • Delegate with Why, Deadline, Success, Filters
  • Micromanagement Ruins Relationships
  • 80/20 Control: Focus on What Matters
  • Getting Help Shows Strength
  • And more…
 
Listen on Apple Podcasts, Spotify, YouTube, or wherever you get your podcasts.
 

Episode Summary

As business owners, we often wear our control-freak tendencies as badges of honor. “I’m just a control freak,” we say with a smile, priding ourselves on our attention to detail and high standards. Many business books even encourage this mindset, suggesting that meticulous management is the key to success. But what if this approach is actually harming your business, your relationships, and your life?

In a powerful moment of clarity, a clinical psychologist once told me, “Being a control freak is a sickness.” Those words hit me like a hammer. He explained that the psychological need to control every little detail indicates something fundamentally wrong – it’s not a leadership style to be proud of, but a clinical condition to address. This revelation forced me to reconsider my entire approach to business and life.

Control freaks often rise to initial success because their hands-on approach ensures quality in the early stages of building something. However, reaching the next level requires letting go. The obsessive need for control becomes the very thing preventing growth. This pattern doesn’t just affect business – it destroys marriages, family relationships, and team dynamics. Think about it: how many people have strained relationships with parents who were overly controlling? How many employees have quit because of micromanaging bosses?

The 80/20 rule applies perfectly here – 20% of what we do delivers 80% of our results. This means there are certain areas where maintaining tight control makes sense, but trying to control everything is destructive. The key is identifying what truly matters and communicating those boundaries clearly to those around you. If you’re particular about five specific things, that’s manageable. If it’s a hundred things, relationships will suffer.

So how do we break free from this control-freak sickness? The answer lies in mastering the art of delegation. We can create more products and more businesses, but we can’t create more time – we’re all limited to 24 hours a day. Effective delegation is the ultimate productivity hack. There are five distinct levels of delegation, each requiring different skills:

  1. Task Delegation – Clearly defining specific tasks to be completed.

  2. Playbook Delegation – Executing with structure: handing over tasks within a clearly defined process.

  3. KPI Delegation – Assigning responsibility for achieving key performance indicators.

  4. Goal Delegation – Empowering someone to achieve a goal without dictating the “how.”

  5. Project Delegation – Entrusting someone with managing an entire project with multiple components.

Many business owners only operate at the first level, failing to realize the power of the higher levels. When delegating tasks, the key is clear communication – explaining the why, defining the deadline and urgency, outlining what success looks like, identifying no-go areas, and providing decision filters. One powerful technique is the “1-2-1 rule”: when someone brings you a problem, ask them to come back with two possible solutions and their recommendation.

The ultimate goal should be transforming from a player in your business to a coach on the sideline. This means training your team to think critically, solve problems independently, and take full ownership of their responsibilities. When team members come to you with problems (or “monkeys on their shoulders”), resist the urge to take those monkeys. Instead, guide them to find their own solutions.

Breaking free from the control-freak mindset doesn’t mean abandoning standards or quality. Rather, it means creating systems and empowering people to maintain those standards without your constant involvement. This evolution from micromanager to empowering leader is the key to building both a beautiful business and a beautiful life – free from the sickness of control.

If you are interested in learning more about the art of delegation and empowering people, visit medicilegacy.com/coaching or freemeup.info

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Principles of success based on the life of Cosimo de’ Medici by Cris Auditore Zimmermann