Time for a Change? Here’s How to Tell

Chip Conley

The first step towards initiating significant change in your life is recognizing the signs that reveal the need for a shift. And the best place to start looking for these signs is within your own heart and how you really feel about your life. 

Here are some common signs to watch out for:

  • A persistent feeling of dissatisfaction or uneasiness
  • An underlying sense of restlessness, even in calm moments
  • Pervasive discomfort in personal or professional situations
  • Listlessness and lack of motivation or energy
  • A sense that your potential isn’t being fully leveraged
  • Frequent fantasizing about a different career or lifestyle than your current situation
  • Consistently feeling envious of other people’s jobs or lives 
  • Feeling purposeless, like your actions and efforts aren’t serving what you truly value and care about

If you find yourself regularly experiencing any of the above, that’s a sign you’re ready for change – and that your life will get better if you take the leap and make it happen. 

Once you recognize these signals, it’s critical to take time to reflect and validate your feelings about your life. Consider what they might be telling you about your current path and what it is that you actually desire.

By digging into these signs and seeing where they lead you, you can begin to organize your thoughts, reassess your goals, and craft a structured plan to transition towards a more joyful and fulfilling future.

About the Author

Chip Conley

Founder

A three-time TED speaker on the big stage, Chip Conley is one of the world’s leading experts at the intersection of business innovation, psychology and spirituality.

As one of the creators of the boutique hotel movement and the “modern elder” to the young Airbnb founders, Chip’s been a disruptor and expert on entrepreneurship and business leadership. He’s a globally-recognized thought leader on the future of work and the competitive advantages of a multi-generational workplace.

Inspired by his experience of intergenerational mentoring as a “modern elder” at Airbnb, where his guidance was instrumental to the company’s extraordinary success, Chip founded MEA and has since dedicated his midlife years to reframing the concept of aging and supporting people in navigating midlife with a renewed sense of purpose and possibility.

Discover More ...

May 29, 2025

June 19, 2025

October 13, 2024