Ten Tips for Overcoming Discouragement

Bubbly people drive me crazy. They’re out of touch with themselves, others, and the world.

Leaders who never feel discouraged are incomprehensible.

The number one regret of the dying


Don’t trust anyone who’s always happy,
excited, or pleased with life.


Every leader fights a never ending battle for improvement, growth, excellence, and progress. It’s the “never ending” part that gets you down.

Apart from intervention, discouragement sets in.

13 sources of discouragement:

  1. Allowing others to define you.
  2. Feeling out of touch when you thought you were in touch.
  3. Disappointing performance from teammates.
  4. Stalled progress.
  5. Falling short.
  6. Underutilization. You could make greater contributions.
  7. Details blocking progress.
  8. Feeling misunderstood.
  9. Closed minds.
  10. Loneliness.
  11. Toxic environments.
  12. Unavoidable disaster.
  13. Failed communication.

Every discouraged leader feels one or all of four things:

  1. Helpless.
  2. Hopeless.
  3. Disconnected.
  4. Exhausted.

Finding Encouragement


Bonnie Ware, palliative care nurse and author of, “The Top Five Regrets of the Dying,” explains the number one regret expressed by the dying:

“I wish I’d had the courage to live a life true to myself,
not the life others expected of me.”


In all your connecting, connect with yourself first. Authentic connection with others begins by connecting with you.

  1. Find solitude and reflect on you not others. Others are a smoke screen to real issues.
  2. Courageously and kindly declare yourself.
  3. Monitor your emotions. Lean into joys; answer frustrations.
  4. Bring your true self to challenges and opportunities.
  5. Leverage strengths; compensate for weaknesses.


You’re never at your best when you’re tired. Problems are bigger and success is smaller.

Regret follows exhaustion. You end up saying, “I wish I hadn’t said/done that.”

Refuel your tank:

  1. Hang with positive people.
  2. Let someone care for you. It’s time for self-reflection if no one cares for you.
  3. Do more of what you love.
  4. Eat healthy food.
  5. Sleep or nap.

How do you find encouragement?