The “Never Enough” Mindset: How to Recognize Your Wins

When was the last time you stopped and asked yourself what you’re actually proud of? Not what you accomplished. Not what you checked off the list. Not what you could have done better. What are you genuinely proud of? In this episode of Get Over It, Heidi shares what happened when a rough weekend sent her into full self-examination mode and led her to create a simple exercise built around three questions: What are you proud of? What are you excited about? And what brings you joy? Of course, she made Drew do it too. What starts as a simple exercise turns into a much bigger conversation about success, ambition, comparison, and the pressure to always be doing more. Drew and Heidi unpack why it can be so difficult to acknowledge our own wins without immediately adding a “but,” especially when life or business doesn’t look the way we thought it would. They also explore what happens when the things that once motivated you no longer do. When accomplishments, money, accolades, and being the best start to matter less, how do you redefine success? And what if the things bringing you the most joy are actually the quiet, ordinary parts of your life? In This Episode, Drew & Heidi Discuss: Why saying “I’m proud of myself” can feel so uncomfortable The difference between an accomplishment and something you’re genuinely proud of Why we immediately minimize our own wins Comparing where you are today to a past version of yourself The pressure to constantly do more and achieve more What happens when your definition of success starts to change Why accomplishments and joy don’t always come from the same places Finding motivation when competition and achievement no longer drive you Using your past as evidence of what you’re capable of Learning to recognize when you’ve done enough The simple three-part exercise Drew and Heidi use to reflect on where they’ve been and where they’re going Maybe the goal isn’t to keep moving the finish line every time you reach it. Maybe sometimes you need to stop long enough to realize there’s already a lot to be proud of. 🎙️ Listen to Get Over It wherever you get your podcasts, and try the exercise along with Drew and Heidi: What are you proud of? What are you excited about? And what brings you joy?