Step 1.3: Dreams
“If you don’t have big dreams, you have nightmares.”
- Diner (the movie)
Life's too short to be in a shitty job.
You have the opportunity to make a significant leap with your next move. This is your chance to do what you’ve always dreamt of and to be who you’ve always aspired to be.
What gets you excited? What are you most passionate about? What have you always dreamed about doing?
This is your opportunity. Right now.
Nobody's going to stop you—except yourself. Self-doubt is your biggest obstacle. As you work through these questions, don’t put limits on yourself. Push past fear. Step out of your comfort zone. Dream big.
Look, you can dream of being Messi or TSwift, but talent and genetics are reality. I wanted to play pro soccer in Europe. Reality check: I sucked. But I pivoted — got into the business side of the sport instead and started my career with adidas working in global football. Sometimes good enough is... right where you need to be.
“Do what you love. Do it to the fullest. Have fun doing it.”
-Skip Bennett / Founder, Island Creek Oysters
Your career is the longest relationship you'll ever have. Right now, you're staring at a massive opportunity. The kind that makes your palms sweat. Good. That fear? It's your ego trying to protect you from greatness.
I've had stretches where I crushed it, aligning passion with profit. I've also had periods that felt like death by PowerPoint. When that happened, I didn't walk away — I ran. Best decisions of my life.
Here's the thing: Dream big, but dream smart. Find the Venn diagram of what gets you hard and what you're actually good at. Then go all in. Stop being your own blocker.
Life’s too short to be in an unrewarding relationship - especially one that you’re in for the majority of your adult life. Your career. Find the intersection of your dreams and your capabilities. Take the leap and go big. Your future self will thank you.
Your Playbook:
What are my biggest dreams in life?
What are my biggest dreams in my career?
What is holding me back from achieving them?
What do I doubt my ability to achieve?