The Unconventional Life: Breaking Free from "Should"
Rewrite the Rules. Redefine Success. Live on Your Terms.
Have you ever stopped to question the invisible script that guides your life? The one filled with “shoulds”—you should work a stable 9-to-5, should buy a house in your hometown, should follow the same path as everyone around you.
These beliefs are often so ingrained that we don’t even recognize them as choices. But what if you did? What if you rewrote the script to truly align with what you want?
In The Top Five Regrets of the Dying, Bronnie Ware shares one of the most common regrets: “I wish I’d had the courage to live a life true to myself, not the life others expected of me.” This is a wake-up call.
Real Life Examples
Living unconventionally doesn’t mean throwing all responsibilities out the window—it means questioning which ones are truly yours to carry. Take our clients, for example:
One couple created a three-home lifestyle, rotating between Costa Rica, Vermont, and Arizona—because why choose just one?
A mother of four took an unpaid two-week break from work to take her family to Hawaii, prioritizing experience over income.
Another client didn’t choose between her dream job and her coaching practice—she went after both and bought her dream home in the same year.
Lastly, a client dedicated her mornings to self care and didn't start work until 10:30am. She also stopped taking meetings on Fridays so she could have more space to think and do strategy in her work.
What could your life look like if you stepped outside the box? If you let go of old beliefs about work, money, and success? If you truly owned what you want?
Your Challenge
Here’s your challenge: What’s one thing you can do this week to live more authentically? Maybe it’s saying no to something that doesn’t light you up. Maybe it’s taking the first step toward a dream that seems “impractical.”
Your unconventional life is waiting. Are you ready to step into it?
As usual, you can reply back to me here and share. If you do, I'll personally respond.
P.S. For our paid members, you'll see the "Design vs Default" worksheet below, as well as our upcoming May 1st Fireside titled "Bucket List Living." Can't wait to hear your takeaways and questions!
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