#85: I Thought I Was Over This Kind of Pain But I Was Wrong - This Rejection Hit Me Hard
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Are Dating and Entrepreneurship More Alike Than We Realize?
You might come here for business—but today, we’re talking about dating. Why? Because dating is full of rejection, risk, mixed signals, and gut-wrenching vulnerability—the same exact stuff entrepreneurs face every single day. In this raw, tearful, and unapologetically honest episode, I unpack a recent dating experience that felt like a full-body "WTF just happened" moment… and draw powerful parallels to business, investing, and building self-worth.
If you’ve ever felt ghosted—by a man, a client, an investor, or a big dream—this one’s for you.
đź’ˇ Key Takeaways:
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Rejection = Redirection: Whether from a man or a missed deal, rejection hurts—but it can be a powerful tool for alignment if we let it.
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Don’t Confuse Momentum for Foundation: Just because something feels good doesn’t mean it’s built to last.
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Mixed Signals Are a No: Whether it's in dating or client relationships—confusion is misalignment. Period.
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Believe People the First Time (or... maybe don’t?): Maya Angelou said it best, but sometimes your intuition deserves the louder mic.
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Business Resilience = Dating Strength: Learning to hold your worth steady, no matter who walks away, is the same skill whether you’re pitching or swiping.
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Dating History = Data: So are failed launches and bad investments. What patterns are trying to teach you?
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Real Talk on Self-Sabotage: Am I pushing love away to protect my independence? You might be doing the same in business without realizing it.
âś… Actionable Insights:
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Stop Making Rejection Mean Something About You
Your value doesn’t change because someone doesn’t see it. Same goes for clients who ghost or deals that fall through. -
Contracts Are King in Partnerships
Love won’t save a broken business deal—get it in writing. Plan for the worst before it happens. -
Question the Timing
Ask yourself: Am I making decisions based on momentum or long-term alignment? -
Ask Better Questions in Dating & Deals
If someone (or something) feels off, dig in. If you don’t understand it, don’t invest. -
Use Your Ls as Leverage
Every failed relationship, investment, or launch holds clues to your next win. Don’t waste the data.
Final Thought
Vulnerability isn’t a weakness—it’s a risk we take in pursuit of something real. Whether it's dating, launching a business, or pitching a dream client, putting your heart on the line comes with no guarantees. You can do everything “right,” and still get ghosted. You can build momentum, and still hit a wall.
But here's the truth: rejection doesn't mean you're unworthy. A "no" doesn’t erase your brilliance. It’s simply redirection.
So if you’re reeling from a ghost, a failed launch, a “what the hell just happened” moment—breathe. Feel it. Learn from it. But don’t stop showing up. Because every heartbreak, every flop, every silence… is data. And data builds empires.
Stay real. Stay resilient. And stay audacious.
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