First Sip
Welcome to First Sip!
I'm Dekimbe Smith, your host, and every week we sit down for curious conversations about building wealth, growing a business, and showing up in your career and life with intention. No fluff, and no gatekeeping. Just the kind of conversations you wish you were having with someone who gets it.
Whether you're figuring out how to attract more clients, make smarter money moves, or just get more out of the work you're already doing, First Sip is where curious people come to level up.
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First Sip
The Harsh Reality of Entrepreneurship ft. David Colon Jr. | Ep. 144
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Starting a business sounds exciting until you hit the weeks that nobody warns you about. The slow weeks. The weeks that test your confidence. The moments you wonder if you made the right choice.
In this episode I sit down with David Colon to talk through the real side of entrepreneurship and the lessons we both learned the hard way. David built his career in the tax industry from the ground up. He has seen people rise fast, quit early, lose momentum, or finally break through. This conversation goes deep into what it actually feels like to build something of your own when the income is inconsistent and the support system isn’t always there.
We talk about adapting quickly, dealing with doubt, managing those tough financial swings, and why so many new entrepreneurs walk away before they ever see progress. David shares the turning points in his own story and the mindset shifts that helped him stay committed when things got difficult.
If you have ever thought about starting your own business or you’re already in it and feeling the pressure, this episode gives you the honest perspective that most people avoid.
Watch the full conversation to hear:
• The early struggles that shaped David’s journey
• Why support matters more than people admit
• How inconsistent income affects your mindset
• The moment entrepreneurship starts to feel real
• What we wish someone told us before we started
Thank you for listening and as always...enjoy your first sip!
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