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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!
What did you think about this episode?
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🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
This episode started with a simple question that’s been sitting in the back of everyone’s mind lately...if prices are falling almost everywhere, why does it only feel harder to live your regular life?
Groceries are still high. Gas is still high. Bills feel heavier. Yet stocks are sliding, Bitcoin wiped out almost a year of gains, collectibles are selling off, and foreclosures are climbing again. On paper it looks like a cooling economy, but in real life it feels nothing like relief.
So I wanted to sit down and pull apart the signals one by one. Not from a place of panic, but from a place of curiosity. What do these drops actually mean. Who is moving the market. Why foreclosures are rising even though demand for homes is still intense. And how much of the story gets distorted by headlines built to grab your fear before your attention.
Across Bitcoin, stocks, collectibles, and the housing market, I’m trying to understand what’s real, what’s noise, and what still needs clarity.
If you want a grounded look at whether we are entering the recession everyone has been whispering about, this conversation will give you a better picture.
Thank you for listening and as always...enjoy your first sip!
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
People are talking about this new idea for a 50 Year Mortgage. Lower payments, easier entry and a chance to finally grab the home you’ve been staring at for years... at least that’s how it’s being sold.
In this week’s episode of the First Sip Podcast, I’m breaking down what a 50 year mortgage really means for buyers today. It sounds like a shortcut in a market where rates are high, prices are annoying, and inventory is non-existent. But once you look at the long term cost, the impact on interest payments, and how this doesn’t fix the real issue of not enough homes being built, the picture changes fast. This episode goes into the math, the policy talk and the reality behind why affordability feels like it keeps slipping further away.
What we’re talking about this week:
If you’ve ever wondered whether these plans help regular buyers or just shift the pressure around, this episode will give you the clarity you need to think long term, not just month to month.
Thank you for listening and as always...enjoy your first sip!☕️
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
Every year, as soon as Thanksgiving ends, the sales start rolling in. Black Friday, Cyber Monday, Christmas discounts, and before we know it, our credit cards are maxed out again.
In this week’s episode of the First Sip Podcast, I’m diving into why we fall into the same overspending trap every holiday season and how to break the cycle for good. From the psychology of gift-giving to the pressure to show love through money, this episode goes deep into the emotional and financial habits that keep so many of us stuck.
Here’s what we’re sipping on:
- Why “holiday spirit” often turns into overspending and guilt
- The mental and emotional traps behind buying more than we can afford
- How to set real financial boundaries before the holidays
- Simple ways to save all year long for gifts without breaking the bank
- How to build a healthy money mindset heading into the new year
Whether you’re trying to get debt-free or just want to spend more intentionally, this episode will help you rethink your relationship with money, giving gifts, and financial security.
Thank you for listening and as always… enjoy your first sip. ☕️
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
They’re calling it the “Big Beautiful Bill,” and it could change how much money hits your paycheck. In this episode, David Colon breaks down what’s inside Trump’s new tax plan, and what it means for small business owners, and employees heading into 2026.
You’ll learn:
If you’ve been wondering how these tax updates will actually impact your real-life budget, this episode will help you understand it and plan ahead.
Thank you for listening and as always…enjoy your first sip. ☕️
Connect with David:
Better Tax Services Intake Form
Instagram - Better Tax Pro
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
A few years ago, I thought success meant hitting big goals — closing more deals, making more money, buying that first property. But once I got there, it didn’t feel like “arrival". I realized the finish line keeps moving…and maybe it was never real in the first place.
In this episode, I unpack what that realization taught me, and why so many of us in our 20s and 30s get stuck chasing the next milestone without ever feeling satisfied. You’ll hear:
- The moment I realized success isn’t a single destination
- Why constant achievement can actually create more stress
- How to redefine your scoreboard (and what truly counts)
- The trap of comparison and how to break out of it
- A few questions that’ll help you figure out what you’re really chasing
And to wrap things up, I've got another "content rec of the week" for you to check out!
If you’ve ever hit a goal and immediately asked, “What’s next?”…this episode is for you.
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
Watch the full episode on YouTube
The latest jobs report changed everything. With job growth weaker than expected and revised numbers showing major cracks, the Fed looks set to cut rates this month, so what does that mean for us?
In this episode, I break down:
• Why the jobs market is weaker than we thought
• How Fed rate cuts could shape the rest of 2025
• Why mortgage rates dropped to the low 6s
• The surge in refinance and buyer demand
• What this means if you’re planning to buy or refinance
Plus, I shared what I’ve been watching when I’m not watching the Eagles win or the markets.
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
Watch the full episode on YouTube
What’s the key to building a 20-year real estate career? In this episode, I sat down with a seasoned Philadelphia Broker who shares how networking, mindset, and discipline helped him stay in the game.
Earnest Key is a real estate professional with over two decades of experience and the owner of a Philadelphia-based brokerage, Key Legacy Realty. He’s built his business by staying focused, staying curious, and learning how to pivot, no matter what the market looks like.
Whether you're just getting started or trying to grow your business, this conversation covers the real strategies that lead to long-term success. Grab your drink, press play, and as always...enjoy your first sip!
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
Watch the full episode on YouTube
Is your “hustle” draining more life than it’s giving you?
In this episode, I’m breaking down 5 simple habits that completely shifted my energy, focus, and even my finances. I used to wake up feeling drained, foggy, and wondering why I couldn’t stay consistent. But once I locked into these routines, everything started compounding. Better health, better work, more money. If you’ve been trying to get back on track and want to feel more locked in, this one’s for you.
Subscribe to the newsletter, First Sip Weekly - for show updates, and weekly breakdowns that turn complex economic news into realistic moves you can make today!
What did you think about this episode?
--------------------------------
🎙️ Get a quick weekly read on business and money that breaks down what’s changing and what it could mean for you.
In First Sip Weekly, I share stories worth knowing about, and lessons from building my business that you can apply to your own work and decisions.
Subscribe here: https://firstsipweekly.beehiiv.com/
CONNECT WITH DEKIMBE:
YouTube
FOLLOW THE PODCAST:
Instagram
Apple Podcasts
Spotify
For podcast sponsorship & advertising opportunities please contact: [email protected]
From the publisher's feed
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…
Whether you're figuring out how to start your first business, or want to make smarter career moves, First Sip is where curious people come to level up.
New episodes drop weekly. So grab your drink, press play, and as always...enjoy your first sip!