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This 30-Year-Old Left Law for a Side Hustle That Hit $200K
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Plus: Gary Vee on what big brands miss, Amazon closing all Go and Fresh stores, and using the pratfall effect like Guinness. ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏ ͏
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<p style="font-weight: bold; font-size: 17px; margin-bottom: 6px; color: #111111;">
JANUARY 29, 2026
</p>
<p style="font-weight: bold; font-size: 15px; margin-bottom: 10px; color: #0073e6;">
What's on deck today:
</p>
<ul style="margin-top: 0; margin-bottom: 0; padding-left: 22px; color: #333333;">
<li>
Gary Vee explains what big brands are missing
</li>
<li>
Amazon is shutting down all Amazon Go and Fresh stores
</li>
<li>
A founder whose business started in her law school notebook
</li>
<li>
How to use the "pratfall effect" like Guinness did
</li>
</ul>
<hr style="border: 0; border-top: 1px solid #e0e0e0; margin: 18px 0;"/>
<p style="font-weight: bold; font-size: 15px; margin-bottom: 10px; color: #0073e6;">
Market snapshot:
</p>
<ul style="margin-top: 0; margin-bottom: 0; padding-left: 22px; color: #333333;">
<li>
S&P 500
<span style="color: red;">
▼ 0.01%
</span>
</li>
<li>
Dow Jones
<span style="color: green;">
▲ 0.01%
</span>
</li>
<li>
NASDAQ
<span style="color: green;">
▲ 0.17%
</span>
</li>
</ul>
</div>
</div>
<p>
</p>
</div>
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<span style="font-family: Tahoma, sans-serif; font-size: 24px;">
<a data-hs-link-id="0" data-hs-link-id-v2="wTRsEyzm" rel="noopener" style="font-weight:bold; color:#000000; text-decoration:none" target="_blank">
Gary Vaynerchuk Rebrands His Agency for Enterprise Clients — And Reveals What Big Brands Are Missing
</a>
</span>
</span>
</h2>
</div>
</div>
</td>
</tr>
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<p style="line-height:175%">
<a data-hs-link-id="0" data-hs-link-id-v2="95OuzCfp" rel="" style="color:#2563eb" target="_self">
Gary Vaynerchuk
</a>
is making a big bet on big brands.
</p>
<p style="line-height:175%">
</p>
<p style="line-height:175%">
In 2019, Vaynerchuk launched a small-business marketing agency called The Sasha Group. Today, he announced that it’s being rebranded as ChukMedia — and will now serve enterprise clients exclusively, just like his agency VaynerMedia does.
</p>
<p style="line-height:175%">
ChukMedia is already working with Subway, Utz, and DripDrop.
</p>
<p style="line-height:175%">
</p>
<p style="line-height:175%">
Why would Vaynerchuk build two enterprise-focused marketing agencies? It’s common within the creative world, where conglomerates like Omnicom and Publicis operate multiple agencies with different strategies. But moreso, Vaynerchuk says, he saw a unique opportunity — to serve a fundamental shift in how marketing works, and what large brands need to survive.
</p>
<p style="line-height:175%">
</p>
<p style="line-height:175%">
Big brands, he says, must move at the speed of culture. And they frequently don’t.
</p>
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Read the full story
</strong>
</a>
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Today's Must-Reads:
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<img height="auto" src="https://inboxflows.com/_/image/https%253A%252F%252Fassets.entrepreneur.com%252Fstatic%252F20231109054134-BusinessNews4x.png/?inbox_flows_img_sig=eyJwYXRoIjoiaHR0cHMlM0ElMkYlMkZhc3NldHMuZW50ciIsInRpbWUiOjE3Njk2ODgxOTIuNjM1MDcwM30:1vlQjw:ah_IhAIdCRauR8KjyFFWlrZRTBlqNEiBTE6dkQv0HZM" style="outline:none; text-decoration:none; border:none; display:inline-block; width:20px; height:auto; vertical-align:text-bottom" width="20"/>
Business news
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Amazon Is Shutting Down Every Amazon Go and Amazon Fresh Store. Here’s What Went Wrong.
</a>
</p>
<p class="roboto" style="margin:0;line-height:22px;color:#374151;font-size:16px;">
The company will close 57 Fresh stores and 15 Amazon Go locations, converting some into Whole Foods stores.
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<p style="line-height:175%">
<em>
Colombia-based entrepreneur Isabella Espinosa, 30, is the founder and CEO of
</em>
<a data-hs-link-id="0" data-hs-link-id-v2="drv1cx4R" style="color:#2563eb" target="_blank">
<em>
Baobab
</em>
</a>
<em>
, a clothing brand that saw $200,000 in sales in 2020, then hit $13 million in sales within four years.
</em>
<span style="font-style: italic;">
Isabella Espinosa’s business idea started in the pages of her law school notebook.
</span>
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<p style="line-height:175%">
</p>
<p style="line-height:175%">
<strong>
What were some of the first steps you took to get your business off the ground? How much did it take to launch?
</strong>
<br/>
I tested everything the hard way: Wrong workshops, stolen production, burned fabric, lost shipments. Somehow we still launched. We didn’t have enough cash flow to buy proper packaging, so we improvised and used coconut shells. It was beautiful, unexpected and became our signature, the thing that made Baobab instantly recognizable. But success came with a plot twist. Our first big wholesale order literally weighed a ton because of the packaging. That’s when we had to let it go. The launch was ultra-lean, basically funded with my mom’s lunch allowance, a lot of creativity and a very high tolerance for chaos.
</p>
<p style="line-height:175%">
</p>
<p style="line-height:175%">
<strong>
Are there any free or paid resources that have been especially helpful?
<br/>
</strong>
Law school trained me to think critically, question everything and build solid arguments. I just applied that mindset to business. Add relentless experimentation, constant feedback from mistakes, and learning directly from suppliers, clients and
<a data-hs-link-id="0" data-hs-link-id-v2="ikmeERQ2" style="color:#2563eb" target="_blank">
failures
</a>
. For me, entrepreneurship has never been just about professional growth, but also personal growth, really understanding firsthand how to stand up with enthusiasm after every failure, adjust and keep getting stronger.
</p>
<p style="line-height:175%">
</p>
<p style="line-height:175%">
<strong>
What’s something particularly challenging or surprising about this business?
</strong>
<br/>
Cash flow. Even successful fashion brands can feel fragile if timing, production and payments aren’t perfectly aligned, especially if you are a brand that grew a lot with a wholesale strategy. Also, building a brand is one thing, but building the infrastructure to meet demand is the real challenge.
</p>
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Southwest
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Ends Open Seating After 54 Years
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American Horror Story
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: Early Issues for TikTok US
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12 Weekend Habits
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Google Is Hiring
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‘Tons’ of Employees Without College Degrees
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Do This Today ✅
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Learn and apply the pratfall effect like Guinness did.
</span>
They highlighted the slow pour (a potential turnoff) and reframed it as proof of quality and anticipation. Identify one small flaw customers already notice. First, show you are competent. Then acknowledge it and explain why it actually signals care, craft or confidence.
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Make Your Next Move
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FREE GUIDE
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A Beginner’s Guide to Starting Your Own Business In 2026
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Learn how to use AI to find ideas, streamline operations and build systems that get results.
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UPCOMING WEBINAR
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How Recent Tax Changes Open Opportunities for Solopreneurs and Small Business Owners
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Learn what actions to take now to benefit your business.
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These Side Hustles Make $2,000 to $5,000 Every Month
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1 week, 3 days ago - info@n.entrepreneur.com
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