50 Best Tweets About Entrepreneurship (2026)

Explore the best tweets about entrepreneurship, covering ideas, execution, customers, risk, resilience, hiring, capital, and lessons from building companies.

Firsthand entrepreneurship lessons about customers, execution, risk, teams, capital, failure, and building durable businesses.

Creators
45
Updated

What 50 top Entrepreneurship posts reveal

Across these posts, entrepreneurship is commonly framed as action under uncertainty rather than a universal career upgrade. Customer understanding, repeated execution, and small operational wins recur as practical themes. AI is described as making building cheaper and faster, but not as removing competition or the need to make decisions and serve customers well. [2021543495715229754, 1916154380753211691, 2081447236366487914]

Dominant tone
Positive

46% of posts

Median score
23.2

All-time engagement

Leading format
Opinion

38% of posts

Recent posts
44%

Published in 90 days

Conversation map

The themes creators return to

Tone and stance

Sentiment Positive leads
Author posture Supportive leads

Performance benchmark

Median likes
80
Median reposts
6
Median replies
13
Median views
7K

Posts with media make up 38% of this collection. Their median all-time score is 40.2, compared with 22.5 for text-only posts.

Format mix

  • Opinion 38% · score 26.4
  • Story 20% · score 16.1
  • Announcement 10% · score 17.8
  • List 10% · score 23.9

Where creators agree, and where they do not

Shared view

Customers before product momentum

Several posts prioritize customer understanding: they point to working backward from customers, continuing customer conversations, and making something people want even as AI makes software faster to build.

Open debate

AI lowers build costs, not business difficulty

Posts present AI as lowering the cost and speed of building, while also describing crowded markets, faster technology cycles, and an ongoing need for customer conversations and sound judgment.

Open debate

What kind of business to build

Posts advocate distinct business paths: portfolios of short-lived bets, mission- and customer-oriented company building, operational improvement of proven models, and profitable businesses built around ownership.

Open debate

The job-versus-founder trade

Some posts argue for retaining a job or valuing the structure and experience it provides. Others portray entrepreneurship as better suited to people who seek independence, tolerate uncertainty, or want to change their circumstances.

Patterns behind standout posts

Tutorials lead the format benchmark

Tutorial posts have a supplied median all-time score of 59.664, above the overall supplied median of 23.22. The cited examples cover app marketing, startup-idea formation, and validating demand.

Mindset is the dominant theme

Founder mindset and resilience is the largest supplied theme, representing 38% of tweets (19 posts). Its cited evidence includes independence, personal agency, and mission-oriented customer building.

Statistical standouts

  1. View standout post 1 Score 855.3 · 36.84× median
  2. View standout post 2 Score 573.4 · 24.69× median
  3. View standout post 3 Score 419.2 · 18.06× median
  4. View standout post 4 Score 397.9 · 17.13× median
  5. View standout post 5 Score 373.3 · 16.08× median

Who shapes this conversation

The five most represented creators account for 20% of the selected posts.

  1. 1. Big Brain Business

    @BigBrainBizness

    2 posts

  2. 2. Dilip Kumar

    @kmr_dilip

    2 posts

  3. 3. Startup Archive

    @StartupArchive_

    2 posts

  4. 4. Nick Huber

    @sweatystartup

    2 posts

  5. 5. DAN KOE

    @thedankoe

    2 posts

  6. 6. Douglas Green

    @__douglasgreen

    1 post

Progress compounds through hard-earned reps

First-person accounts describe cumulative learning through failure, debt, early achievable targets, and a shift from selling creative work to articulating its value for clients.

Building changes as the company grows

Operators describe employment as useful preparation and identify changing constraints as a business grows: customer acquisition at the earliest stage, then systems, hiring, delegation, capacity, and founder bottlenecks.

Leadership starts under pressure

These accounts portray leadership under pressure as both emotional and operational: client losses, competition, team problems, and income volatility require founders to manage their reactions while making decisions.

How this analysis was made

Themes, sentiment, stance, and post format are classified per tweet. All counts, shares, medians, creator concentration, freshness, and performance comparisons are then calculated directly from the published snapshot.

Xholic's all-time score compares engagement while accounting for reach, post age, and creator consistency. It is used for relative comparisons within this collection.

This report analyzes the exact 50-post snapshot shown below. AI identifies editorial categories and drafts explanations; all statistics are calculated from the snapshot, and every narrative claim is checked against cited posts before publication.

Top Entrepreneurship tweets from 45 creators

Ranked 01–50

  1. 01

    @thedankoe ·

    Self-improvement is a gateway drug into entrepreneurship because you start seeing life as a system you can optimize. You start to believe that if you don't like something about your life, you can change it. And since the source of most people's problems is money, you stop waiting

    • 518 Replies
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  2. 02

    @kmr_dilip ·

    Entrepreneurship only makes sense if is you are unusually independent and can tolerate long stretches of irrelevance. You don’t need permission, praise, or certainty and you would regret not trying more than failing. Otherwise, the rational move is to work with talented people,

    • 102 Replies
    • 266 Reposts
    • 1.9K Likes
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  3. 03

    @ruchirjajoo ·

    While growing Amazon from $1M to $1.6 trillion, Jeff Bezos wrote 23 letters to shareholders spelling out his plan each year. I printed and read them. In them, he wrote 'Amazon' only 430 times but 'Customer' 506 times. Nothing has changed my view of entrepreneurship more...

    • 44 Replies
    • 211 Reposts
    • 2.3K Likes
    • 556K Views
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  4. 04

    @aporia9n ·

    Gen Z entrepreneurship increasingly looks like running a portfolio of asymmetric coups rather than betting everything on one serious, long-term project. One month it’s an AI wrapper. Then a TikTok Shop product, a viral food trend, or buying scarce inventory during a shortage and

    • 46 Replies
    • 89 Reposts
    • 1.8K Likes
    • 623.4K Views
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  5. 05

    @VadimStrizheus ·

    If you’re a founder struggling to market your app, you need to read this. My app crossed $10k/mo in 90 days after launching, and here is exactly what I did to achieve this feat. it literally doesn’t get any simpler: 1. Create 3 Instagram UGC accounts 2. Copy your competitors

    • 53 Replies
    • 27 Reposts
    • 425 Likes
    • 23.5K Views
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  6. 06

    @StartupArchive_ ·

    Jeff Bezos’s two pieces of advice for aspiring entrepreneurs “The advice that I would give entrepreneurs is don't chase the hot new thing. It's so hard to catch something that everybody already knows is hot. Instead, position yourself and wait for the wave to come to you.” The

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    • 27 Replies
    • 80 Reposts
    • 584 Likes
    • 61.2K Views
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  7. 07

    @thedankoe ·

    I love entrepreneurship because it allows you to apply anything you learn. At school, you’re told what to learn. At a job, you’re told what to work on, and you only learn until you are good enough to do the job (unless you self-educate out of genuine interest, but being honest,

    • 179 Replies
    • 79 Reposts
    • 1.1K Likes
    • 56.8K Views
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  8. 08

    @gregisenberg ·

    I actually think the whole "permanent underclass" narrative is wrong. I think we're about to see the largest EXPLOSION of entrepreneurship in human history. I get why the fear exists. Jobs are getting cut. AI researchers are privately saying most people are screwed. The models

    • 223 Replies
    • 62 Reposts
    • 673 Likes
    • 60.9K Views
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  9. 09

    @thisisgrantlee ·

    Stripe is worth $159 billion now. Like Bezos and Buffett, the Collison 'way of building a business' will create trillions in value and is worth studying. 800-word post on: 1. Craft & Beauty 2. Humility 3. Hiring 4. Culture 5. Decisions 1. On craft & beauty, You can work on

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    • 103 Replies
    • 129 Reposts
    • 971 Likes
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  10. 10

    @Codie_Sanchez ·

    Hard truth: Quitting your job to go all in on entrepreneurship is in most cases dumb. • 50% of startups don't make money for the first 3 to 5 years • 34% of entrepreneurs make less than $50k a year • Only 9% of businesses hit $1M in revenue It's perfectly fine to work for

    • 151 Replies
    • 93 Reposts
    • 1K Likes
    • 117.3K Views
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  11. 11

    @StartupArchive_ ·

    Paul Graham on how to get startup ideas “The way to get startup ideas is not to try to think of startup ideas… The way to come up with good startup ideas is to take a step back. Instead of trying to make a conscious effort to think of startup ideas, turn your brain into the type

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    • 4 Replies
    • 29 Reposts
    • 216 Likes
    • 14.7K Views
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  12. 12

    @wickedguro ·

    > Age 21, released from the army, got a job building WordPress websites at $2,025 per month. > Age 23, moved to another job with a higher salary, working with PHP and Laravel at $3,037. > Age 25, moved to another job working as a dev team leader with JS, routing-controllers,

    • 93 Replies
    • 6 Reposts
    • 483 Likes
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  13. 13

    @andruyeung ·

    There’s an emerging wave of solo entrepreneurs who are building $100k - $1m software businesses. No VC raised, completely bootstrapped, often starting on the side while they’re still employed. The old path to building consumer businesses used to be to identify demand first by

    • 104 Replies
    • 28 Reposts
    • 312 Likes
    • 18K Views
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  14. 14

    @AlexHormozi ·

    Entrepreneurship is an unending process of trading your time for increasingly valuable activities. The myth is that you will get to a point where you no longer are needed, but if you continue to grow as your company does, you will become more valuable, not less.

    • 53 Replies
    • 33 Reposts
    • 446 Likes
    • 14.5K Views
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  15. 15

    @kmr_dilip ·

    There’s a strange problem in entrepreneurship that people who’ve never built anything feel very confident telling founders what to do. Most advice comes from people who haven’t earned the right to do that. They haven’t failed or risked their savings. Never hired or fired, never

    • 43 Replies
    • 33 Reposts
    • 335 Likes
    • 19.6K Views
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  16. 16

    @emollick ·

    Math gets a lot of attention for its unsolved problems, but there unresolved & important problems in many fields that could potentially be addressed empirically, if AI truly got good enough. Problems that, if solved, would bring large value to society. For example, I study

    • 51 Replies
    • 25 Reposts
    • 386 Likes
    • 39.7K Views
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  17. 17

    @thesamparr ·

    Books that aren’t about entrepreneurship that’ve helped me: The Warmth of Other Suns In the early 1900s around six million Southern black Americans migrated up north and out west to California. Even though slavery ended in the 1800s, in the early 1900s in the South it

    • 21 Replies
    • 24 Reposts
    • 171 Likes
    • 10.5K Views
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  18. 18

    @JamesonCamp ·

    If you want to build a $100B company you need to reinvent the wheel If you want to build a $10M company you need to sell into latent demand For 99% of businesses the formula is embarrassingly obvious, but the execution breaks most people 1. Find a validated market Look for

    • 18 Replies
    • 6 Reposts
    • 164 Likes
    • 15.5K Views
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  19. 19

    @BigBrainBizness ·

    Kevin O'Leary on why hunger for money is a guaranteed path to failure: He sold his company, The Learning Company, for $4.2 billion and the morning after, he went straight back to work. As one of the founding members with founders shares, the night before closing one of the

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    • 10 Replies
    • 39 Reposts
    • 200 Likes
    • 40.8K Views
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  20. 20

    @lukaivicev ·

    Here are the most important books for company building. I spend 1h every morning reading. Reading is equivalent to working and it’s also the cheapest advice you can get from those who have done it. Many of the books/articles/blogs I’m recommending are not business orientated.

    • 3 Replies
    • 4 Reposts
    • 44 Likes
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  21. 21

    @thenowhereway ·

    Met someone at a startup event. They'd read every startup book you could name. Every founder biography. Every growth playbook. Asked if he's ever launched anything. He said: "Nothing yet." Reading about building ≠ building Your odds of success come from reps, not research.

    • 34 Replies
    • 3 Reposts
    • 71 Likes
    • 1.3K Views
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  22. 22

    @BigBrainBizness ·

    Philosopher Jonathan Bi on the dark motivations that actually drive the world's greatest entrepreneurs: He identifies three types of people who make up the best of them: those driven by autism, megalomania, and revenge. "The best parts of society are built by the worst parts of

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    • 5 Replies
    • 7 Reposts
    • 53 Likes
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  23. 23

    @gkbalogs ·

    One of the best things that happened to me as an entrepreneur was working a 9–5. I imported the structure, order, and lessons from that experience into my business from day 1. From the very first draft of our employment letter (even though my first employee lived in my house, she

    • 2 Replies
    • 21 Reposts
    • 57 Likes
    • 1.7K Views
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  24. 24

    @galileowilson ·

    entrepreneurship at the top level is basically champions league. when you actually start doing good numbers, building out a team, having something to lose, the whole game changes. every other founder/company in your space turns into a club coming for your position. they watch

    • 14 Replies
    • 2 Reposts
    • 152 Likes
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  25. 25

    @sweatystartup ·

    Stop buying into the hype that you MUST invent something new. Success in entrepreneurship isn’t that complicated. Pick a good business model with favorable odds, low risk and moderate rewards. Don't innovate. Just operate a little bit better than the competition. Don’t master

    • 27 Replies
    • 6 Reposts
    • 103 Likes
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  26. 26

    @Tim_Denning ·

    Today I turn 40. Here are 40 brutal lessons I learned in my 12th year of entrepreneurship: 1. Job security doesn't exist so you may as well build a business. 2. Being stuck on Zoom calls all day is slavery. 3. Obsession is better than passion. 4. A sense of urgency is the #

    • 26 Replies
    • 15 Reposts
    • 179 Likes
    • 11.2K Views
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  27. 27

    @sweatystartup ·

    Trying to go big in entrepreneurship with zero experience, zero capital and zero network is one of the best ways to end up with a JOB! Let me tell you a secret: You have to crawl before you can walk and eventually run. Business is all about momentum. If you set big, exciting,

    • 23 Replies
    • 12 Reposts
    • 98 Likes
    • 14K Views
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  28. 28

    @__douglasgreen ·

    He gamified entrepreneurship because he was concerned about his childrens' screen time. Now they build businesses. __________________ "Barney describes RealQuest AI as what you'd get if you crossed a vibe-coding platform like Lovable or Replit with Duolingo. Users don't just

    • 1 Replies
    • 1 Reposts
    • 19 Likes
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  29. 29

    @deedydas ·

    This man dropped out of high school in Ukraine, taught himself English, forced his way into America and started 2 huge companies by 33. Here's the incredibly inspirational never-before-shared story of my friend, Dan Mishin: > be me > 11yo Ukrainian kid > family trip to Europe,

    • 14 Replies
    • 13 Reposts
    • 220 Likes
    • 23.7K Views
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  30. 30

    @vitaliidodonov ·

    Recently crossed 10K followers here on X. So quick re-introduction if you're new here: I'm Vitalii, co-founder of Stan. - Built a $3M MRR profitable company with a small team - 10 engineers power a platform used by 60k+ creators - Hit $10M ARR in 2.5 years (less than 1% did

    • 27 Replies
    • 0 Reposts
    • 58 Likes
    • 3.1K Views
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  31. 31

    @dan__rosenthal ·

    In just 1 month, my co-founder and I 2X'd our business. We: - Went from 0→17 full time team members - Are working with multiple YC-backed companies. - Signed our first Fortune 500 client in February. These things are all great... But nobody tells you about the sh*tty part of

    • 5 Replies
    • 1 Reposts
    • 16 Likes
    • 796 Views
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  32. 32

    @TheOvermanEthos ·

    You dont learn entrepreneurship from the sidelines. Love reading myself but learning needs to be backed by action. Talking to 10 customers will teach you more than a lot of business books.

    • 10 Replies
    • 5 Reposts
    • 28 Likes
    • 656 Views
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  33. 33

    @AdewaleYusuf_ ·

    I did a personal wealth audit recently, and I realized something uncomfortable: many founders will never become wealthy, not because they failed, but because they chased the wrong goal. Somewhere along the way, we started believing that entrepreneurship only counts if you’re

    • 7 Replies
    • 4 Reposts
    • 39 Likes
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  34. 34

    @Clara_Gold ·

    I’ve done a lot Ayahuasca. I’ve done a lot of 5-MeO-DMT. But nothing has taught me more about who I am than entrepreneurship. Being a founder drags you to the bottom of your soul. You question who you are, who you trust, what you actually care about, what you can endure. You

    • 8 Replies
    • 0 Reposts
    • 63 Likes
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  35. 35

    @Nicolascole77 ·

    You can't have upside without volatility. The reason most jobs don't have upside is because they don't have volatility. That's the trade. You make "less" because what you make is consistent. If you want to make more, you have to build the skill of managing your own psychology

    • 21 Replies
    • 1 Reposts
    • 39 Likes
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  36. 36

    @aaditsh ·

    The fact that YC and Jensen can fill an arena with 6,000 ambitious founders is getting me so freaking pumped. I truly feel like it's the best time to build a company today. AI is levelling the playing ground. You can build faster than ever. You can also build the wrong stuff

    • 12 Replies
    • 5 Reposts
    • 88 Likes
    • 17.1K Views
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  37. 37

    @onu_slim ·

    10 Things You Must Never Do as a Business Owner 1. Never fall in love with your product more than your customer. 2. Never grow your expenses faster than your revenue. 3. Never make decisions based on ego. Let data and customer feedback lead. 4. Never ignore cash flow.

    • 3 Replies
    • 8 Reposts
    • 24 Likes
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  38. 38

    @richardker ·

    Entrepreneurship is restraint and delayed gratification. It’s the part no one talked about. It’s when clients don’t pay on time, but your team still needs to be paid. It’s showing up after a slow week, a quiet month or a plan that didn’t work. Every day, you wake up knowing

    • 4 Replies
    • 12 Reposts
    • 28 Likes
    • 2K Views
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  39. 39

    @maruthisandeep ·

    Sent the below note to my team in December after spending 2 weeks in SF. Sharing it here as it is still true after a quarter of the year in 2026. ——— hey all concluded my 2 weeks in San Francisco, here are few things I have observed & learned: Company building: 1. The company

    • 2 Replies
    • 3 Reposts
    • 18 Likes
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  40. 40

    @rohanpaul_ai ·

    Why Jensen Huang would choose not to start a company if he had to relive the whole journey “Building a company and building NVIDIA turned out to have been a million times harder than any of us expected it to be. And at the time, if we realized the pain and suffering and just how

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    • 3 Reposts
    • 31 Likes
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  41. 41

    @Bill_Gross ·

    What was I thinking? 30 years ago this week I started a “1-year experiment” to build a startup factory based loosely on Thomas Edison’s laboratory in Menlo Park, New Jersey. It was early 1996 and the Internet was growing like crazy after the Netscape IPO, with a whopping 30

    • 7 Replies
    • 6 Reposts
    • 35 Likes
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  42. 42

    @FedotOff90 ·

    I see 14-16-year-olds in our community doing millions in e-commerce sales by 17. No bullsh*t. People ask: "How do teenagers crack generational wealth?" Here's my take: if someone really wants to make a million dollars, they'll find a way. Look at the richest people in

    • 3 Replies
    • 1 Reposts
    • 25 Likes
    • 1.8K Views
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  43. 43

    @tannerdripjobs ·

    There are two types of business owners that I've come across: The first type is the ones that are constantly complaining and always looking at cost instead of value. Their first question whenever presented with something new is, "How much is it going to cost me?" Or, "How much

    • 1 Replies
    • 0 Reposts
    • 13 Likes
    • 1.6K Views
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  44. 44

    @remoteoliver ·

    Legit think gaming helped me to make my first $1m (I'll have to tell my parents the xbox phase was worth it) Because when I was younger I genuinely thought I was going to be a professional gamer. I'd spend weeks going all in on the sticks.. watching videos, playing in

    • 2 Replies
    • 0 Reposts
    • 15 Likes
    • 631 Views
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  45. 45

    @rohitdotmittal ·

    The United States has entrepreneurship on a scale unlike anywhere else in the world. It's so exceptionally high that we often fail to appreciate just how rare and powerful it is. Because we see entrepreneurs and builders deliver massive wins decade after decade, we forget how

    • 2 Replies
    • 1 Reposts
    • 10 Likes
    • 384 Views
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  46. 46

    @7Saturdaysaweek ·

    4 years ago, I launched 7 Saturdays Financial. That's about as long as a college degree takes. But running a business taught me things no classroom could. How it's going: Growth has been excellent. We're nearing capacity, with room for only 8 more clients. And that's forcing

    • 1 Replies
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    • 12 Likes
    • 815 Views
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  47. 47

    @collin_ruth89 ·

    99% of people have NO IDEA what entrepreneurship is really like. It’s not yachts, laptops on the beach, or “freedom” 24/7. I started my first business in college. 6 years and $3M later, I've never had a “real” job. Some days, it’s heaven. Other days? Pure hell. So here we

    • 2 Replies
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    • 10 Likes
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  48. 48

    @jspujji ·

    We were spending $75M a year for our biggest client when they called and told us "We don't need you anymore". At my first business Ampush, Uber was 20% of our business. One day they called and said they loved the work, but they were big enough to take it in-house. I got the

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  49. 49

    @H0wie_Xu ·

    "If you want to go fast, go alone. If you want to go far, go together." AI is rewriting this ancient wisdom however. Garry Tan, CEO of @ycombinator, said on March 29 that "The unit of software production has changed from team-years to founder-days." Garry is basically saying

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  50. 50

    @theraleighwill ·

    We all love origin stories. Go to dinner with a new couple and you ask “how did y’all meet?” Listen to an entrepreneurial podcast and it’s all about how the idea first came into being The problem in entrepreneurship is that the financial and lifestyle freedom we all want has

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