From Failure to $20B Success: Startup Secrets You Need to Know


Patrick McGuire

01/04/2025

From Failure to $20B Success: Startup Secrets You Need to Know

Welcome to Empowered Entrepreneur, where we dish out stories of failure, triumph, and tech tips to help you crush it in the startup world. Think of us as your business therapist, motivational coach, and tech-savvy bestie rolled into one.

Let’s dive in.

TL;DR – Empowered Entrepreneurs Newsletter (Jan 4, 2025)

  1. Failure: Artifact, the “TikTok for news,” failed due to diluted focus and low demand. Lesson? Keep it simple, validate your market, and avoid feature overload.
  2. Success: Notion turned a struggle into a $10B valuation by listening to users and focusing on flexibility and collaboration. Adapt, stay user-focused, and iterate until you find your sweet spot.
  3. Tech Tip: Automate investor outreach with tools like Dripify or LinkedIn Sales Navigator. DM “INVESTOROUTREACH” for a free guide.

Startup life is a rollercoaster—fail fast, learn faster, and always aim for the stars.

🚨 Startup Autopsy: What Went Wrong with Artifact?

Imagine you're the Instagram co-founders, Kevin Systrom and Mike Krieger. You’ve already revolutionized social media, so why not try your hand at news? Enter Artifact, the “TikTok for news,” an AI-powered app launched in February 2023 that promised to deliver hyper-personalized news feeds. Sounds snazzy, right?

Well, fast forward to October 2023, and the app was flatter than yesterday’s soda. Here’s why:

  1. Engagement Fizzled: While it racked up 100,000 downloads in its first month, by October, new installs were down to 12,000. That’s like opening a trendy restaurant and watching the line vanish overnight.
  2. Feature Creep Overload: Artifact tried to be everything: news, link sharing, text content, and even place recommendations. Instead of focusing on their killer feature, they turned into a Swiss Army knife that no one asked for.
  3. Market Misfire: Turns out, the market for a “TikTok of news” wasn’t hot enough to justify sticking around. Demand matters, folks.

Lessons for Founders:

  • Keep your value proposition clear and shiny—don’t dilute it with distractions.
  • Features are like toppings on a sundae: too many, and it’s just a mess.
  • Validate your market before you go all-in. If the demand’s not there, no amount of AI wizardry can save you.

Want to dig deeper into why Artifact folded? Check out this piece for a closer look.

🌟 Startup Win: Notion – From Struggles to $10 Billion Valuation

Notion’s journey from a struggling startup to a $10 billion powerhouse is a testament to the power of persistence and user feedback. Founded in 2013 by Ivan Zhao and Simon Last, Notion started as a note-taking app but struggled to find its footing. After pivoting in 2017 to focus on flexibility and customization, the tool gained traction among freelancers, small teams, and creative professionals.

By 2021, Notion reached a $10 billion valuation, becoming a go-to productivity tool for millions. The company’s success can be attributed to:

  • Iterative Development: Notion refined its product through constant feedback and iteration.
  • User-Centric Design: Flexibility and customization made the tool resonate with diverse users.
  • Community Growth: A strong user community helped drive organic word-of-mouth.
  • Adaptability: Notion adapted to the rise of remote work, catering to new needs.
  • Freemium Model: A low-barrier entry point enabled widespread adoption.

What We Can Learn from Notion:

  • Embrace the pivot and adapt based on feedback.
  • Build a flexible product that caters to a variety of needs.
  • Foster a community that drives organic growth.
  • Be patient and iterate to find the right market fit.

Notion’s story proves that persistence and focus on user needs can lead to massive success.

I use Notion for managing podcast content, distribution channels and more. Check out Notion

🛠️ Tech Tip of the Week: Automate Your Investor Outreach

Here’s a power move: let AI handle your investor outreach so you can focus on pitching like a pro. Tools like Dripify or LinkedIn Sales Navigator let you:

  • Build a pipeline of qualified investors.
  • Automate personalized messaging (goodbye copy-paste fatigue).
  • Track replies and follow-ups like a boss.

For email outreach, tools like Mailshake or Woodpecker can help you scale while staying human.

Not sure where to start? DM us “INVESTOR” for a free guide on outreach automation.

That’s it for this week! Go forth, crush it, and remember: failure is just a plot twist, not the ending.

Stay scrappy,

Patrick and The Empowered Entrepreneur Team

P.S. Got a failure, win, or tool you think we should feature? Hit us up here, send a DM or visit the site, empoweredentrepreneur.ca

Let's connect on LinkedIn /patrickwmcguire

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