From WeWork Collapse to $10M: Greg’s Multipreneurship Blueprint

How Greg Eisenberg turned a small Twitter audience into a thriving $10M multipreneurship empire.

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Welcome to Money Making Story,

Today, we’re thrilled to share the story of Greg Eisenberg, who turned a small Twitter following into Late Checkout, a $10 million multipreneur empire.

In this discussion, we’ll discuss his:

  • Top Advice

  • The Case for Multipreneurship

  • Greg’s Origin Story: Turning Adversity into Ambition

  • Greg’s Six Businesses: A Closer Look

  • Make Viral Videos with Free AI Tools

  • Greg’s Secret Formula: The ACP Funnel

  • Scaling Through Multipreneurship

  • Key Tools for Multipreneurs

  • Why Multipreneurship is the Future

  • Lessons for Aspiring Entrepreneurs

  • A Story Worth Reading

Top Advice:

"Don’t follow someone else’s path. Find your truth, and build a life that aligns with it."

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Greg Eisenberg is a name synonymous with innovation and entrepreneurial success. With six thriving businesses under his belt, Greg earns over $10 million annually while working far less than many traditional CEOs. His journey, from surviving a school shooting to running an eight-figure holding company, is nothing short of inspiring. Let’s dive into the blueprint Greg shared in a recent interview with Starter Story to understand how he built his empire and how aspiring entrepreneurs can follow in his footsteps.

The Case for Multipreneurship

Greg advocates for the multipreneur model, which emphasizes diversification over single-focus entrepreneurship. Instead of relying on one company to generate $100,000 per month, multipreneurs build several smaller ventures, each earning $20,000 to $50,000. This approach:

  • Mitigates Risk: If one business faces challenges, others can balance the portfolio.

  • Leverages AI and Technology: Building businesses has never been faster or cheaper.

  • Maximizes Compounding Effects: Internet-based businesses scale efficiently over time.

"The compounding effects of multipreneurship are next level. You get built-in insurance while diversifying revenue streams."

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Greg’s Origin Story: Turning Adversity into Ambition

Growing up in Montreal, Canada, Greg was an internet-savvy teenager who earned his first dollars through blogs and online communities. However, a traumatic event—a school shooting—at age 17 profoundly shaped his outlook on life.

"I realized life is short, and I wanted to do big things."

Greg’s career trajectory included founding and selling a company called Islands to WeWork, where he later became Head of Product. But when WeWork’s valuation plummeted and the company faced financial ruin, Greg vowed never to build another unprofitable, venture-backed business.

"I wanted to create a profitable machine that aligned with the freedom and creativity I desired."

Greg’s Six Businesses: A Closer Look

Under his Late Checkout holding company, Greg oversees six ventures:

  1. LCA (Innovation Agency): Works with companies like Nike and TikTok to future-proof their businesses.

    • Charges $1.5 million per client annually by delivering high-value insights and strategies.

  2. You Probably Need a Robot (AI Community): A thriving hub for AI enthusiasts.

  3. Design Scientist (Design Agency): Provides subscription-based design services.

  4. Boring Holdings (Parent Company): Owns multiple ventures, including:

    • Boring Marketing: AI-assisted SEO services.

    • Boring Ads: AI-driven advertising solutions.

  5. Multipreneur.com: A community and resource hub for aspiring multipreneurs.

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Greg’s Secret Formula: The ACP Funnel

The ACP funnel is Greg’s blueprint for building profitable businesses:

  1. Audience: Build a social media presence.

    • Greg started with a Twitter following of just 10,000 people, proving that small audiences can be impactful.

  2. Community: Engage the audience in a space where you control the interaction (e.g., email lists, Discord groups).

    • Hosting niche events like “orange wine disco parties” helped Greg build trust and meet clients.

  3. Product: Develop a product that directly solves a pain point identified in the community.

    • For LCA, this meant offering innovation services tailored to client needs.

"Our first year, we did $1.5 million in revenue with just one client."

Scaling Through Multipreneurship

After mastering solopreneurship with LCA, Greg transitioned into multipreneurship. Here’s how he scaled:

  • Experimentation: He started Nice Break, a product-focused venture, but pivoted back to the ACP funnel after it failed.

  • Fast Iteration: Using tools like RedditList and Gummy Search, Greg identified problems and quickly launched solutions.

  • Community-First Approach: Every venture began by building a community before creating a product.

Key Tools for Multipreneurs

Greg relies on a streamlined tech stack to build and run his businesses:

  • Framer: For quickly creating landing pages.

  • ConvertKit: For email marketing and automation.

  • VidIQ: For YouTube competitive analysis.

  • Slack: For team communication.

  • Notion: To manage projects and workflows.

  • Figma: For design.

  • Loom: For quick video communication.

Why Multipreneurship is the Future

Greg believes multipreneurship offers unmatched flexibility and creativity:

  1. Reduced Stress: Delegating operations to hired experts (e.g., “nerds in residence”) frees up time.

  2. Creative Fulfillment: Managing multiple projects keeps work exciting.

  3. Diversification: By operating across niches, you insulate yourself from market disruptions.

"I’m not saying launch five products on day one. Start as a solopreneur, scale to $100,000 in profit, then find an operator to take over."

Lessons for Aspiring Entrepreneurs

Greg advises starting as a solopreneur:

  1. Find a niche: Focus on a specific problem or audience.

  2. Build an audience: Share your journey and insights on platforms like Twitter or Instagram.

  3. Create a product: Solve a problem your community is facing.

  4. Scale strategically: Once your business generates $100,000 in profit, hire an operator to manage day-to-day operations, freeing you to start the next venture.

Greg also emphasizes finding your personal truth. After years of chasing someone else’s dream of building a billion-dollar venture-backed company, he realized his passion lay in building multiple profitable businesses that align with his values.

Greg Eisenberg’s journey from solopreneur to multipreneur is a testament to the power of focus, community-building, and diversification. His ACP Funnel and emphasis on profitability over growth offer a roadmap for aspiring entrepreneurs looking to build sustainable businesses in today’s fast-changing world.

A Story Worth Reading

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Stay tuned for more stories that showcase the diverse ways people are achieving financial success. Until next time, keep exploring and keep learning.