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Greg Eisenberg: How he Makes $10M/Year with 6 Businesses

Greg Eisenberg has mastered the art of building a successful business empire. Through his Miami-based holding company, Late Checkout, Greg runs six profitable businesses that bring in eight figures annually, with mid-seven figures in profit. What’s his secret? An innovative ACP funnel and a unique multipreneur approach.

Here’s the story of how Greg Eisenberg built his empire—and how you can follow in his footsteps.


How Greg’s Journey Began

Greg grew up in Montreal, Canada, as a tech enthusiast. By the age of 17, he was already building online communities and making money from them. At the same age, a traumatic experience—a school shooting—shaped his commitment to doing meaningful work and making the most of his life.

His first big venture, a college-focused social app called Islands, was acquired by WeWork. At WeWork, Greg witnessed its dramatic downfall, with the valuation dropping from $47 billion to near bankruptcy. This taught him an invaluable lesson: prioritize profitability from day one.


Late Checkout: Greg’s Holding Company

Greg’s company, Late Checkout, oversees six distinct businesses:

  1. LCA (Late Checkout Agency): An innovation agency working with big names like Nike, Shopify, and TikTok, charging $1.5 million per client annually.
  2. YouProbablyNeedARobot.com: A leading online community for AI enthusiasts.
  3. DesignScientist.com: A design agency offering subscription-based services.
  4. Boring Holdings: A holding company for two AI-driven businesses:
    • BoringMarketing.com: AI-powered SEO services.
    • BoringAds.com: AI-driven advertising solutions.
  5. Multipreneur.com: A learning community for aspiring multipreneurs.

What Makes Multipreneurship Special?

Multipreneurship is about running multiple businesses and revenue streams simultaneously. Greg’s philosophy is straightforward: instead of relying on one business making $100,000 a month, diversify with four smaller ventures generating $25,000 each. This strategy reduces risk and amplifies growth.


The ACP Funnel: Greg’s Blueprint for Success

The ACP funnel is the backbone of Greg’s strategy:

  1. Audience: Build a loyal social media following. Greg grew his Twitter audience to over 10,000 followers, creating trust and engagement.
  2. Community: Turn followers into an engaged community. Greg accomplished this through in-person events and active relationship building.
  3. Product: Identify the community’s pain points and create a product to solve them. This ensures demand and quick adoption.

How Greg’s Businesses Took Off

Greg’s ventures thrive by combining the ACP funnel with relentless experimentation:

  • DesignScientist.com: It started as a Twitter account sharing design inspiration. Within 72 hours, Greg launched a subscription-based design service, earning seven figures in revenue and $450,000 in profit during its first year.
  • BoringMarketing.com: Built around a community of marketing enthusiasts, this AI-driven SEO service made $350,000 in profit in its first year and is on track for $2–3 million in its second year.

Also Read – From Humble Beginnings to 800 Outlets: Edward Tirtanata’s Kopi Kenangan Success Story


Greg’s Favorite Tools and Processes

Greg relies on the following tools to streamline operations:

  • RedditList.com and GummySearch.com: To find growing communities and pain points.
  • Framer, ConvertKit, and Figma: For creating landing pages, email automations, and designs.
  • Slack, Loom, and Notion: For team communication, updates, and project management.

How Greg Finds Top Talent

Greg’s hiring approach revolves around engaging with communities and direct outreach:

  1. Community Recruiting: He recruits passionate community members as “Nerds in Residence.”
  2. Cold Outreach: Greg reaches out to talented individuals online with personalized opportunities.

A Day in the Life of a Multipreneur

Greg balances focus and relaxation in his daily routine:

  • 6:00 AM: Wake up, enjoy French press coffee, and watch the sunrise.
  • Morning: Set priorities for the day.
  • Afternoon: Fit in a 45-minute workout.
  • Evening: Unplug and recharge.

Greg’s Advice to Aspiring Entrepreneurs

Greg stresses the importance of authenticity and self-awareness: “Find your truth and go after it. Don’t live someone else’s dream.” He advises starting with one business, mastering it, and then hiring an operator to free up time for other ventures.


Greg Eisenberg’s journey proves you don’t need venture capital or huge teams to succeed. By focusing on community, profitability, and diversification, anyone can replicate his blueprint for success.

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