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  1. My First Million
  2. CEO Masterclass: How to Get to $100M (Without Imploding)
CEO Masterclass: How to Get to $100M (Without Imploding)

CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million · Oct 28, 2025

A CEO's growth is the business's bottleneck. To scale, you must master delegation, establish authentic values, and learn to repeat success.

Use the RACI Framework to Prevent Dropped Tasks in Growing Teams

As teams grow, ambiguity over ownership increases, causing key tasks to be dropped. The RACI model (Responsible, Accountable, Consulted, Informed) combats this by clarifying roles upfront for any project, ensuring clear ownership and preventing the diffusion of responsibility that paralyzes larger groups.

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CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago

Reinforce Values with a Living Document of Concrete Anecdotes

To prevent values from being just words on a wall, create a running list of specific, concrete anecdotes where employees demonstrated a value in action. This makes the culture tangible, tracks adoption, highlights who is truly living the values, and provides a clear model for others to follow.

CEO Masterclass: How to Get to $100M (Without Imploding) thumbnail

CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago

Every Company Problem Is Ultimately the CEO's Responsibility

CEOs often complain about team failures or external factors. However, they are the ones who hire, set the culture of accountability, and build resilient systems. Accepting that you are the root cause of all problems is empowering because it means you also hold the power for all solutions.

CEO Masterclass: How to Get to $100M (Without Imploding) thumbnail

CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago

Define Company Values After They Emerge, Not Before You Start

Setting values on day one often leads to inauthentic principles. A more effective approach is to operate the business, observe which behaviors are genuinely rewarded and cherished, and then name those emergent qualities as your official values, ensuring they reflect reality rather than aspiration.

CEO Masterclass: How to Get to $100M (Without Imploding) thumbnail

CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago

Founders Mistake Abdicating Responsibility for Proper Delegation

Many leaders "abdicate" tasks by handing them off and mentally disengaging, leading to frustration when results fail. True delegation is an active process requiring structured training, clear expectations (what, how, when), and scheduled follow-ups, which can often take months to properly implement.

CEO Masterclass: How to Get to $100M (Without Imploding) thumbnail

CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago

Make Company Values Real by Explicitly Stating Their Trade-Offs

Generic values like "Speed" are meaningless because no one disagrees with them. To make a value impactful, embed its inherent trade-off into the statement, like Facebook's "Move Fast and Break Things." This acknowledges what you are willing to sacrifice, making the value a unique and actionable strategic choice.

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CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago

A Company's Growth Is Capped by Its CEO's Personal Growth

A startup's trajectory directly mirrors its founder's psychology and leadership capabilities. The business can only scale as fast as the CEO can evolve, particularly after the initial "brute force" stage (around $1-3M revenue) when leadership, not individual contribution, becomes the primary driver of growth.

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CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago

Elite Serial Entrepreneurs "Speed Run" a Proven Playbook in the Same Market

Many successful second-time founders don't innovate into new fields. Instead, they re-apply a proven playbook to the same market, much like a gamer "speed-running" a familiar level. This leverages deep domain expertise to execute faster and more effectively, bypassing the learning curve of a new industry.

CEO Masterclass: How to Get to $100M (Without Imploding) thumbnail

CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago

Carbone Sauce Broke Into Retail By Pricing Double Its Competitors

Struggling to get retail distribution, Carbone's pasta sauce doubled its price to $7-$11. This premium strategy transformed its pitch to retailers: instead of earning cents per jar, stores could now make over $2. This created a powerful financial incentive for retailers to stock the new, high-margin product.

CEO Masterclass: How to Get to $100M (Without Imploding) thumbnail

CEO Masterclass: How to Get to $100M (Without Imploding)

My First Million·4 months ago