Episode 63: The Two Questions Keeping Your Business Small

I started recording this episode with a lot of emotions. Moments before, my husband (who's also my business partner) and I had just discovered we surpassed our revenue goals for the year. The emotion overwhelmed me because for eight of my ten years in business, this was the game I always wanted to play. For the first 8 years, two seemingly responsible questions kept me stuck in my comfort zone.

In this episode, we expose why asking "How do I know it's going to work?" and "Is it the right time?" actually prevents growth rather than ensuring it and we reveal the mindset shift required to take action.

Episode Summary:

This episode confronts the two questions that paralyze entrepreneurs at every stage. Whether you're launching your first product or making your tenth strategic hire, these questions disguise fear as prudence and keep you playing smaller than your vision demands. Through wisdom from my own coach about making offers work rather than choosing perfect ones and the principle Andrew and I use to match value with revenue, you'll learn why certainty-seeking is the enemy of extraordinary outcomes. This episode challenges you to stop calculating your way to guarantees and start operating from desire rather than fear.

Key Takeaways:

Why These Questions Keep You Stuck:

The Safe Zone:

The Spaghetti Strategy:

Making Offers Right vs. Choosing Right Offers:

The Value-Revenue Principle:

Operating From Desire vs. Fear:

Episode Highlights:

[00:00] Emotional opening after hitting revenue goals [01:30] Ten years in business, eight playing small [02:45] The satisfaction of finally playing a bigger game [03:30] The two questions clients always ask [04:15] Why these are the wrong questions [05:00] Entrepreneurship has no certainty [06:00] How these questions show up for new and seasoned entrepreneurs [07:30] Expanding capacity for uncertainty [08:45] Two years ago vs. today's reality [09:30] Desire vs. fear in business building [10:15] Chris Jenner's spaghetti-at-the-wall approach [11:30] Running experiments as an entrepreneur [12:45] The safe zone teaches you nothing [14:00] My coach's wisdom about making offers work [15:30] How my offers have evolved through iteration [17:00] The Visionary Mindset Program journey [18:00] Learning through doing, not planning [19:30] Behind the scenes of our marketing approach [20:45] Adding value first principle [21:30] Founder Consult Week example [23:00] Estimating value-revenue equivalence [24:30] You don't know until you try [25:45] Planning for 2026 revenue [26:30] Over-delivering as standard practice [27:15] Connect with desire, not fear [28:30] Courage as currency [29:00] Playing outside your safe zone

Memorable Quotes:

"The certainty game is a game of small numbers of what we already know. The big game is in the unknown."

"We need to throw spaghetti at the wall, but we need to be okay with making mistakes, with things not going our way."

"If you spend an entire year throwing spaghetti at the wall and fail miserably, what you learn in that year of failures will take you to your goals the following year."

"It's not about choosing the right offer, it's about making an offer and then making it right."

"If you build a business from fear, there are no guarantees that you won't fail. You can be as conservative as possible and still fail."

"Courage is your currency. Having the courage to follow your desires, to make a guess and put it out there even when you're scared."

"Learning to be with uncertainty and playing outside your safe zone is how you will play the biggest game."

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