Episode
63. The Two Questions Every Entrepreneur Needs to Stop Asking
- Podcast
- Visionary's Pursuit
- Published
- Dec 3, 2025
- Duration seconds
- 894
- Processing state
not_requested
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Summary
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: Asking if something will work seeks guarantees that don't exist in entrepreneurship These questions point to certainty, but uncertainty is what makes big outcomes possible Playing safe means you don't fail, but you also don't learn what you need for growth The clarity you seek before starting only comes after you've begun The Safe Zone: Doing only what you know will work teaches you nothing new A year of spectacular failures pro…