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Why you don't trust yourself (and billionaires do)

Sep 12, 2025

Entrepreneur, the biggest boardrooms are filled with people who aren't necessarily smarter than you. Real estate mogul Mandy McAllister discovered this truth when she started attending high-level business meetings: "My girls and I can run circles around you," she thought, "the only difference is that you trust your own judgment more than I trust mine."

 

So what separates confident decision-makers from chronic second-guessers?

The answer isn't what you think. It's not intelligence, experience, or even success. It's childhood programming. Mandy explains: "Girls are taught to be perfect. Boys are taught to be brave." Think about the tasks you received as a child - were you told to "stand here and help me cook" or "go figure out how to mow the lawn"?

Those small moments shaped how you approach risk today. While boys learned to problem-solve independently, girls learned to execute perfectly within defined parameters. No wonder we second-guess ourselves in uncharted territory.

But here's the empowering part: You don't need to be perfect. You just need to be "reasonable enough."

 

The boulder vs. pebbles focus strategy

When Mandy was juggling medical device sales, single motherhood, and building her real estate portfolio, she discovered the power of presence over balance. "Balance is BS," she says. "You can do everything, just not all at once."

Her visual: If you drop 50 pounds of pebbles into water, you get a shallow splash. Drop a single 50-pound boulder? It goes deeper, creates a bigger impact, and the ripple effect lasts longer. Same weight, same effort - completely different results.

The moment you're working, be 100% there. When you're with family, put the phone away and be 100% present. The guilt disappears when you know you're giving your full attention to whatever deserves it most right now.

 

Stop being your own bottleneck

Here's the uncomfortable truth: You will never scale a business beyond your self-worth. And part of building that self-worth means recognizing when you're the problem, not the solution.

Mandy learned this lesson after ugly-crying through a book about buying back your time. She realized she was creating chaos in her business because she felt comfortable there - it made her feel needed and important. But feeling needed isn't the same as being valuable.

The breakthrough question: "Just because you can doesn't mean you should." Every task you insist on handling personally is a ceiling on your growth. Your job isn't to do everything; it's to ensure everything gets done by the right person.

 

Course-correct toward your future self

When facing tough decisions, Mandy has a conversation with herself 20 years from now. "Is future Mandy proud that I trusted my judgment here, or disappointed that I played it safe?" This simple exercise cuts through fear-based thinking to reveal what you actually want to do versus what you think you should do.

She keeps a photo on her vision board of the woman she's becoming - not as fantasy, but as a reminder of who she's already in the process of being.

Listen to Mandy's complete journey from farm girl to nine-figure real estate mogul, including the panic attack that changed everything and why she believes women need their own "good old boys club."

 


Why Doubting Yourself is the Death of your Business - GoBundance Leader Mandy McAllister

Listen on Apple Podcasts 

Listen on Spotify 

 

About Mandy McAllister

Mandy McAllister is a real estate investor, entrepreneur, and leader of Go Abundance Women. She went from medical device sales to building a portfolio of apartment complexes that generates enough passive income to give her complete time freedom. Through Go Abundance Women, she helps accredited female investors scale their businesses without sacrificing their values or family priorities.

🎧 Hear Mandy's full story on this week's Resilient Entrepreneurs Podcast.


Until next week, founders! Remember, entrepreneurship isn't about having all the answers - it's about backing yourself when the answers aren't clear yet.

If you, like us, love to lean in and keep growing, we'd love to see you at our next free masterclass on Thought-Leadership & Personal Branding.

Learn More 

 

Vicki Abraham and Laura Ann Bell
Resilient Entrepreneurs Podcast | RE: Women Founders Circle

 

 

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