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September 11, 2025 31 mins

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Many entrepreneurs believe that market conditions, financial constraints, or competition are the reasons they’re struggling. But the truth is often closer to home; it is the people you surround yourself with.

In this episode, Tiffany sits down with performance coach Shawn Anderson to discuss why your circle doesn’t just influence your success, but actually determines it. Shawn shares how the wrong environment keeps you comfortable, why great mentors are the ones who’ve failed and come back stronger, and how your beliefs about money and self-worth quietly hold you back.

You’ll walk away knowing how to build the right circle, shift your money mindset, and finally move past the excuses that have kept you from taking action.

You’ll Learn How To:

  • Identify if your circle is keeping you comfortable instead of pushing you forward
  • Choose mentors who’ve failed and learned at a high level
  • Overcome fear of failure and judgment with the right support system
  • Reframe money fears and excuses into fuel for growth
  • Build confidence by surrounding yourself with people who won’t let you settle

What You’ll Learn in This Episode:

  • (02:31) Why the fear of judgment hinders your success
  • (03:02) How to pick mentors who’ve failed and come back stronger
  • (05:28) The right circle pushes you forward when fear sets in
  • (07:52) Deep-rooted money beliefs that hold people back
  • (09:13) Tiffany’s story of flipping 40 houses with almost no money
  • (12:52) Why “I can’t afford it” is really a comfort zone problem
  • (14:30) How failure and bankruptcy build resilience
  • (16:56) Why uncertainty usually comes from a lack of education
  • (18:08) Proven systems vs. reinventing the wheel
  • (19:47) The self-worth question: Do I deserve to succeed?
  • (26:36) Why giving is easy but receiving is harder, and how it ties to success.
  • (28:17) A simple mindset shift: “What if I succeed?” instead of “What if I fail?”

Who This Episode is For:

  • High-performers who feel stuck despite knowing what to do
  • Entrepreneurs making excuses about timing, money, or judgment
  • Business owners who want to shift from comfort to real growth
  • Anyone struggling with self-worth when it comes to success and money

Why You Should Listen:

If you’ve been putting in the work but still feel stuck, this episode shows you the real reasons why. Tiffany and Shawn uncover how your circle, money mindset, and self-worth might be holding you back and how to replace them with the confidence and environment you need to finally break through.

Follow Tiffany and Josh here:

“26 Costly Mistakes I Made While Building My Seven-Figure Real Estate Business”

Follow Shawn Anderson here:

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