The Sales Mistakes I Had to Make to Learn

Episode 102

Aviva Leebow Wolmer, the CEO of Empower Leadership, discusses how entrepreneurs often hinder their own progress by relying too heavily on their strengths. She explains the importance of peer groups in uncovering blind spots, the role of coaching in helping leaders surpass their limitations, and the key elements necessary for growing a company from 70 to 500 employees.
About the Host:

Jamie Shanks, the host of Outsource to Profit, is a successful entrepreneur with a skill for sales and a passion for innovation. With a wealth of experience in building and growing multiple agencies, he brings a unique perspective on the challenges and rewards of entrepreneurship. Through his podcast, Jammie engages in open and honest conversations with industry disruptors, CEOs, and founders who are making a lasting impact in their fields. He aims to uncover the strategies, insights, and mindset shifts that can help entrepreneurs scale their businesses effectively and avoid common pitfalls.

 

About the Guest:

Aviva Leebow Wolmer serves as the CEO of Empower Leadership, LLC, and also holds the role of Vistage Chair in Atlanta, Georgia. She specializes in working with CEOs, business owners, and executives who aspire to elevate, change, or revolutionize their industries, recognizing the importance of collaboration and support in achieving these goals. Through personalized leadership coaching and carefully curated peer groups, Aviva guides leaders in pushing past their comfort zones, addressing their blind spots, and establishing the teams and structures necessary for sustained growth and success.

 

Episode Summary:

 

In this episode of Outsource to Profit, Jamie chats with Aviva Leebow Wolmer, the CEO of Empower Leadership, LLC, about the obstacles that founders encounter when their greatest strengths begin to hinder their progress. Aviva explains how entrepreneurs often find themselves stuck in their comfort zones, whether it’s sales, marketing, or finance, and how these blind spots can unknowingly limit a company’s potential. She highlights the importance of peer groups, where CEOs and executives challenge each other with honest feedback, uncover hidden obstacles, and offer perspectives founders might miss. Aviva also breaks down the process of building the right team and structure when growing from 70 employees to 500. She shares how coaching helps leaders move past their own limitations and unlock new levels of growth. This episode is full of practical insights for ambitious founders ready to innovate, disrupt, and build businesses that last.

 

 What You'll Walk Away With:

• Strengths can limit your growth.
• Overlooking blind spots can hinder your ability to expand.
• Receiving coaching can facilitate your development.
• Staying within your comfort zone can impede your progress.
• Having structure in place is crucial for achieving success.

 

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