The Jim Fortin Podcast

Ep 420: Transformational Interview Series: Gail Freis


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Start Your Transformation Now 


In this powerful episode of the Transformational Interview Series, Jim sits down with Gail Freis, a commercial insurance agent and entrepreneur from Chicago, whose life was turned upside down by an unimaginable tragedy. Four minutes into her wedding ceremony, her fiancé’s sister collapsed and passed away. The ripple effect shattered Gail’s relationship, finances, and self-worth. But through TCP, she rebuilt her life, doubling her income year after year, discovering her true values, and transforming from victim mentality into empowerment and resourcefulness. 


Gail candidly shares her struggles with money, scarcity, and self-sabotage, and how TCP helped her uncover subconscious patterns, release victimhood, and step into responsibility. Her story highlights the pivotal role of mindset, boundaries, and self-worth in creating financial freedom and emotional healing. 


If you’ve ever felt stuck in scarcity, overwhelmed by tragedy, or trapped in victim thinking, this episode will inspire you to find your resourcefulness and reclaim your power.


What You’ll Discover in This Episode: 

  • The Wedding Tragedy That Changed Everything (05:04) How one shocking moment during her wedding ceremony forced Gail into survival mode and became the catalyst for her transformation. 

    • Breaking Free from Victim Mentality (16:00) The subtle ways she lived in victimhood without realizing it—and the moment she finally took full responsibility. 

      • Rewriting Scarcity and Money Stories (18:59) How Gail dismantled her lifelong money struggles and shifted into abundance and resourcefulness. 

        • The $40,000 Lesson (20:30) Why a devastating betrayal became her turning point for never allowing lack or exploitation to control her again. 

          • Doubling Her Income Every Year (25:43) The mindset shifts and responsibility that led Gail to double her income annually since TCP. 

            • Boundaries That Reshape Relationships (27:00) How learning to set boundaries eliminated toxic people and invited healthier connections. 

              • From Scarcity to a Porsche (31:28) How reclaiming self-worth and resourcefulness allowed Gail to create abundance—and even drive her dream car. 

                Listen, apply, and enjoy! 


                Transformational Takeaway 

                Your past tragedies and limiting stories don’t define your future—your choices do. As Gail discovered, freedom begins when you release victimhood, set clear boundaries, and take radical responsibility for how you show up. Transformation isn’t about avoiding pain; it’s about finding the resourcefulness to rise above it and create the life you truly deserve. 


                Mentioned Resources:

                https://upskilldevelopmental.com/
                https://www.instagram.com/upskilldev/
                https://www.instagram.com/gailfreis/
                https://www.linkedin.com/company/upskill-developmental/

                Let’s Connect: 

                Instagram | Facebook | YouTube | LinkedIn 


                LIKED THE EPISODE? 

                If you're the kind of person who likes to help others, then share this with your friends and family. If you have found value, they will too. Please leave a review on Apple Podcasts so we can reach more people. 

                Listening on Spotify? Please leave a comment below. We would love to hear from you! 

                With gratitude,

                Jim 

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                The Jim Fortin PodcastBy Jim Fortin

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