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Decision Points

Decision Points

Auteur(s): True North Advisors
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The Exit Planning Institute© recently released a survey that said 75% of business owners regret selling their business 12-18 months post sale.

At Decision Points, we are committed to preparing and inspiring business owners to successfully operate, and one day sell, their business with maximum fulfillment in all aspects of their personal and professional lives. We’re speaking with business leaders, strategic coaches, exited entrepreneurs, mentors, and technical experts sharing their successes and failures, at key decision points in their careers, to help you lead a more prosperous entrepreneurial journey. Let’s take a walk…


© 2025 Decision Points
Gestion et leadership Économie
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  • Decision Points E83 – Reimagining Rideshare: Will Coleman and the Creation of Alto
    Dec 16 2025

    For Will Coleman, frustration with ride-hailing turned into a vision for something better. As co-founder and CEO of Alto, he set out to create a new kind of mobility company—one built on consistency, safety, and hospitality.

    In this episode of Decision Points, Will shares how a decade at McKinsey prepared him for the leap into entrepreneurship, and how a dinner-table conversation with his wife sparked the idea for Alto. Launched in 2018, Alto took a radically different path than its competitors: a vertically integrated model where drivers are employees, vehicles are company-owned, and every ride is designed to deliver the same trusted experience.

    Will opens up about the turbulence of building a company in a volatile industry. When COVID-19 hit, Alto saw revenues fall 96% overnight. Instead of folding, they doubled down on their strengths—cleanliness, safety, and service—emerging stronger with expansions into Houston, Los Angeles, and beyond. Strategic partnerships, including a recent deal with Uber, further demonstrate Alto’s ability to adapt and scale.

    Looking ahead, Will shares his vision for the autonomous future. With infrastructure already in place, Alto is positioning itself to integrate self-driving technology seamlessly into its service—bridging human-driven and autonomous rides under one consistent brand. More than just a tech story, Alto is also an employer story: offering benefits, stability, and culture in a gig economy defined by uncertainty.

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    41 min
  • Decision Points E82 – Charting a Path to Mental Health Leadership: Dr. Jessica Gomez and the Future of the Momentous Institute
    Dec 9 2025

    For Dr. Jessica Gomez, leadership begins with empathy. From the south side of Chicago to the helm of one of Dallas’s most respected mental health organizations, her story is a testament to purpose, perseverance, and the power of community.

    In this episode of Decision Points, Scott Wood sits down with Dr. Jessica Gomez, Executive Director of the Momentous Institute, to explore her journey from aspiring physician to nationally recognized psychologist and nonprofit leader. Jessica shares how formative experiences growing up in Chicago shaped her drive to help children and families, and how that calling led her to the Momentous Institute—a century-old organization at the forefront of mental health, education, and community impact. She discusses the decision to pivot from medicine to psychology, her early years serving through the Salesmanship Club, and her evolution from practitioner to executive.

    The conversation dives into leading through the pandemic, implementing the Entrepreneurial Operating System (EOS) to strengthen organizational clarity, and scaling the Institute’s programs nationwide—from the Momentous School to their groundbreaking Change Maker curriculum. With a goal of impacting one million lives by 2031, Jessica shares a vision that extends beyond traditional therapy, reaching into workplaces, schools, and communities across the country. Her message is clear: investing in mental health isn’t just a social good—it’s a foundation for stronger, more resilient organizations and lives.

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    42 min
  • Decision Points E81 – From Law to Investment: Resilience, Purpose, and Perspective with Jim Hime
    Dec 2 2025

    Few careers capture as much range—and reflection—as Jim Hime’s. From federal tax law to real estate finance, from tech entrepreneurship to surviving 9/11, his story is one of adaptability, perspective, and enduring gratitude.

    In this episode of Decision Points, host Scott Wood sits down with Jim Hime, Co-Founder and CFO of Accordant Investments, to explore the pivotal choices that defined his remarkable journey. Jim recounts his early years at Baker Botts practicing federal tax law, his transition to Hines where he helped raise capital for major developments, and his foray into the internet startup world during the height of the tech boom. Through successes and setbacks alike, his path reflects a balance of ambition and grounded wisdom—qualities that later became central to the creation and growth of Accordant Investments.

    But perhaps the most defining moment of Jim’s life came on September 11, 2001. From inside the South Tower of the World Trade Center, he experienced the unthinkable. That day changed his outlook forever, reinforcing a life philosophy centered on gratitude, presence, and the pursuit of meaningful work. With humility and candor, Jim shares what it means to live each day as a gift—and how that perspective continues to shape his approach to business, leadership, and life.

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    44 min
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