Kyle Bennett, MBA

Kyle Bennett, MBA

Account Representative

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  • Timeline

  • About me

    Transformational Business Leader | Expertise in Growth Strategy, M&A, and Operational Excellence | Driving Success Across Diverse Ownership Structures

  • Education

    • University of Wisconsin-Madison

      -
      Bachelor of Arts - BA Economics
    • DePaul University - Charles H. Kellstadt Graduate School of Business

      -
      Master of Business Administration - MBA Entrepreneurship & Strategy, Execution, Valuation (SEV)
  • Experience

    • First American Bank

      Jan 2004 - Jan 2006
      Account Representative
    • Total Training Solutions, Inc.

      Jan 2006 - Jan 2022
      Senior Vice President

      At Total Training Solutions (TTS), I played a pivotal role in the company’s growth, leading it from a small operation to a multi-million-dollar enterprise. I was directly involved in the sale of TTS to OnCourse Learning and led the integration into the new parent company, navigating through multiple ownership changes. • Business Growth: Grew TTS from less than $300K in annual revenue to over $8M, expanding distribution channels from fewer than 5 to more than 60, significantly increasing market penetration. • Mergers & Acquisitions: Led the acquisition of a key competitor, managing negotiations and integration, which resulted in 100% revenue growth in just one year. • Strategic Sale: Played a key role in negotiating and managing the sale of TTS to OnCourse Learning, successfully closing the deal in less than three months from the Letter of Intent, meeting all shareholder goals. • Revenue Diversification: Developed three new product lines, generating additional revenue streams and positioning TTS as a market leader. • Market Strategy: Designed and executed a comprehensive marketing strategy that leveraged channel partners to reach 99% of financial institutions in the US. Show less

    • OnCourse Learning

      Jan 2018 - Jan 2022

      In my role as VP of Channels & Alliances at OnCourse Learning, I was integral to the strategic expansion of the company’s market reach during a critical period of ownership transition. I spearheaded the creation of a new channel team, developed strategic frameworks, and collaborated with cross-functional teams to drive growth. • Strategic Leadership: Built and implemented a strategic framework for the channel team, presenting a comprehensive roadmap to the Executive Leadership Team (ELT) in under six months, which identified key areas for expansion and secured budget approval. • Partnership Development: Negotiated and secured major agreements with large channel partners, including a leading mortgage products partner, significantly expanding our market presence. • Market Expansion: Initiated and led research into four adjacent markets, including FinTech and global opportunities, laying the groundwork for future growth and new revenue streams. • Product Line Development: Developed financial models for over five new product lines, calculating breakeven points, internal rates of return (IRR), and revenue projections, ensuring the company focused on the most profitable opportunities. Show less As Senior Vice President, I managed the day-to-day operations of the webinar team, driving significant revenue growth and operational improvements during a time of ownership change. I was responsible for expanding product offerings and leading the integration of legacy systems into the new corporate structure. • Revenue Growth: Increased webinar revenue by over 20% in two years without adding staff, through productivity enhancements and strategic planning. • Product Expansion: Expanded webinar offerings from 250+ to 400+ topics annually, driving sales growth and increasing market share. • System Integration: Led the successful integration of multiple legacy systems and the entire webinar function into OnCourse Learning within two years, allowing the team to refocus on strategic growth initiatives. • Conference Leadership: Organized the annual Bank Trainers Conference, creating a new product line and revenue stream, while strengthening relationships with hundreds of key customers. Show less

      • VP, Channels & Alliances

        Jan 2021 - Jan 2022
      • Senior Vice President, Webinars & Strategy

        Jan 2018 - Jan 2021
    • Prosperity Launch

      Jan 2022 - now
      Founder | Financial Coach

      As the Founder and Financial Coach at Prosperity Launch, I have empowered individuals to achieve financial stability and confidence. Over the past two years, I’ve provided personalized financial coaching and developed educational resources that significantly impacted clients’ financial lives, demonstrating my ability to drive results and lead in dynamic environments.Key Responsibilities: • Financial Coaching: Delivered 50+ personalized coaching sessions, helping clients develop tailored financial plans focused on debt reduction, savings, and long-term goals. • Workshops and Webinars: Conducted 10+ workshops and webinars on financial topics, enhancing literacy and empowering informed decisions. • Content Creation: Produced and shared financial educational content, reaching over 5,000 individuals through blogs and videos.Key Achievements: • Client Success: Coached 20+ clients to achieve significant financial milestones within four months, resulting in improved financial well-being. • Program Development: Developed an effective financial coaching program praised for its practical approach and results. • Financial Stability: Helped clients reduce debt by 30% and increase savings by 25%.Impact:Through Prosperity Launch, I’ve made a lasting impact on clients’ financial health, reducing stress, building wealth, and enhancing financial security. This experience honed my skills in leadership, client relationship management, and business development, positioning me to contribute effectively in various organizational settings.Skills: • Financial Management: Proficient in managing budgets, debt reduction, savings strategies, and financial forecasting. • Client Coaching: Expert in motivational coaching, goal setting, and accountability. • Leadership: Demonstrated ability to lead a mission-driven business and deliver measurable results. Show less

  • Licenses & Certifications

    • Certificate in Channel Management

      The Channel Institute
      Dec 2021
    • Financial Coach Academy

      Financial Coach Academy
      Feb 2023
  • Volunteer Experience

    • Advisory Board Member

      Issued by FamilyForward Arlington Heights on Aug 2024
      FamilyForward Arlington HeightsAssociated with Kyle Bennett, MBA
    • Entrepreneurship Incubator Mentor

      Issued by St Viator High School on Oct 2024
      St Viator High SchoolAssociated with Kyle Bennett, MBA