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May 2, 2025 38 mins

In the podcast episode of Arty Finch – Business Maturity for Startups, Jon Dwoskin discusses the importance and impact of business coaching with host Artem Gonchakov. Jon shares his journey into coaching and provides insights into his coaching philosophy and methodology.

Key Points from the Episode:

Jon’s Journey into Coaching:

  • Jon Dwoskin was inspired to become a business coach after listening to Brian Tracy’s audio series, The Psychology of Success, as a teenager.
  • He worked in various business roles, including founding one of the first internet companies and working in commercial real estate, before starting his coaching career in his early 40s.

Focus of Jon’s Coaching:

    • Jon specializes in helping business leaders, from solopreneurs to Fortune 500 executives, get “unstuck” by identifying and overcoming barriers to growth and success.
    • His approach emphasizes creating a supportive space for clients to explore their challenges and potential, often revealing hidden strengths and opportunities.

Common Challenges Faced by Business Leaders:

    • Difficulty in effective communication and leadership within teams.
    • Struggles with technology adoption and ensuring its proper use within companies.
    • Issues in hiring, training, and retaining employees.
    • The need for alignment and consistency across all levels of an organization.

Jon’s Coaching Methodology:

    • Relies heavily on intuition and personalized, one-on-one deep-dive sessions to uncover clients’ unique challenges and strengths.
    • Focuses on developing tailored action plans and providing consistent, manageable steps to ensure progress.
    • Uses a mix of questioning and listening to help clients understand their intrinsic motivations and align them with their business goals.

Future of Business Coaching:

    • Jon believes that the demand for personalized, high-touch coaching will increase as businesses navigate the complexities of automation and AI.
    • Plans to expand his coaching practice to include more keynote speaking and group training sessions, while maintaining a core focus on individualized coaching.
    • Recently launched an on-demand platform, Launch 3, offering micro-courses aimed at personal and professional development.
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