Clifford Woods

Clifford Woods – Business Profile

Veteran business coach with 40+ years' experience, helping small business owners achieve clarity, cash flow mastery, and growth.

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About Clifford Woods

Clifford Woods is a veteran business coach with over 40 years of experience, dedicated to transforming the landscape of small business ownership across the United States. As the founder of Skin In The Game Coaches, Clifford delivers performance-based coaching that empowers owner-operators to organize their businesses, gain financial stability, and achieve predictable growth. His clients typically generate between $250,000 and $20 million annually and span all industries.

Through Skin In The Game Coaches, Clifford emphasizes the foundational elements of business success: cash flow mastery, organizational clarity, and leadership development. His coaching model is grounded in analytics, structure, and real-world performance metrics. His philosophy centers on eliminating the disorganization and uncertainty that quietly undermine most small businesses.

Skin In The Game Coaches offers a powerful suite of tools and services tailored to independent business owners, including:

  • A free 100-question Business Analysis identifying critical operational gaps
  • A 30-minute one-on-one strategy session designed to diagnose and provide immediate value
  • A growing library of over 20 eBooks focused on sales, marketing, cash flow, team productivity, and time management
  • Performance-based pricing that aligns success with outcomes, not just time

Clifford leverages multiple digital platforms to engage his audience. These include:

  • A professionally designed website: skininthegamecoaches.com
  • A YouTube channel offering strategic insights: youtube.com/@CliffWoodsBizCoach
  • A LinkedIn Newsletter covering urgent business topics and offering actionable strategies
  • An evergreen webinar and free eBook library as lead magnets
  • A custom-built AI assistant: CoachCliff AI, offering real-time business coaching powered by Clifford's own methodologies: CoachCliff AI

His client acquisition strategy is built on automation-first principles using tools like Zapier, Go High Level, and email marketing to funnel qualified leads into webinars, eBook downloads, and strategy sessions. See all services offered here: outflow.skininthegamecoaches.com/skins.

Skin In The Game Coaches stands out by offering clarity and structure in an environment where most small business owners are overwhelmed and flying blind. With a sharp focus on reducing small business failure rates, Clifford Woods continues to be a powerful force in reshaping how entrepreneurs succeed — through systems, insight, and having real skin in the game.