Performance-Based Business Coaching for Owner-Operators
Tackle Your Biggest Business Challenges
Skyrocketing cash flow. Disorganized operations. Leadership struggles. Let’s address your top issues head-on with a proven, performance-based strategy.
Our Core Solutions
Business Stabilization
Stop the chaos. We help you organize operations, fix cash flow, and create certainty in your business.
Legal Protection
Protect your business from legal threats and compliance issues with proven systems and guidance.
Cash Flow Management
Stabilize and grow your cash flow with actionable, data-driven strategies tailored to your business.
Leadership & Training
Build a confident, organized team with executive and staff training, online courses, and ongoing support.
Courses
Introducing our online, self-guided courses, crafted specifically for small business owners and his team to master the fundamentals of organization and company management. Each course is concise, straightforward, and typically takes about three to five hours to complete. Upon finishing, each student receives a certificate of completion.
These Leadership and Administrative courses, provided by the Hubbard College of Administration, are designed to train both executives and staff. They are delivered through Profitability Management Consulting, LLC (PMC Academy.) on a specially designed training platform to ensure that each student gets the best results possible. Each purchase comes with a dedicated training administrator to aid in achieving such results.
Explore the course library →
Clifford Woods – Business Profile
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.
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.
From the Blog
Get actionable insights and tips for small business owners.
Visit the Blog →
Frequently Asked Questions (FAQ)
- Performance-Based Pricing – We tie part of our fee to your actual revenue growth.
- Data-Driven Analysis – Every engagement starts with a free business analysis and a clear diagnosis.
- Execution Over Theory – We help you organize your operations, boost profits, and drive certainty into your business.
- Startups in the idea phase
- Businesses outside the U.S.
- Large corporations with layers of bureaucracy
- Free Business Analysis Tool – 10-minute online diagnostic.
- Performance-Based Coaching – Monthly strategy, email support, and tailored revenue-growth projects.
- 20+ Free Business eBooks – Marketing, leadership, pricing, and more.
- 22 Self-Directed Online Courses – For executives and staff. Explore the course library →
- Free Audiobooks – On cash flow and business analysis. Access here →
- Webinars & Automation Systems – Evergreen tools to fix disorganization and cash flow issues.
- CoachCliff AI – 24/7 AI-powered coach trained by Clifford Woods.
- One-on-one video strategy sessions
- Unlimited business-related email support (24-hour response)
- A custom-tailored business growth project
- Access to our 20+ eBook library
- Use of CoachCliff AI
- Access to 22 executive and staff training courses
- 20% to 60% increase in revenue within 60–90 days
- Clear organizational structure
- Cash flow stabilization within 60 to 90 days
- Less stress, more control, and better sleep
- 20+ free business eBooks
- CoachCliff AI assistant
- Evergreen webinar access
- 22 self-paced staff and executive courses
- Free audiobooks on cash flow and business analysis
Book Your Free Strategy Session
Ready to take the next step? Book a call or reach out directly. We look forward to helping your business thrive!