Rich O'Neill
The Systematic CEO
Jacksonville, FL, United States
About
Rich O’Neill is an entrepreneur, coach, and systems strategist who helps leaders scale their companies faster and with less stress by combining the proven Scaling Up framework with cutting-edge AI and automation strategies. Drawing from his experience founding and growing multiple businesses — including one that ranked #838 on the Inc. 5000 and #6 on the Philly100 — Rich coaches leadership teams to build high-performance cultures, create winning strategies, and implement systems that drive sustainable growth. Known for his approachable style, he works side-by-side with CEOs to turn big goals into clear action plans, freeing them to focus on what inspires them most while ensuring their teams execute with precision.
Professional Highlights
Founder and CEO of multiple high-growth companies, including one ranked #838 on the Inc. 5000 in 2023 and #6 on the Philly100 in 2022.
Experienced Scaling Up Practitioner blending traditional growth strategy with modern AI and automation solutions.
Former Education Chair for Entrepreneurs’ Organization of Philadelphia, developing learning programs for founders and executives.
Expertise in operational efficiency, marketing strategy, and system design for scaling companies across industries.
Track record of helping leadership teams align around strategy, strengthen execution discipline, and improve cash flow.
Deep experience in integrating AI tools, automation platforms, and process improvements to increase profitability and free leadership bandwidth.
Personal Highlights
Rich is not just a coach looking back on a past career — he is actively building and scaling companies today. The challenges he helps leadership teams solve are the same ones he navigates in his own businesses, meaning his coaching is rooted in solutions that worked last week, not lessons from a decade ago. This “in the trenches” perspective sets him apart from many coaches who either only teach or approach coaching as a retirement chapter.
Beyond business, Rich has always embraced discipline and challenge. At 18, he earned his U.S. Coast Guard Captain’s License, a credential that reflects his methodical approach and ability to lead with confidence under pressure. He’s also a dedicated endurance athlete, having completed five sprint triathlons, and a family man who enjoys time on the water in Florida with his wife and four children. For Rich, coaching isn’t about theory — it’s about applying the same grit, systems thinking, and leadership he practices every day.
Coaching Regions
Canada - Atlantic Region
Canada - Central Canada
Canada - North
Canada - Prairie Provinces
Canada - West Coast
Mexico
US - Midwest
US - Northeast
US - Southeast
US - Southwest
US - West
Industry of Expertise
Accounting/Finance
Banking/Real Estate
Building/Construction
Coaching/Business Consulting
Customer Support
Education/Training
Engineering
Food Services/Hospitality
Installation/Maintenance
Logistics/Transportation
Manufacturing/Production/Operations
Other