Founder Experience & Key Accomplishments

Randy Zahora – Founder & Managing Partner, Pinnacle Shift Partners

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Randy Zahora is a serial entrepreneur, operator, and strategic advisor with more than 30 years of experience building, scaling, restructuring, and exiting businesses across multiple industries. His career has been defined by one consistent focus: helping organizations break through growth ceilings by redesigning how they operate, sell, and scale.

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Unlike many advisors who come from purely academic or consulting backgrounds, Randy’s expertise was forged inside real businesses—under real constraints—with real payrolls, customers, and consequences. He has founded, acquired, scaled, and sold multiple companies, often growing them from zero to multi-million-dollar enterprises without outside financing.

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Operator First. Advisor Second.

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Randy began his entrepreneurial journey in the early days of personal computing, with ownership stakes in PC networking and services companies and early PC clone manufacturing operations—well before the Dell era. From there, his experience expanded into enterprise workflow software serving Fortune 500 organizations, high-end residential construction in California and Illinois, home automation and commercial AV, import-export, options trading, and automotive customization businesses.

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One of his most notable achievements includes scaling a custom automotive business nearly five times the revenue in just 12 months by restructuring operations, tightening procurement, and realigning sales strategy—without adding unnecessary complexity or headcount.

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Across his career, Randy has repeatedly grown companies at sustained rates of 50%+ annually, bootstrapped organizations from startup to 135 employees, and established operations in Chicago, Denver, Los Angeles, London, and Dubai.

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Enterprise Perspective Without Enterprise Bloat

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After selling his second company to a $2B publicly traded organization, Randy served as Chief Marketing Officer, where he led the post-acquisition integration of 39 companies over three years. His role was not just branding—it was alignment. He unified disparate cultures, messaging, and go-to-market strategies across more than 20,000 employees into a single, coherent operating narrative.

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This experience gave him a rare vantage point: understanding how both entrepreneurial and enterprise organizations succeed—and where they fail when growth outpaces structure.

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What Randy Brings to Clients

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Randy’s work today centers on helping CEOs, Presidents, and Owners identify what used to work—but no longer does—and then redesign their business accordingly. His specialties include:

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• Breaking founder-driven growth ceilings

• Revenue acceleration paired with profit expansion

• Customer and relationship profitability analysis

• Operational redesign for scale

• Pre-exit positioning and value maximization

• AI-enabled workflow and decision-making transformation

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Clients value Randy for his directness, pattern recognition, and ability to simplify complexity without dumbing it down. He doesn’t sell theory. He brings clarity, structure, and momentum.

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A Different Kind of Partnership

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At Pinnacle Shift Partners, Randy works with a limited number of motivated organizations each year—leaders who are serious about growth, open to change, and ready to challenge the assumptions holding their business back.

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If your company feels capable of more—but stuck by its current structure, habits, or leadership load—this is usually the moment where the right outside perspective changes everything.