Michelle founded Oscar and Osborne on a simple but powerful belief: clarity builds trust, and trust scales. That philosophy drives the firm's mission: Contract Management, Elevated.

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With over 20 years of leading commercial and government contract management across diverse categories, including Technology, Healthcare, Finance, Telecommunications, and Professional Services, Michelle brings a uniquely holistic perspective to both customer and vendor engagements. Her career contract portfolio is valued at over $3 billion, delivering results that matter: 80% reduction in vendor onboarding time, 72% improvement in risk management efficiency, and accelerated contract review cycles through strategic CLM integration. Michelle recognized a gap in how small and mid-sized businesses approach contract management. While large corporations invest heavily in legal technology and governance systems, smaller organizations often lack access to scalable, affordable expertise, leaving them vulnerable to compliance risks, inefficiencies, and missed opportunities.

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This realization inspired the creation of Oscar and Osborne, offering every business the tools and frameworks to manage contracts with the same precision as global enterprises.​​ ​Known for her cultural competency and ability to build trust across diverse teams and stakeholders, Michelle blends strategic rigor with emotional intelligence. Her approach ensures contracts serve not just legal and operational goals, but human ones, too.

 

We offer CMaaS for organizations navigating complex vendor ecosystems and high value agreements, helping clients build contract strategies that are transparent, resilent, and built to last.