Cheryl H.

About

I’m a Product, Program, and Revenue Operations leader who specializes in turning complexity into clarity across cross-functional teams. I’m known for enabling people and systems to perform at scale — unblocking execution, operationalizing strategy, and helping teams make confident, data-driven decisions in ambiguous environments. Colleagues and leaders consistently describe me as a trusted partner who brings structure to chaos and elevates execution across teams. My experience spans healthcare, SaaS, and performance-driven client environments, where I’ve partnered closely with Product, Marketing, Sales, and Customer organizations. I bring a strong revenue and risk-aware lens to operational decisions, balancing efficiency, customer impact, and long-term scalability. What differentiates my work is the combination of analytical rigor and high emotional intelligence. I communicate clearly across audiences, build trust quickly, and approach complex problems with precision and intent. I do my best work in environments where execution, accountability, and continuous improvement drive measurable outcomes — particularly when the work directly impacts revenue, retention, and customer experience.

Experience

• Senior Performance Manager · Dealer Inspire / Cars.com03-01-2022 –

  Partner with leadership by strategizing on client escalation and conflict resolution; Own and optimize a digital portfolio; Developed and deployed internal resource hub on successful client strategies; Led cross-functional projects with marketing, development, and Tier 1 teams; Spearheaded tracking of OTT campaign waste and client transitions; Delivered user acceptance testing (UAT) for Salesforce process enhancements; Recognized with awards for cross-team leadership and process contributions.

• Performance Manager · Dealer Inspire / Cars.com07-01-2020 – 03-01-2022

  Proactively conduct monthly performance reviews for clients affiliated with a range of international brands; Maintained $72K+ monthly recurring revenue through analytical performance reviews and campaign strategy; Advised on performance insights and optimization strategies, driving improved client outcomes; Selected by VP to serve as brand advisor and advocate for Agile practices across the organization.

• Contractor - Digital Consultant · Independent Contractor03-01-2020 –

  Monitor and maintain social media strategies for small businesses; Launched SEM and SEO strategies for small businesses; Designed reporting structures and campaign recommendations based on performance metrics.

• Advertising Performance Manager · Dealer Inspire02-01-2017 – 03-01-2020

  Built effective business relationships through strategic planning, budget management, and success-oriented partnerships; Continuously optimized strategy for multi-channel advertising; Optimized multi-channel advertising strategies for clients, managing $35K/month in ad spend with 99% efficiency.

• Business Coordinator · Blue Cross Blue Shield09-01-2016 – 02-01-2017

  Established and verified account information for small businesses in multiple states with varied legal regulations; Mediate risk and generate revenue through account growth.

• Therapist and Owner · Cheryl Holland Music Therapy08-01-2011 – 09-01-2016

  Marketed services to clients through home, school, and clinic-based settings; Managed school, clinic, and home-based services; Mentored and trained students and interns on interdisciplinary team; Created and implemented data-backed treatment plans.

Education

• Northwestern UniversityBachelor's Degree, Music Performance

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