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Cindy ConklinCC
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Cindy Conklin

@cindyconklin

Professional Services and Customer Success Executive driving ARR growth, retention, and post-sale team performance.

United States
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What I'm looking for

I seek a senior Customer Success role where I can drive ARR growth, retention, and cross-functional strategies, partner with executives, and scale post-sale operations.

I am a Customer Success and Professional Services executive with proven ownership of $15M+ ARR portfolios and experience leading post-sale teams of 8–20 people across healthcare and higher education SaaS. I architected scalable health scoring, renewal frameworks, and role-based Salesforce dashboards that improved renewal predictability, measurably increased services revenue, and strengthened executive-level relationships.

I led a 75% increase in services revenue within 12 months, implemented NPS/CSAT improvement programs, and partnered cross-functionally with Sales, Product, and Delivery to drive expansion and adoption. I bring structured account planning, budget and resource management, and a PMP-backed project management approach to reduce risk and accelerate time-to-value for enterprise and mid-market clients.

Experience

Work history, roles, and key accomplishments

OS

Director of Customer Success

OnShift (ShiftKey)

Jan 2022 - Jan 2025 (3 years)

Owned Customer Success strategy across multiple product lines managing a $15M ARR portfolio; improved renewal predictability with structured success plans, implemented customer health scoring and at-risk workflows, and built Salesforce dashboards to surface churn risk.

JE

Director of Customer Success

Jenzabar

Jan 2020 - Jan 2022 (2 years)

Directed a 20-person post-sale organization and increased services revenue 75% within 12 months by instituting structured account planning, lifecycle engagement, and new service offerings informed by usage analytics.

JE

Senior Project Manager

Jenzabar

Jan 2010 - Jan 2019 (9 years)

Led large-scale ERP and SaaS implementations, managing budgets, timelines, integrations, and executive communications while identifying and closing add-on service opportunities across concurrent projects.

Education

Degrees, certifications, and relevant coursework

Central Connecticut State University logoCU

Central Connecticut State University

Bachelor of Science, Business Management

Bachelor of Science in Business Management focused on foundational business principles and management practices.

Project Management Institute logoPI

Project Management Institute

Project Management Professional (PMP), Project Management

Earned the Project Management Professional (PMP) certification demonstrating competence in project management processes and practices.

Tech stack

Software and tools used professionally

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