Connor Jonas

Leading CS Ops @ Sayari πŸš€ | Customer Success Strategist πŸ€“ | Operational Excellence Advocate ⭐️ | Hyper-growth SaaS πŸͺ΄ | MBA πŸŽ“

Scottsdale, Arizona, United States

About

As the Director, Customer Success Operations and Strategy at Sayari, I lead the global vision, strategy, planning, prioritization, and execution of operational outcomes for all Customer Success teams. With over ten years of experience in hyper-growth SaaS, I have a passion for driving customer satisfaction, retention, and revenue growth through strategic operations. My core competencies include KPI reporting, compensation structures, leadership, change readiness, and Gainsight administration. I am a certified Gainsight NXT Associate Administrator and a MBA graduate with a focus on marketing. I thrive in fast-paced, remote environments, delivering exceptional results as a dependable team player. My mission is to enable and empower Customer Success teams to achieve their goals and delight their customers.

Experience

  • Director, Customer Success Operations & Strategy at Sayari
    Sep 2025 - Present Β· 11 mos

    πŸ“Š Own renewal forecasting and reporting for the Customer Success org, including the RAG health process, forecast roll-up, and segment-level ARR reconciliation across the renewal book. βš™οΈ Serve as the primary CS Ops owner, architecting the team's systems and workflows end-to-end from Gainsight platform build-out (health scoring, CTAs, playbooks) to Salesforce data integrity. πŸ’° Manage compensation and quota infrastructure for the CS org, owning the renewals commissions process, comp policy documentation, and regular quota/baseline audits. 🀝 Partner cross-functionally with RevOps, Sales, Deal Desk, Finance, and CS leadership to translate operational needs into scalable process and clear policy. πŸ€– Design AI-powered agents and automations to streamline forecasting, QBR prep, and reporting bringing efficiency to high-volume operational work. πŸ—ΊοΈ Lead strategic planning initiatives including territory and pod modeling, post-sale customer journey mapping, and go-to-market coverage analysis. πŸ“ˆ Build the data and reporting foundation that gives CS leadership visibility into portfolio health, renewal risk, and account ownership across the book of business.

  • Senior Manager, Customer Success Strategy & Operations at ClickUp
    Feb 2023 - Sep 2025 Β· 2 yrs 8 mos

    πŸ“‘ Built and implemented and optimized ClickUp as a Customer Success CRM, enhancing cross-functional visibility and communication across customer-facing teams. πŸ“Š Led monthly and quarterly business reviews, analyzing performance, highlighting wins, identifying improvement areas, and tracking OKR progress. πŸš€ Helped post-sales teams scale from $125m ARR to $300m ARR and improve GDR from 70% to 84%. πŸ“ˆ Developed and launched customer health score metrics and automated playbooks, driving proactive engagement and improving retention. πŸ” Stood up the first churn & contraction forecasting process, achieving forecast accuracy within Β±5% of actualized results at lock. πŸ”„ Designed a scalable account coverage model to optimize engagement and align with organizational goals. ⚠️ Directed risk management initiatives, establishing robust analysis frameworks that informed decision-making and reduced churn. πŸ“ Standardized dedicated and digital playbook templates, ensuring consistent and efficient customer success initiatives. πŸ› οΈ Implemented tools, processes, and tracking systems to enhance visibility into CSM performance and engagement activities.

  • Senior Customer Success Strategy & Operations Lead at GoTo
    Feb 2022 - Jan 2023 Β· 1 yr

    πŸš€ Led Customer Success Operations strategy, driving global initiatives across analytics, product, and program management. 🎯 Shaped and executed strategic themes and core initiatives, ensuring alignment with global customer success and go-to-market strategies. πŸ“Š Enhanced reporting accuracy and transparency, improving dashboard maintenance to enable data-driven decision-making. πŸ’° Designed and managed the Customer Success bonus program, aligning incentives with key performance metrics to drive organizational success. 🀝 Orchestrated cross-functional collaboration, connecting Customer Success with Sales Operations, Analytics, Product, and Finance teams. πŸ”„ Led change management for Gainsight migration, streamlining operations and enhancing platform capabilities to support strategic growth.

  • Owner + Fiber Artist at Hatch & Hand
    Feb 2019 - Dec 2022 Β· 3 yrs 11 mos

    🎨 Founder and Fiber Artist, managing all aspects of business operations from creation to customer experience. πŸ“’ Directed marketing and sales, driving brand growth and revenue. πŸ’Ό Handled administrative tasks, ensuring smooth inventory, order fulfillment, and financial management. 🀝 Fostered customer relationships, providing exceptional service. πŸ“Š Optimized workflows and processes, enhancing productivity and scalability. πŸš€ Applied strategic planning and adaptability, skills transferable to corporate operations and cross-functional collaboration.

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    • Customer Success Operations Program Manager
      Jan 2021 - Feb 2022 Β· 1 yr 2 mos

      πŸš€ Orchestrated Gainsight system administration priorities, enhancing digital success and streamlining operations. πŸ“Š Led multiple concurrent projects, balancing scope, strategy, and execution with agility. πŸ”„ Curated and optimized end-to-end Customer Success workflows, ensuring seamless adoption and readiness. βš™οΈ Contributed to the configuration, deployment, and administration of Gainsight, managing reports, dashboards, playbooks, templates, data designer, rules, surveys, programs, journey orchestrator, layouts, and customer health scoring. πŸŽ“ Spearheaded Gainsight user adoption initiatives, conducting training sessions, office hours, workflow documentation, release management, and global communication to drive operational excellence.

    • Sr. Customer Success Manager
      Jan 2018 - Jan 2021 Β· 3 yrs 1 mo

      πŸš€ Navigated a flexible role balancing customer management and Customer Success operations, driving efficiency and engagement. πŸ“§ Executed proactive and automated email campaigns to boost feature adoption and enhance customer engagement. πŸ”„ Designed and launched strategic account triggers and playbooks, improving the customer lifecycle experience. πŸ“Š Supported Gainsight health score testing and launch initiatives, ensuring CSMs had the right tools for effective customer management. 🎯 Optimized CSM performance metrics by refining quarterly KPI adjustment processes. πŸ› οΈ Led quarterly CSM account hygiene and transitions programs, ensuring data accuracy and smooth customer handoffs. πŸ‘₯ Served as a Team Lead, conducting interviews, mentoring, and overseeing CSM onboarding. πŸŽ“ Created and facilitated 1:many live training programs, fostering team skill development and continuous learning.

    • Customer Success Manager
      Feb 2017 - Jan 2018 Β· 1 yr

      πŸš€ Managed product training, onboarding, and enablement, ensuring customers had the knowledge and resources to maximize value from the platform. πŸ“§ Executed lifecycle outreach campaigns, driving product adoption and strengthening post-sale customer relationships. πŸ”„ Supported Customer Success operations, contributing to workflow improvements that enhanced team efficiency and productivity. πŸ“Š Assisted with Gainsight health score testing and implementation, ensuring CSMs had the right insights for proactive customer management. 🎯 Helped optimize CSM performance metrics by supporting quarterly KPI adjustments. πŸ› οΈ Facilitated account hygiene and transition programs, ensuring smooth customer handoffs and data accuracy. πŸ‘₯ Provided mentorship and onboarding support for new CSMs, fostering team growth. πŸŽ“ Created and participated in 1:many live training programs, improving customer and internal team education.