VP, Operations

C
CheckmateRestaurant tech, SaaS
Workable workplace: remote; Workable locations: United StatesFull-TimeVp
Salary not disclosed
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Job Details

Experience
10+ years of progressive operational leadership experience in a tech/SaaS environment
Required Skills
Project ManagementCross-functional Team LeadershipSaaS

Requirements

  • Bachelor's degree in Business, Computer Science, or a related field.
  • 10+ years of progressive operational leadership experience in a tech/SaaS environment.
  • Experience in restaurant tech, foodtech, or e-commerce delivery platforms is preferred.
  • Demonstrated success leading cross-functional, multi-region teams, including US- and India-based organizations.
  • Strong technical aptitude and experience interfacing with Engineering, Product, and Technical Account Management teams.
  • Experience with executive-level customer communication, crisis management, and service performance improvement.
  • Experience using operational metrics such as CSAT, SLAs, and time-to-onboard to improve performance.
  • Operational leadership experience in high-growth, mid-sized SaaS environments.
  • Strong project management, prioritization, and organizational skills.
  • Ability to identify systemic issues and build scalable solutions.

Responsibilities

  • Define and execute the operational strategy for Checkmate’s post-sale service organization.
  • Lead, mentor, and scale the team across the US and India.
  • Optimize onboarding and menu management workflows for efficiency, speed, and consistency.
  • Own post-sale customer satisfaction, service delivery metrics, and operational performance standards.
  • Act as executive sponsor and escalation point for key customers, resolving complex enterprise issues.
  • Drive strategies to improve customer retention, reduce onboarding time-to-value, and ensure service continuity.
  • Use AI-driven analytics to identify churn risks, customer friction, and opportunities to improve resolution times.
  • Build agents and workflow automations across operations.
  • Oversee Technical Account Management and partner with Engineering and Product on customer feedback and technical resolutions.
  • Design scalable operational playbooks and drive cross-departmental alignment and process compliance.
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