Checkmate Services
Restaurant Tech Associate Director Project Management
Checkmate Services, New York, New York, us, 10261
The Associate Director of Project Management plays a strategic and operational leadership role in guiding critical, cross-functional initiatives. Reporting to the Director or VP of Project Management, this individual will lead a team of project managers, ensure the delivery of enterprise-level programs, and optimize project execution across technical and business teams.
This is a high-impact position requiring exceptional leadership, stakeholder management, and process design in a fast-paced, evolving environment.
Essential Job Functions:
Lead and mentor a team of project and program managers responsible for initiatives across technology, partnerships, and customer operations Oversee the planning, tracking, and execution of complex projects related to product deployment, integrations, platform enhancements, and partner onboarding Collaborate closely with engineering, product, partnerships, and support teams to align project execution with business goals Build and optimize project governance frameworks, tools, and performance metrics Act as a thought partner to senior leadership on project prioritization, risk mitigation, and capacity planning Ensure consistent reporting and visibility into project status, blockers, and resource allocation Help standardize and scale project management methodologies across teams (Agile, hybrid, or waterfall as needed) 100 % Remote
$135,000 to $150,000
Requirements
7-10 years of experience in project/program management roles, ideally with 2+ years managing project teams Strong background in SaaS, restaurant tech, or a comparable fast-moving industry Experience managing large, cross-functional projects or programs with technical and operational complexity Familiarity with common PM tools (e.g., Jira, Asana, Monday.com, Smartsheet) Excellent written and verbal communication skills for executive and technical audiences PMP, CSM, or equivalent certification preferred Preferred Qualifications
Experience in restaurant, food tech, or hospitality systems (e.g., POS platforms, delivery APIs) Exposure to working with enterprise restaurant groups or large-scale implementation projects Proven ability to improve team performance, delivery speed, and cross-functional coordination Benefits
Health Care Plan (Medical, Dental & Vision) Retirement Plan (401k) Life Insurance (Basic, Voluntary & AD&D) Flexible Paid Time Off Family Leave (Maternity, Paternity) Short Term & Long Term Disability Training & Development Work From Home Stock Option Plan
This is a high-impact position requiring exceptional leadership, stakeholder management, and process design in a fast-paced, evolving environment.
Essential Job Functions:
Lead and mentor a team of project and program managers responsible for initiatives across technology, partnerships, and customer operations Oversee the planning, tracking, and execution of complex projects related to product deployment, integrations, platform enhancements, and partner onboarding Collaborate closely with engineering, product, partnerships, and support teams to align project execution with business goals Build and optimize project governance frameworks, tools, and performance metrics Act as a thought partner to senior leadership on project prioritization, risk mitigation, and capacity planning Ensure consistent reporting and visibility into project status, blockers, and resource allocation Help standardize and scale project management methodologies across teams (Agile, hybrid, or waterfall as needed) 100 % Remote
$135,000 to $150,000
Requirements
7-10 years of experience in project/program management roles, ideally with 2+ years managing project teams Strong background in SaaS, restaurant tech, or a comparable fast-moving industry Experience managing large, cross-functional projects or programs with technical and operational complexity Familiarity with common PM tools (e.g., Jira, Asana, Monday.com, Smartsheet) Excellent written and verbal communication skills for executive and technical audiences PMP, CSM, or equivalent certification preferred Preferred Qualifications
Experience in restaurant, food tech, or hospitality systems (e.g., POS platforms, delivery APIs) Exposure to working with enterprise restaurant groups or large-scale implementation projects Proven ability to improve team performance, delivery speed, and cross-functional coordination Benefits
Health Care Plan (Medical, Dental & Vision) Retirement Plan (401k) Life Insurance (Basic, Voluntary & AD&D) Flexible Paid Time Off Family Leave (Maternity, Paternity) Short Term & Long Term Disability Training & Development Work From Home Stock Option Plan