Training Manager

The Training Manager is responsible for executing and supporting training programs for hourly and salaried Team Members across all Pinstripes locations. This role ensures consistent training execution, reinforces operational standards, and supports a strong guest experience through effective onboarding, coaching, and field support.

This position is eligible to be based near any of our Pinstripes locations in Northbrook, IL; Oakbrook, IL; Cleveland, OH; Orlando, FL; Bethesda, MD; Georgetown, DC; or San Mateo, CA. This is a hybrid role, with an expectation of working onsite at the candidate’s nearest Pinstripes location two days per week. The position requires up to 30% travel to other locations as business needs require.

Hospitality experience required.

CORE RESPONSIBILITIES

TRAINING EXECUTION & FIELD SUPPORT

• Lead execution of company training programs across assigned locations
• Execute and reinforce onboarding expectations for hourly team members and managers
• Ensure training materials and standards are updated and consistently followed
• Facilitate in-store training sessions, workshops and hands-on coaching in the field
• Support rollouts execution (menu, beverage, systems, promotions) at the field level
• Reinforce trainer expectations and ensure certification standards are maintained

PROGRAM SUPPORT & DEVELOPMENT

• Evolve and maintaining training materials (SOPs, job aids)
• Provide feedback on training effectiveness and opportunities for improvement
• Help test and pilot new training programs or tools
• Support development pathways (cross-training, certifications)

OPERATIONAL EXCELLENCE

• Reinforce food safety, alcohol compliance, and operational standards
• Conduct field visits to observe training execution and identify gaps
• Partner with GMs and managers to address performance issues through training
• Support new store openings with on-site training execution

COACHING & TEAM DEVELOPMENT

• Coach managers and trainers on effective training practices
• Support development of hourly trainers and shift leaders
• Provide real-time feedback in the field to improve performance
• Help develop certified trainers at each location through quarterly certification classes

CULTURE & ENGAGEMENT

• Reinforce company culture through onboarding and daily interactions
• Model hospitality and brand standards in the field
• Build strong relationships with restaurant teams
• Support engagement and retention through positive training experiences

COMMUNICATION & COLLABORATION

• Partner with Operations, Culinary, Beverage, Marketing and HR teams to ensure training alignment
• Communicate rollouts expectations clearly to field teams
• Participate in training calls and meetings
• Share field feedback and insights with leadership

SYSTEMS & ORGANIZATION

• Maintain organized training materials and documentation
• Utilize training tools (LMS, guides, checklists) to effectively track completion and follow-up on training initiatives
• Stay organized with rollout timelines and priorities
• Computer/application experience (Word, Excel, etc.)

What's in it for you:

• Benefit Package
• Medical, dental and vision insurance
• Health Savings Account option – including company HSA contribution
• 401K
• Flexible Spending Accounts
• Employee Assistance Program
• Company provided Short Term Disability Insurance
• Company provided Long Term Disability Insurance
• Flexible Paid Time Off
• Voluntary benefits – LifeLock Protection, Pet Insurance, Accident and Critical Illness offerings
• Opportunities for Growth and Advancement
• Discounts on Food, Beverage and Activities

Compensation: $75,000 - 95,000 annually