Retail Group Supervisor

Alterra Mountain Company; Winhall (VT); On-site; USD 30,000 - 33,000; Full time

Benefits offered by this job

Employee pass

Season passes

IKON pass

Discounted memberships

Childcare rates

Retail discounts

Friends & family

Onsite clinic

Health benefits

401(k) plan with company match

Discounted tuition plan

Paid parental leave

Paid sick time

Job summary

Stratton Mountain Resort is seeking a Retail Group Supervisor to lead multiple retail locations, ensuring high service standards and sales goals. You will assist with staffing, scheduling, training, and inventory, while modeling professionalism and accountability across all stores.

The role is full-time year-round with a competitive hourly range and benefits. Evening, weekend, and holiday hours are required to succeed in this fast-paced environment.

Qualifications

• High School Diploma or equivalent required.
• 1–2 years of retail and cash-handling experience.
• Prior lead or supervisory experience preferred.
• Familiarity with MS Office and POS/retail systems.

Responsibilities

• Oversee daily operations across multiple retail locations.
• Lead, coach, and provide feedback to front-line staff.
• Prepare weekly staff schedules and assist payroll.
• Ensure cash handling accuracy and store security.
• Deliver outstanding guest service and maintain brand standards.
• Assist in recruiting, onboarding, and training.
• Oversee inventory, merchandising, and vendor relations.
• Maintain safety and collaborate across departments.
• Support visual merchandising and communicate updates.

Skills

Retail cash-handling

Leadership

Guest service

Communication

Education

High School Diploma or equivalent

Tools

Microsoft Office

POS systems

Job description

Year Round At Stratton, we are a team of people who work extremely hard and take our jobs very seriously, without forgetting how to laugh and have fun. We choose people that display the talent and attitude that exemplify the high level of service our guests expect and deserve. Our vision is to be A BOLD MOUNTAIN COMMUNITY CULTIVATING EXTRAORDINARY EXPERIENCES. BESIDES GETTING PAID TO WORK AT AN INCREDIBLE RESORT, WHAT'S IN IT FOR YOU? Stratton's team members are rewarded with job experience, opportunities for career advancement and some great lifestyle perks (eligibility based on employee type).

• Alterra Mountain Company Employee Pass - free lift access & discounts at Alterra resorts
• Free or discounted multi-resort dependent season passes
• Free or discounted IKON pass
• Discounted golf & fitness center memberships
• Employee childcare rates & discounted seasonal programs
• Retail + F&B discounts
• Friends & family tickets
• Onsite medical clinic
• Medical, dental, vision, life, disability, EAP, HSAs, & FSAs
• 401(k) plan with company match
• Discounted tuition plan
• Paid parental leave
• Paid sick time, FTO, Vacation
• Additional perks & benefits for year round employees

Position Summary

The Retail Group Supervisor supports the daily operations and guest service performance of multiple Stratton Mountain Resort retail locations. This role provides hands-on leadership to frontline retail teams, ensuring efficient store operations, adherence to Stratton’s service standards, and achievement of sales goals. The Retail Group Supervisor assists the Group Manager with staffing, scheduling, training, and inventory oversight, while modeling professionalism and accountability across all locations. This is a benefit eligible, full-time year-round role. The compensation range for this position is $22.00 - $24.00/hour, based on experience.

Essential Duties

• Support the execution of daily operations across multiple retail locations, ensuring consistent service and operational excellence.
• Supervise and assist retail associates during shifts; provide direction, coaching, and real-time feedback to maintain productivity and service quality.
• Create and manage weekly staff schedules; review and verify timecards and assist with payroll processes.
• Ensure accurate cash handling procedures, store security, and protection of assets and inventory.
• Deliver and model exceptional guest service, maintaining a friendly and engaging environment in all stores.
• Communicate clearly and professionally with team members, management, and guests to ensure smooth daily operations.
• Participate in recruiting, onboarding, and training of new team members; assist in conducting performance evaluations.
• Support staff development through consistent coaching, mentoring, and participation in training sessions.
• Oversee inventory management functions including counts, reconciliation, transfers, and loss prevention.
• Engage with guests to identify product needs and feedback; collaborate with buyers and managers on inventory and merchandising adjustments.
• Maintain strong working relationships with vendors, peers, and other departments to support overall resort retail objectives.
• Monitor compliance with safety policies and promote a culture of workplace safety and accountability.
• Assist with visual merchandising and ensure that presentation standards reflect brand and resort expectations.
• Attend meetings, communicate operational updates, and help align team goals with department and resort objectives.

Qualifications, Knowledge, Skill and Ability Requirements

• High School Diploma or equivalent required.
• Minimum 1–2 years of retail and cash-handling experience required.
• Prior experience in a lead or supervisory role preferred.
• Strong leadership and communication skills, with the ability to motivate and guide teams.
• Excellent guest service and problem‑solving abilities.
• Organized, reliable, and detail-oriented, with the ability to manage multiple priorities.
• Familiarity with Microsoft Office Suite and comfort learning new POS or retail systems.

Travel Requirements

Occasional local or regional travel may be required for training, meetings, or vendor relations.

Physical Demands and Working Conditions

This position will require evening, weekend and holiday hours. To perform this job successfully, an individual must be able to perform each essential duty satisfactorily with or without reasonable accommodations.

An Equal Opportunity Employer

An Equal Opportunity Employer At Stratton, we are a team of people who work extremely hard and take our jobs very seriously, without forgetting how to laugh and have fun. We choose people that display the talent and attitude that exemplify the high level of service our guests expect and deserve. Our vision is to be A BOLD MOUNTAIN COMMUNITY CULTIVATING EXTRAORDINARY EXPERIENCES. E-Verify Participation Right to Work