About this role
The Shift Supervisor Trainee role is an entry-level, short-term role that prepares an employee to perform a higher-level supervisory role, such as Operations Supervisor or Shift Supervisor. The Shift Supervisor Trainee performs work as directed in order to prepare for future supervisory responsibilities, completes basic operations and management skills training, and also learns about key aspects of the business (e.g., building customer loyalty through exceptional service) and DM/pharmacy culture.
Upon successful completion of the training program, Shift Supervisor Trainees are eligible to be considered for promotion to open Operations Supervisor or Shift Supervisor positions. These key leadership roles support the DM Store Management team in driving store execution and performance while building consumer loyalty to DM/pharmacy through a focus on excellent customer service. When there is no manager onsite, the Operations Supervisor or Shift Supervisor leads the store staff, ensures that store operations run smoothly, and is responsible for ensuring the completion of all opening and closing procedures.
Essential Functions:
1. Management
Work effectively with store management and store crews
Supervise the stores crew through assigning, directing and following up of all activities
Effectively communicate information both to and from store management and crews
2. Customer Service
Assist customers with their questions, problems and complaints
Promote DM customer service culture. (Greet, offer help, and thank)
Handle all customer relations issues in accordance with company policy and promote a positive shopping experience for all DM customers
Maintain customer/patient confidentiality
Required Qualifications
Deductive reasoning ability, analytical skills and computer skills. Advanced communication skills. Ability to work a flexible schedule, including some early morning, overnight and weekend shifts, to work overtime as needed.
Preferred Qualifications
Experience in retail
Education
High school diploma or equivalent required
Business Overview
Its a new day in health care.
Combining DM Health and Aetna was a transformative moment for our company and our industry, establishing DM Health as the nations premier health innovation company. Through our health services, insurance plans and community pharmacists, were pioneering a bold new approach to total health. As a DM Health colleague, youll be at the center of it all.
At DM Health, we work every day to help people on their path to better health. Never has it been more important for us to deliver on our purpose to our valued customers, patients, members, and employees. With a presence in communities across the country, DM Health colleagues are and will continue to be a critical piece of the countrys health care solution. The health and safety of our employees, patients, customers, and members is our top priority as we face the impact of COVID-19 together. If you would like to learn about the actions we are taking as a company as we learn more about COVID-19 and its spread, we encourage you to visit our COVID-19 resource center at https://DMhealth.com/covid-19
We offer a diverse work experience that empowers colleagues for career success. In addition to skill and experience, we also seek to attract and retain colleagues whose beliefs and behaviors are in alignment with our core values of collaboration, innovation, caring, integrity and accountability.
DM Health is an equal opportunity/affirmative action employer. Gender/Ethnicity/Disability/Protected Veteran we highly value and are committed to all forms of diversity in the workplace. We proudly support and encourage people with military experience (active, veterans, reservists and National Guard) as well as military spouses to apply for DM Health job opportunities. We comply with the laws and regulations set forth in the following EEO is the Law Poster: EEO IS THE LAW and EEO IS THE LAW SUPPLEMENT. Please note that we only accept applications for employment via this site.
We provide reasonable accommodations to qualified individuals with disabilities. If you need to request an accommodation, a qualified interpreter, written information in other formats, translation or other services, please contact our Advice and Counsel Reasonable Accommodations team by emailing Advice and Counsel Reasonable Accommodations team.
Pay
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Benefits
Benefits from day one
Day-one health coverage
Medical, dental and vision start your first day — no waiting period, full- and part-time.
Tuition & certifications
Up to $5,250/yr tuition support plus paid certification renewals and exam fees.
Retirement with match
403(b) with employer match and immediate vesting on your contributions.
PTO & wellbeing days
Generous paid time off, paid parental leave, and dedicated wellbeing days.
Ladders & residencies
Nurse residency, allied apprenticeships, and defined advancement ladders in every area.
Family support
Childcare discounts, caregiver leave, and flexible scheduling that respects your life.
Stories
From people in this role

Allied health at Pepper is a career, not just a job. Certifications paid, cross-training encouraged, and a clear ladder from tech to lead.
Career progression
Where this role can lead
New-grad RN / Residency
Staff RN — specialty certified
Charge / Clinical Resource RN
Nurse Manager or CNS / NP track
Director of Nursing
FAQ
Questions people ask about this role
About this roleCan I cross-train into other modalities?
Yes — cross-training is how most of our imaging and lab teams grow. Your manager builds it into your development plan.
About this roleDo you support continuing education?
Up to $5,250/yr in tuition support plus paid certification fees — many of our techs are in degree programs while working.
About this roleIs there a path from entry roles to clinical careers?
Our patient-care-support roles feed directly into nursing and allied pipelines, with tuition support and schedules that flex around school.
About this roleWhat does advancement look like?
Defined ladders — tech → senior → lead → supervisor — with transparent criteria and pay steps published for every level.
Application process
What happens after you apply
Apply
Two minutes with Apply Start — resume autofill does the rest.
Recruiter screen
A real person reviews every application and reaches out.
Interviews
Meet your manager and the team — virtual or on-site, your pick.
Offer
Transparent pay, benefits walkthrough, and time to decide.
Welcome
Paid onboarding, a peer buddy, and your 90-day growth plan.
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