Overview
Retail Trainer Jobs in Milford, CT at Hirewell
Title: Retail Trainer
Company: Hirewell
Location: Milford, CT
Retail Field Trainer
Locations:
- Milford, CT (supporting retail locations across Connecticut)
- Massapequa, NY (supporting retail locations across Long Island)
Travel: Regular travel to assigned retail locations (approx. 10–12 sites)
Overview
We are seeking two dynamic and engaging Retail Field Trainers to support onboarding and ongoing development for retail employees across designated territories. This role is highly interactive and field-based, focused on delivering impactful training experiences that set employees up for success.
The ideal candidate is passionate about coaching, enjoys working in a fast-paced retail environment, and thrives in a role that combines in-person facilitation with hands-on support.
Key Responsibilities
- Own and deliver the first 12 weeks of onboarding for new retail employees
- Facilitate engaging in-person and virtual training sessions, including classroom-style and on-the-job training
- Deliver structured induction programs to all new hires across retail locations
- Provide 1:1 coaching, mentorship, and follow-up training to reinforce learning
- Evaluate training effectiveness and ensure employees meet required performance benchmarks
- Conduct training needs analysis to identify skill gaps and development opportunities
- Partner with internal stakeholders to support the rollout of training content and initiatives
- Assist in maintaining and updating eLearning content within the LMS (Dichebo)
- Ensure all training materials, records, and documentation are accurate and up to date
- Provide timely and actionable feedback to line managers on employee progress
- Maintain training environments that are organized and conducive to learning
- Support additional training or operational initiatives as needed
Role Structure & Environment
- Field-based role with a mix of:
- Traveling to retail locations
- Hosting training sessions at designated sites
- Primarily in-person facilitation, with some virtual components (webinars, coaching calls)
- Flexible scheduling based on training needs (occasional evenings/weekends may be required)
- Covers approximately 10–12 retail locations per trainer
Qualifications
- 1+ years of experience in training, facilitation, teaching, or coaching
- Strong presentation and communication skills
- Experience delivering in-person and/or 1:1 training
- Ability to engage diverse audiences in a retail or customer-facing environment
- Highly organized with strong attention to detail
- Comfortable with travel and managing a flexible schedule
- Experience with LMS platforms (preferred, not required)
- Background in retail, hospitality, or education is a plus
- Open to candidates with teaching or coaching backgrounds transitioning into corporate training
