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Senior Specialist - Retail Training

Location:New York City

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In short

As a Senior Specialist Retail Training, you will play a key role in shaping the retail training landscape across the East Coast stores. Based in New York, you’ll work closely with Store Leaders, In-Store Trainers, and the East Coast Area Lead to implement learning strategies that drive business results and a premium customer experience. You will report directly to the Retail Training Lead - Americas. With an elevated level of autonomy, you’ll oversee training initiatives across a broader territory, independently managing priorities, executing programs, and directly supporting the growth and performance of our store teams. You’ll act as a strategic partner in fostering a high-performance culture through meaningful training interventions, both in-person and via digital platforms, while traveling regularly to stores across your assigned region.

Your Mission

  • Manage the end-to-end execution of the area training strategy across East Coast stores, ensuring consistency, alignment, and impact
  • Develop and design a strategic training calendar aligned with business goals, product launches, seasonality, and Premium Customer Service excellence initiatives ensuring relevance and scalability
  • Lead the New Store Opening (NSO) and Permanent Store onboarding process ensuring seamless organisation, facilitator coordination and powerful delivery- adjusting as needed to maximise impact
  • Provide ongoing coaching and mentorship, developing key behaviors that elevate premium customer service standards and elevated rituals in partnership with the In-Store Trainers and store teams to enhance their performance and impact
  • Assess and track store performance, identify capability gaps, and prioritize training needs in collaboration with Area and Store Leaders through our eLearning platform and other training programs
  • Facilitate high-impact training sessions across formats: in-store, classroom, and virtual
  • Act as a cultural carrier and change agent that is representative of On’s Spirits, culture of learning and development, and overarching mission across your region
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    Your story

    • 4–5 years of experience in a retail training manager or area-level L&D role, with increasing levels of scope and responsibility
    • Proven track record of leading successful training initiatives across an area with multiple store locations
    • Comfortable working autonomously, managing time, priorities, and travel schedules independently
    • Skilled in facilitating learning for diverse retail audiences through in-person, digital, and hybrid formats
    • Strong data literacy — able to interpret performance metrics and learning feedback to inform training actions
    • Passionate about talent development, with a hands-on, collaborative, and coaching-focused approach
    • Creative and adaptable — able to develop impactful content with available tools (e.g., Google Suite, Digital Apps)
    • Highly organized, proactive, and capable of managing multiple projects across locations simultaneously
    • Excellent communication and interpersonal skills; fluent in English (Spanish is a plus)
    • Willing and able to travel extensively within the East Coast and occasionally may need to travel within and outside the US (up to 40%)
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    About the Team

    You’ll be part of a collaborative regional training team, reporting to the Retail Training Lead Americas. You will be working closely with the Area Leader to drive training excellence across stores on the East Coast serving as the primary training point of contact for your territory. You will be partnering directly with store teams, In-Store Trainers, and cross-functional partners to bring global and regional training strategies to life.

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    Maria

    Retail Merchandising and Sales Planning Senior Lead

    We think outside the box when we're hiring. Don't think about what you were doing before. Think about what we can improve every day. We're incentivized to make mistakes, to fix them, to be open about it and help each other.
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    What we offer

    On is a place that is centered around growth and progress. We offer an environment designed to give people the tools to develop holistically – to stay active, to learn, explore and innovate. Our distinctive approach combines a supportive, team-oriented atmosphere, with access to personal self-care for both physical and mental well-being, so each person is led by purpose.

    Typical cash compensation range for this position inclusive of base + bonus: $99,000-$110,000. Individual compensation packages are based on various factors unique to each candidate including experience, industry knowledge, qualifications, skill set, and location. Certain roles may be eligible for equity compensation in addition to cash compensation. At On we understand cash compensation is just one piece of your total rewards package.

    In addition to cash compensation, On offers a competitive benefits package including medical, dental, and vision benefits, along with a industry leading PTO package, and competitive 401k program. Additional perks and benefits include: 11 paid US holidays, corporate office closure between Christmas and New Year, and a plethora of product perks!

    On is an Equal Opportunity Employer. We are committed to creating a work environment that is fair and inclusive, where all decisions related to recruitment, advancement, and retention are free of discrimination. We are requesting that you provide sensitive demographic information such as gender identity and race/ethnicity to help us ensure that we are creating equitable and fair experiences for all potential future team members. You are not required to provide this demographic information and this information will in no way impact your eligibility for hire.

    Build the better you

    What to expect

    We want to set everyone up for success, so here’s the lowdown on how we hire. Our process is a two-way street – bringing you into our culture, while helping us learn how you think.

    Our full process can last about eight weeks from application to offer, because we care about getting it right. These steps explain how we usually do things.

    Before you get started, feel free to consider if you want to work with us. Strange question? Well, we give people a lot of space to navigate their day-to-day and that style isn't for everyone. We want you to be passionate about what you do and be sure this is the right fit. Because when skills and passion combine – it creates that 'Wow' moment.