Tailored Clothing Leader

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Tailored Clothing Leader

Reports To:Store Leader
Location:Bloor St. Toronto

Your Style Your Career

Harry Rosen is a proudly Canadian born and raised retailer of fine quality menswear with store locations across the nation. We have been specializing in luxury menswear for over 70 years and have been officially recognized as one of Canadas Best Managed are committed to developing retail professionals who love retail and have the passion and ability to inspire exceptional service.

We are looking for a Tailored Clothing Leader to join our Store this role youll be responsible for:

TheTailored Clothing Leaderexists todrive performance and sales resultsin tailored clothing and made-to-measure by building capability confidence and consistency across the team.

Through hands-on coaching training and one-on-one partnership with advisors this role focuses on teaching the skills and habits that lead to stronger conversion higher productivity and an elevated client experience.

By combining product mastery with leadership in service execution the Leader ensures every advisor is equipped to confidently introduce and sell tailored clothing and MTMdelivering measurable growth for the store and reinforcing Harry Rosens position as the leader in this space.

As part of thestores core leadership team the Tailored Clothing Leader also contributes to the overall success of the business-supporting daily operations carrying store keys and modeling the selling culture by maintaining personal selling activity to keep their own skills sharp and connected to clients and the floor.

Key Responsibilities

1. Sales Leadership & Business Growth

• Drive the storestailored clothing and MTM sales performance partnering with advisors to strengthen results through skill-building coaching and live selling support.

• Lead by example throughpersonal selling and client engagement ensuring firsthand understanding of client expectations product evolution and team challenges.

• Analyze sales trends advisor skills and missed opportunities toidentifygaps and drive continuous improvement.

• Monitor andimpactresults in:

• MTM order accuracy

• Client penetration of tailored sales(percentage of clientspurchasingtailored clothing or MTM)

• Develop and implementprograms to support underperformersin becoming achievers through focused training partnership and accountability.

• Work closely withtop performersto further expand their MTM and tailored businessleveragingthem as role models and peer coaches to raise the overall bar of performance in the store.

• Collaborate with Central Office vendor partners and store leadership to maximize event performance trunk show results and seasonal MTM initiatives.

• Provide ongoing reporting and insightsonperformance highlighting opportunities to improve productivity client outcomes and team execution.

2. Training Coaching & Performance Development

• Deliver structuredtraining sessions one-on-one coaching and skills evaluationsfocused on tailored clothing and MTM selling excellence.

• Build advisor confidence by reinforcing ourClothesmanshipstandards and the technical and service aspects of fitting garment knowledge and relationship-based selling.

• Partner with Sales Leaders CELs and DSAs to ensure advisors are trained on brand-specific product knowledge and craftsmanship details.

• Develop clear learning paths for bothunderperformers and high performers ensuring growth at every level of the team.

• Create a culture of continuous learning where every advisor develops competence confidence and pride in the art of tailoring.

• Contribute tosuccessionreadinessby developing internal talent for future leadership roles in tailored selling.

3. Client Experience & Quality Control

• Championan exceptional client experience across all tailored clothing and MTM interactions.

• Monitor and report on:

• MTM Refusals frequency and cause using insights to coach advisors and reduce missed opportunities.

• Re-Alterations percentage of garments requiring adjustmentsidentifyingroot causes and corrective actions.

• MTM Order Accuracy tracking submission errors and adjustments required post-order.

• Partner with Tailor Shop leadership to ensure fittings alterations and delivery standards meet brand expectations and timelines.

• Lead service recovery and client follow-up for MTM or alteration-related issues.

4. Operational & Visual Standards

• Ensure the tailored clothing department and MTM areas consistently meet Harry Rosens standards for presentation organization and readiness.

• Maintain backstock areas to reflect a luxury client-ready environment.

• Collaborate with Visual Presentation and vendor teams to ensure brand and category representation excellence.

• Support store opening closing and operational leadership duties as part of the coreleadershipteam.

5. Partner Collaboration

• Build strong partnerships with vendor representatives tailoring operations and buying teams to align store execution with brand standards and business goals.

• Contribute insights and recommendations to improve MTM process efficiency product performance and client satisfaction.

• Serve as the in-store subject matter expert and liaison for all MTM updates fitting protocols and operational refinements.

• Act as thevoice of the store sharing best practices performance results and opportunities withnationalteams.

Compensation:$80-$90K Performance Bonus (non-commissioned)

We thank you for your interest in this opportunity.

Harry Rosen Inc. is committed to ensuring that our environment is barrier-free to all persons employees and clients alike as we believe in equal opportunity and fostering a diverse and inclusive the spirit of this philosophy we are committed to providing reasonable accommodations to all applicants with accommodation needs in the interview and assessment process. If you need assistance during the selection process please contact us at with details.

Employment Type : Full-Time
Experience: years
Vacancy: 1
Monthly Salary Salary: 80 - 90