Tailored Clothing Leader

Its fun to work in a company where people truly BELIEVE in what theyre doing!

Were committed to bringing passion and customer focus to the business.

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. Applicants for this role will need to be flexible to work either at our existing Pacific Centre location or soon to be re-opened Oakridge location.

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

1. Sales Leadership & Business Growth

• Drive the stores tailored clothing and MTM sales performance partnering with advisors to strengthen results through skill-building coaching and live selling support.
• Lead by example through personal selling and client engagement ensuring firsthand understanding of client expectations product evolution and team challenges.
• Analyze sales trends advisor skills and missed opportunities to identify gaps and drive continuous improvement.
• Monitor and impact results in MTM order accuracy and client penetration of tailored sales.
• Develop and implement programs to support underperformers in becoming achievers through focused training partnership and accountability.
• Work closely with top performers to further expand their MTM and tailored business leveraging them 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 insights on performance highlighting opportunities to improve productivity client outcomes and team execution.

2. Training Coaching & Performance Development

• Deliver structured training sessions one-on-one coaching and skills evaluations focused on tailored clothing and MTM selling excellence.
• Build advisor confidence by reinforcing our Clothesmanship standards 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 both underperformers 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 to succession readiness by developing internal talent for future leadership roles in tailored selling.
• Lead by example and consistently reinforce House of Harrys principles of Hospitality Mastery and Trust with all team members.
• Ensure that all team members consistently and successfully demonstrate Connect Curate and Commit behaviors.
• Ensure the consistent application of the Coaching Excellence framework by leading upholding and modeling standards from Leadership Development Program principles guidelines and resources.

3. Client Experience & Quality Control

• Champion an exceptional client experience across all tailored clothing and MTM interactions.
• Monitor report on and use insights for coaching and maximizing opportunities: MTM Refusals Re-Alterations and MTM Order Accuracy.
• 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 core leadership team.

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 the voice of the store sharing best practices performance results and opportunities with national teams.

Successful candidates will require:

• A minimum of 3 years of retail experience with leadership capacity in managing a store/department preferably a customer tailored clothing department or store
• A focus on driving long-term customer loyalty and conversion by training team on elevating both the in-store and online customer experience)
• Demonstrated interest and ability to develop others (with a proven track record of documented coaching and development as well as performance improvement plans that have resulted in tangible improvements)
• Our menswear retail environment includes working within various departments such as sportswear footwear accessories outerwear tailored clothing and made-to-measure. Experience in the retail industry is preferred.
• Strong business acumen in luxury retail and a keen understanding of how to execute business plans and company initiatives individually and through ones team
• A welcoming and inclusive mindset and a passion for emulating and upholding our core values

What are the perks of the job

• Competitive pay program
• Opportunities to additionally earn monthly and annual Team bonuses
• Best in industry discounts and special purchase opportunities
• A comprehensive flexible benefits package
• Pension and Group RRSP Programs that grow with you
• A modern digitally advanced workplace
• A coach committed to supporting the achievement of your personal career goals
• A culture that is rich and diverse fostered through an internal Diversity Equity and Inclusion Council
• An employer that values internal growth and promotion and is committed to succession planning for your future

BC ONLY: **Compensation will be based on skills and experiences with a starting range of $90 0000 - $95 000 annually plus bonuses and incentives.

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.