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 Canada’s Best Managed Companies. We 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 team. In this role you’ll be responsible for:
The Tailored Clothing Leader exists to drive performance and sales results in 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 MTM , delivering measurable growth for the store and reinforcing Harry Rosen’s position as the leader in this space.
As part of the store’s 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.
1. Sales Leadership & Business Growth
Drive the store’s 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.
Collaborate with Central Office, vendor partners, and store leadership to maximize event performance, trunk show results, and seasonal MTM initiatives.
