Made to Measure Assistant Manager

The Tie Bar • Chicago, IL

3d • Onsite

About The Position

The Assistant Store Manager, Made-to-Measure Lead plays a dual role in driving overall store performance while owning and growing the in-store custom clothing business. This leader supports daily operations, develops the sales team, and delivers exceptional customer experiences—while serving as the in-store expert for made-to-measure.
This role blends operational leadership with specialized menswear expertise. The ideal candidate is both a strong retail leader and a trusted style advisor who can build lasting client relationships, drive repeat business, and elevate the in-store experience through personalized service.

Requirements

• Previous retail sales experience required; leadership experience preferred
• Strong background in menswear, tailoring, or made-to-measure/custom clothing
• Deep understanding of suiting, shirting, and fit principles
• Proven ability to build and maintain a client book
• Exceptional communication and customer service skills
• Highly organized with strong attention to detail, especially in measurements and order accuracy
• Self-motivated, proactive leader with a team-first mindset
• High school diploma or equivalent required
• Availability to work evenings, weekends, and flexible retail hours
• Ability to stand and walk for extended periods (up to 8 hours)
• Comfortable lifting up to 30 lbs and using ladders
• Ability to bend, reach, kneel, and perform hands-on tasks including garment measuring
• Strong visual acuity for fabric inspection and precision work
• Work primarily in a retail store environment with occasional stockroom duties and off-site events

Nice To Haves

• Additional education in fashion or retail a plus

Responsibilities

• Lead a relationship-driven sales culture focused on personalized service
• Build, manage, and grow a strong client book with a focus on repeat and custom business
• Deliver exceptional in-store and omnichannel experiences aligned with brand standards
• Own and scale the made-to-measure program within the store
• Deliver best-in-class consultations, fittings, and styling guidance
• Execute a strategic clienteling approach to expand the custom business
• Ensure a seamless experience from initial consultation through final delivery
• Support recruiting, onboarding, and training of store associates
• Provide ongoing coaching to elevate sales, product knowledge, and clienteling skills
• Foster a collaborative, inclusive, and high-performance team environment
• Motivate the team to achieve sales goals and deliver exceptional service
• Support daily store operations including opening/closing and cash management
• Maintain inventory accuracy, stockroom organization, and merchandising standards
• Ensure a clean, organized, and brand-aligned store environment
• Act as a key point of contact for customer concerns and resolution
• Partner with e-commerce and corporate teams to ensure seamless omnichannel service
• Provide feedback to improve store processes and the made-to-measure program
• Lead end-to-end custom appointments: consultation, measurement, fitting, and delivery
• Guide clients through fabric selection, fit, and customization options
• Accurately process and manage custom orders with strong attention to detail
• Maintain deep knowledge of fabrics, garment construction, and seasonal offerings
• Represent the brand at off-site fittings and events as needed

Benefits

• Lead and grow a specialized made-to-measure business within a dynamic retail environment
• Opportunity to develop leadership and clienteling expertise
• Collaborative, values-driven team culture
• Be part of a brand that blends timeless style with modern accessibility

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: High school or GED
• Number of Employees: 1-10 employees