Sr Field Training Manager

Tailored Brands, Inc. is a leading omni-channel specialty retailer of menswear, including suits and a broad selection of business casual offerings as well as the largest provider of tuxedo rental products in the U.S. and Canada. We operate retail stores in all 50 states and Canada. Our U.S. retail stores are operated under the brand names of Men’s Wearhouse, Jos. A. Bank, Men’s Wearhouse and Tux, and K&G Fashion. Our Canadian stores are operated under the brand name of Moore’s in ten provinces. Our purpose is to help people love the way they look and feel for their most important moments. We accomplish this by putting customers at the center of every decision, rallying together to achieve common goals, and striving for excellence and continuous improvement. We help fulfill this purpose by valuing differences and knowing they make us better and showing up with courage to always do the right thing. If you want to make a difference, be part of a great team and grow, you might be a perfect fit.

We have an exciting opportunity in our Training and Development team for a new Sr. Field Training Manager. This role plays a critical part in elevating the performance of our retail organization by delivering impactful, learner-centered training experiences and ensuring consistent execution of training programs across the field. The Sr. Field Training Manager partners closely with the Director of Store Training to drive adoption, effectiveness, and continuous improvement of learning initiatives that support retail management, and customer-facing teams. As a key connector between corporate strategy and field execution, the Field Training Manager ensures training programs are delivered in a relevant, engaging manner aligned with business needs. This is an in-office role based in Houston, Texas and reports to the Director, Store Training. 

What You’ll Do | Key Accountabilities 

• Facilitate engaging in-person and virtual training that builds field leadership capability and supports consistent execution across zones and brands. 

• Lead and support New Store Onboarding programs to ensure operational readiness and accelerate performance ramp.

• Deliver training for new District Manager cohorts and District Manager in Training programs.

• Support and contribute to Store Training Manager meetings and ongoing field capability development.

• Partner with field leaders to identify adoption and performance gaps, providing targeted follow-up and supplemental support in low-adoption markets.

• Conduct instructor observations and provide coaching and feedback to strengthen facilitation quality across the field.

• Partner with Instructional Design and Store Training teams to enhance curriculum and align learning solutions with evolving business priorities.

• Track training adoption, effectiveness, and impact; translate insights into recommendations that improve program outcomes and field performance.

• Additional duties as assigned

• Bachelor’s Degree or relevant experience in Learning and Development, Communications or Corporate Training experience

• 8+ years Store Field Experience or Retail Training required.

• Deep understanding of retail operations, sales environments, and customer experience.

• Comprehensive knowledge of learning and development principles include familiarity with technology base learning, skill development, and change management.

• Strong facilitation skills in both virtual and in-person environments using learner-centered approaches and adult learning principles.

• Experience conducting Train-the-Trainer sessions and coaching facilitators.

• Experience supporting retail leadership teams (Store Managers, District Managers, etc.).

• Strong ability to observe, coach, and influence leaders and facilitators at multiple levels.

• Demonstrated ability to partner with field and corporate stakeholders effectively.

• Experience identifying trends in performance and recommending solutions.

• Exceptional customer service skills with the desire to satisfy our internal and external customers.

• Strong organizational and leadership skills and the ability to multi-task in a fast-paced environment.

• Skilled at prioritizing and working under time constraints, handling multiple tasks, and working independently while remaining flexible to changing priorities and assignments.

• Strong expertise of Microsoft Office 365

Please note that you do not need to qualify for all requirements to be considered. We encourage you to apply if you can meet most of the requirements and are comfortable opening a dialog to be considered.

• Ability to sit and work at a computer keyboard for extended periods of time

• Ability to stoop, kneel, bend at the waist, and reach daily

• Able to lift and move up to 25 pounds occasionally

• Must utilize visual acuity, speech and hearing, hand and eye coordination and manual dexterity necessary to operate a computer and office equipment

• Hours regularly 40 hours per week from Houston, Texas 

• Up to 50% travel across North America, required

We understand the demands of work, school, family, and personal responsibilities. Through our work-life resources and programs we offer services for every stage of life to help you manage the day-to-day needs. We offer programs such as: 

• Meeting-Free Fridays (encouraged) | so you can catch up on work and self-development.

• Summer Fridays | from Memorial Day to Labor Day so you can enjoy a head-start to the weekend.

• Holiday Early Departure | close out early the business day before a company observed holiday.  

Note: To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed are representative of the knowledge, skill, and/or ability required and are not intended to be an exhaustive list of all duties, responsibilities or qualifications associated with this job.