Sr Director, Investor Relations

Tailored Brands is a leading specialty retailer of menswear, including suits, formalwear, sportswear, and a broad selection of business casual offerings. Our brands include Men's Wearhouse, Jos. A. Bank, Moores and K&G Fashion Superstore, which offers merchandise for the entire family. We help people love the way they look and feel for their most important moments by delivering personalized products and services through our convenient network of stores and e-commerce sites.

About The Job

We currently have an exciting opportunity for a seasoned and strategic Sr Director, Investor Relations to build and lead our investor relations function as we continue to evolve our capital markets presence. Reporting to the Chief Financial Officer and partnering closely with the CEO, Executive Committee, and leaders from across the organization, this leader will be responsible for developing and executing a comprehensive investor relations strategy.

What You’ll Do | Key Accountabilities

• Develop and own the enterprise investor relations strategy aligned with Tailored Brands’ long-term business and capital structure objectives.
• Craft a compelling, consistent equity story that clearly articulates our strategy, financial profile, competitive differentiation, and progress against key initiatives.
• Partner with the CFO, CEO, Strategy, and Brand/Communications to ensure tight alignment between internal plans, external messaging, and broader corporate communications.
• Synthesize investor and analyst feedback, valuation trends, and sector developments into clear, actionable insights for the CFO, CEO, and Board.
• Provide scenario analysis and messaging recommendations for major corporate events (M&A, strategic investments, capital structure changes, governance updates, etc.).
• Serve as a primary point of contact for the investment community, including institutional investors, equity and credit analysts, ratings agencies, and other capital markets stakeholders.
• Proactively build and maintain strong relationships with current and prospective shareholders; develop a systematic approach to investor targeting and outreach.
• Lead the development of quarterly earnings materials.
• Partner with FP&A and Strategy to align guidance frameworks, performance narratives, and key performance indicators with external expectations.
• Ensure all investor communications adhere to Reg FD, SEC regulations, and internal governance standards in partnership with Legal.
  
  

What You’ll Bring | Skills & Experience

• 10-12 years of progressive experience in Investor Relations, Equity Research, Corporate Finance, FP&A, Investment Banking, or similar capital markets roles, with meaningful time in a lead IR capacity strongly preferred. Experience in retail, consumer, or multi-banner environments is strongly preferred; experience with omnichannel or transformation contexts is a plus.
• Bachelor’s degree in Finance, Accounting, Economics, Business, or a related field required; MBA, CFA, or similar advanced credentials are a plus.
• Deep familiarity with public-company disclosure practices, SEC rules (including Reg FD), and earnings/quarterly reporting cycles, and demonstrated experience leading investor days, earnings cycles, roadshows, and conference participation.
• Proven ability to build trusted relationships with institutional investors, analysts, and ratings agencies alongside strong analytical skills with fluency in financial modeling, valuation frameworks, and peer/sector analysis.
• Exceptional written and verbal communication skills, including the ability to craft clear, compelling narratives and coach senior leaders for external forums.
• Demonstrated ability to use modern AI-powered productivity tools (e.g., Microsoft Copilot, ChatGPT, or similar) to enhance day-to-day work, with a commitment to learning new applications as they evolve.
  
  

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.

Work Environment, Physical & Mental Demands

• 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, as work dictates, from one of our Corporate offices on a flex work schedule or a remote office location
  
  

Benefits

This role is eligible for healthcare including medical, dental and vision, retirement savings (401k with a company match), income protection programs such as life, accident and disability insurance, paid time off for sick leave, vacation, bereavement, jury duty, and holidays, wellbeing program, commuter, adoption assistance, education assistance, legal services, and employee merchandise discounts. For more detailed information go Tailoredbrands.com/working-here/people-culture.

Work-Life Balance

Responsibilities

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
  
  

The starting salary for this position is $162,302–$186,596. Actual compensation within this range will be determined based on factors such as skills, experience, and qualifications. Over time, and subject to performance, tenure, and evolving responsibilities, total compensation for this role may grow to as much as $230,000. Other compensation may include a 25% Annual Incentive Plan (AIP) bonus paid out according to policy. Base pay information is based on market location and may be subject to prevailing wage laws, if applicable.

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.