VP, Employment & Litigation Counsel

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 Moores in ten provinces. Our purpose is we 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 currently have an exciting opportunity for a VP, Employment & Litigation Counsel to join our Legal team. This individual will lead the Company’s employment law, labor relations, litigation, and pre-litigation strategy across the enterprise. The role serves as a trusted advisor to senior leadership, Human Resources, and business leaders on complex people-related legal matters, oversees outside counsel and litigation management, and helps shape practical, risk-based solutions that support the business while protecting the Company.

• Manage and develop strategy for the Company’s overall litigation and pre-litigation portfolio, including claims, demand letters, agency charges, subpoenas, and other disputes, from early risk assessment through resolution.

• Develop and present clear risk assessments and recommendations to senior leadership, including periodic portfolio updates, reserve discussions, and KPI reporting.

• Lead the Company’s employment law strategy and provide practical legal advice on employee relations, workplace investigations, policy interpretation, wage and hour compliance, leave and accommodation matters, reductions in force, restrictive covenants, and separation issues.

• Provide counsel on operational and commercial issues by partnering closely with key business partners including Human Resources, Employee Relations, Internal Audit, and departmental leaders to assess legal risk, support investigations, and guide decision-making on sensitive and high-impact matters.

• Partnering with Finance on reserves, accruals, and reporting for litigated and pre-litigation matters, including insurer reporting requirements where applicable.

• Managing and coordinating insurance-related activities for applicable matters,

• Advise on labor and union-related issues, including union avoidance, collective activity, organizing responses, unfair labor practice risk, and strategy related to represented and non-represented workforces, as applicable.

• Develop and maintain employment-related and certain consumer-facing policies, templates, trainings, and playbooks that improve consistency, strengthen compliance, and equip leaders to make informed decisions.

• Support transactions, reorganizations, and other business initiatives by identifying overall litigation and business risks.

• Build strong relationships across the Company and serve as a strategic thought partner on evolving legal developments, emerging risk areas, and the design of people practices that align with business needs.

• Direct and manage outside counsel, including selection, staffing, budgeting, billing discipline, and guidelines to ensure high-quality legal work, sound case strategy, efficient spend management, and consistent positions across matters and jurisdictions.

• Juris Doctor degree from an accredited law school and active membership in at least one state bar in good standing.

• 12+ years of combined employment law and litigation experience, including significant in-house and/or law firm experience advising multi-state employers.

• Strong litigation management experience, including experience with complex litigation, oversight of outside counsel, case strategy, budgeting, discovery, mediation experience and settlement evaluation, and agency proceedings.

• Deep knowledge of federal, state, and local employment laws and regulations, including wage and hour, discrimination, harassment, retaliation, leave, disability accommodation, reductions in force, and workplace policy compliance.

• Experience advising Human Resources and senior business leaders on complex employee relations matters and high-judgment workplace decisions.

• Demonstrated ability to balance legal risk with business realities and provide clear, practical, solution-oriented counsel in a fast-paced environment.

• Strong executive presence, sound judgment, and the ability to influence across functions while handling sensitive and confidential matters with discretion.

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, as work dictates, from a hybrid office location near our New York, Texas or California Corporate Office or a remote location

This role is eligible for health, dental and vision insurance, prescription drug, retirement savings (401k, employer-funded retirement plans, deferred compensation, and other defined-benefit or defined-contribution), life insurance, accident and disability, paid time off for sick leave, vacation, bereavement, jury duty, holidays (9 days per year), wellbeing program, commuter, adoption assistance, legal services, and employee merchandise discounts. 

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 $186,596-$248,747 and may increase to $310,897 depending on merit, length of service with the Company, and other factors. We take into consideration an individual’s skills, background, and experience in determining final salary. Other compensation may include a 30% Annual Incentive Plan (AIP) bonus, and a 30% Long Term Incentive Plan 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.