Director, Total Rewards at Cresco Labs | Powderkeg


Cresco Labs is one of the largest public, vertically integrated, multistate operators in the cannabis industry. Our portfolio of in-house cultivated and manufactured brands features some of the highest quality, most awarded and most popular cannabis products in America. With dozens of locations nationwide, our owned and operated Sunnyside® dispensaries provide a welcoming, positive, judgement-free place to shop for anyone at any point on their cannabis journey.

Founded in 2013, Cresco Labs’ mission is to normalize and professionalize cannabis through our passionate employees. As stewards of the cannabis industry, our teams are constantly focused on supporting the needs of our fellow colleagues, consumers, customers, and communities alike. With a focus on Social Equity and Educational Development, our SEEDTM initiative ensures that our company reflects the communities in which we serve, ensuring equal opportunity for all to have the knowledge and resources to work in and own businesses in cannabis.

At Cresco Labs, we aim to revolutionize and lead the nation’s cannabis industry with a focus on quality and consistency of product, and to bring legitimacy to the industry with the highest level of integrity and professionalism.

If you’re interested in joining our mission, click the below links to join our team today!


At Cresco, we aim to lead the nation’s cannabis industry with a focus on regulatory compliance, product consistency, and customer satisfaction. Our operations bring legitimacy to the cannabis industry by acting with the highest level of integrity, strictly adhering to regulations, and promoting the clinical efficacy of cannabis. As Cresco grows, we will operate with the same level of professionalism and precision in each new market we move in to.


The Director, Total Rewards will be a strategic and operational leader responsible for the design, implementation, and management of Cresco's total rewards strategy. This includes compensation, benefits, and employee well- being programs that are competitive, sustainable, and aligned with the company's goals, culture, and values. The role requires a deep understanding of the cannabis industry's unique challenges and opportunities, particularly in attracting and retaining top talent in a rapidly evolving market. This role reports to the VP, Total Rewards.


  • Develop and oversee the implementation of innovative and equitable total rewards strategies that attract, motivate, and retain top talent.
  • Conduct comprehensive market analysis to ensure our compensation and benefits offerings are competitive and in compliance with regulatory requirements.
  • Manage the annual compensation processes, including salary planning, budgeting, and variable pay programs.
  • Lead the design and administration of employee health, welfare, and retirement plans.
  • Collaborate with senior leadership and HR partners to ensure the total rewards strategy supports the company's strategic objectives and operational needs.
  • Oversee the management of benefits vendors and third-party administrators, ensuring programs are delivered effectively and efficiently.
  • Develop and implement wellness initiatives that promote employee health and productivity.
  • Ensure that all total rewards programs are compliant with federal, state, and local regulations.
  • Provide leadership and development opportunities for the total rewards team.


  • Bachelor's degree in Human Resources, Business Administration, Finance, or related field; advanced degree or certification (e.g., CCP, CEBS) preferred.
  • Minimum of 8 years of experience in total rewards, compensation, and benefits, with at least 3 years in a leadership role, preferably within the cannabis industry or similar fast-paced, evolving sectors.
  • Strong understanding of compensation and benefits laws and regulations, market trends, and best practices.
  • Demonstrated ability to design and implement total rewards strategies that meet business needs and improve employee engagement.
  • Excellent analytical, decision-making, and negotiation skills.
  • Effective communication and interpersonal skills, with the ability to work collaboratively across all levels of the organization.
  • Experience managing vendor relationships and working with benefits brokers or consultants.
  • Proficiency in HRIS systems and compensation management tools.
  • Ability to handle sensitive information with discretion and integrity.
  • Experience in both human resources and finance departments.
  • Knowledge of legal and financial terminology.
  • Project management certification or experience.


Cresco Labs is proud to offer eligible employees a robust offering of benefits including, major medical, dental and vision insurance, a 401(K)-match program, FSA/HSA programs, LTD/STD options, life insurance and AD&D. We also offer eligible employees paid holidays and paid time off. Other rewards may include annual discretionary bonuses, stock options as well as participation in our employee discount program. Benefits eligibility for permanent positions may vary by full-time or part-time roles, location, or position.


  • Must be 21 years of age or older to apply
  • Must comply with all legal or company regulations for working in the industry

Cresco Labs is an Equal Opportunity Employer and all applicants will be considered without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran, or disability status.

California Consumer Privacy Act (“CCPA”) Notice to Applicants:
Please read the [California Employee Privacy

Notice]([ ](“CA Privacy Notice”) regarding Sunnyside* and its affiliate Cresco Labs’ policies pertaining to the collection, use, and disclosure of personal information. This CA Privacy Notice supplements the information contained in the Sunnyside* Privacy Policy and applies to California resident employees and job applicants. Applicants with disabilities may access this notice in an alternative format by contacting

Reporting a Scam:

Cresco Labs is aware of fictitious employment offers being circulated from various sources. Many of these schemes consist of an alleged offer of employment with Cresco Labs with the intention of gaining personal information, including payment and/or banking information. Be aware that fraudulent job offers and correspondence may appear legitimate: they may feature a Cresco Labs logo, they may appear to originate from an official- looking email address or web site, or they may be sent by individuals purporting to represent Cresco Labs or an entity which includes the word Cresco Labs in its name.

Please note that Cresco Labs **does not **ask for payment or personal banking information as a condition of employment. Any personal information is requested for payroll or state badging purposes only. Applications can be securely submitted through our career’s pages.

We are working diligently to block this from happening. Beware if an

offer of employment looks too good to be true. Never divulge personal and banking information or send money if you are unsure of the authenticity of an email or other communication in the name of Cresco Labs.

If you are in doubt, please contact us at **[Report-a-](** with questions.

Job Summary
  • Job Title
    Director, Total Rewards
  • Company
    Cresco Labs
  • Location
    Chicago, IL
  • Employment Type
    Full time
Ready to apply?
Ready to apply?