Full-Time

Retail Store Supervisor

Sunnyside

Sunnyside

Retailer of medical and adult-use cannabis

Compensation Overview

$26 - $28/hr

+ Annual discretionary bonuses + Stock options

No H1B Sponsorship

Schaumburg, IL, USA

In Person

Category
Retail (1)
Required Skills
Sales
Inventory Management
Customer Service
Requirements
  • High School Diploma or equivalent.
  • 3 - 5 years’ experience in customer service.
  • 1+ year experience leading or mentoring a team; cannabis experience preferred.
  • Excellent customer service skills.
  • Demonstrated ability to learn and apply technical and product-related information in a professional consultative manner.
  • Excellent communication, interpersonal, and persuasive skills.
  • Must be 21 years of age or older to apply.
  • Must comply with all legal or company regulations for working in the industry.
  • Must be legally authorized to work in the United States on a permanent basis without current or future employment-based visa sponsorship.
  • Must be able to lift, carry and balance up to 50 pounds, or 100 pounds with assistance.
  • Ability to walk or stand for extended periods of time.
Responsibilities
  • Support day-to-day operations of the dispensary in accordance with state law and company standards.
  • Direct the workflow of the staff and create morning rosters, break sheets, and daily responsibility assignments.
  • Regularly perform store opening and closing procedures, including register preparation, morning and closing inventory, inventory reconciliation, and inventory reporting.
  • Facilitate training and onboarding of Lead Wellness Advisors and Wellness Advisors, including coaching on selling and cross-selling techniques.
  • Respond to employees’ questions, concerns, or suggestions and communicate team resource requirements to management.
  • Provide real-time coaching and feedback for performance concerns, and document and escalate employee-relations issues to management.
  • Ensure team accountability to company policies, procedures, and state and local laws.
  • Manage escalated customer concerns and respond to complex or nonstandard product questions.
  • Investigate cash, point-of-sale, or product discrepancies and escalate or record them appropriately.
  • Troubleshoot technical issues or glitches in the point-of-sale system.
  • Verify inventory counts and cash deposit totals, and reconcile discrepancies.
  • Maintain inventory of marketing assets, including flyers, merchandise, and promotional materials.
  • Ensure a clean and safe environment for employees and customers.
Desired Qualifications
  • Cannabis experience.
  • Advanced cannabis product knowledge and industry compliance standards.
  • Knowledge of retail business fundamentals, including inventory management, opening and closing procedures, setting daily work assignments, facilitating operational workflows, and driving sales goals.
  • Elevated decision-making, active listening, and problem-solving skills.
  • Experience in a dynamic role combining problem solving, teamwork, technical skills, and customer service.

Sunnyside is a national cannabis dispensary brand under Cresco Labs that sells medical and recreational cannabis through a network of stores across multiple states. The company operates both in-person retail and online ordering for in-store pickup, with some markets offering home delivery. Stores emphasize a bright, wellness-focused shopping environment designed to be approachable for first-time and experienced cannabis users, and they employ trained wellness advisors to help customers choose products. Sunnyside carries a wide range of products, including flower, vapes, edibles, concentrates, and topicals, featuring many Cresco-backed brands (such as Cresco, High Supply, FloraCal, Mindy’s Edibles, Good News, Wonder, and Remedi) alongside products from other operators and local producers. The goal is to normalize cannabis shopping, educate customers, and provide easy access to cannabis products as the brand expands across the U.S.

Company Size

N/A

Company Stage

N/A

Total Funding

N/A

Headquarters

Leicester, United Kingdom

Founded

2018

Simplify Jobs

Simplify's Take

What believers are saying

  • Ohio expansion accelerated in April and May 2026, adding Bridgeport and Aberdeen locations.
  • Second-quarter 2026 revenue reached $173 million, with $40 million adjusted EBITDA and 22.8% margin.
  • The March 26, 2026 Wyomissing contract settled, reducing strike risk and improving retention.

What critics are saying

  • Teamsters struck Sunnyside Wyomissing on February 26, 2026, exposing labor unrest and wage pressure.
  • Cresco carried $311 million term debt and only $67 million cash on June 30, 2026.
  • Cannabis licensing remains state-fragmented; one adverse Ohio, Florida, or Illinois rule change hits store economics.

What makes Sunnyside unique

  • Sunnyside couples retail wellness branding with Cresco Labs' house brands and education-first advisors.
  • The chain spans 74 stores nationwide after Aberdeen and Bridgeport openings in May 2026.
  • Sunnyside uses omnichannel pickup and selective delivery, increasing convenience across mature cannabis markets.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Retirement Plan

401(k) Company Match

Paid Holidays

Paid Time Off

Stock Options

Company News

Associated Press
Apr 10th, 2026
Cresco Labs opens seventh Ohio cannabis dispensary in Bridgeport

Cresco Labs has opened its seventh Ohio dispensary, Sunnyside Bridgeport, located at 435 Main Street in Bridgeport. The new location marks the company's 73rd dispensary nationwide. The store is situated in downtown Bridgeport near the Ohio River, close to I-70 and U.S. Route 40. It offers cannabis products from Cresco Labs' brand portfolio, including Cresco, Supply, Good News, Mindy's and Wonder, along with accessories. Customers aged 21 and older can shop in-store or order online for pickup. The dispensary operates daily from 9 a.m. to 9 p.m. CEO Charlie Bachtell said the opening brings the company's "education-first approach" to more consumers across Belmont County and the Ohio Valley region.