Full-Time

Retail Assistant Store Manager

Sunnyside

Sunnyside

Retailer of medical and adult-use cannabis

Compensation Overview

$22.84 - $27.64/hr

+ Discretionary Bonus + Stock Options

No H1B Sponsorship

Summerfield, FL, USA

In Person

On-site location: 415 US-441 N, Lady Lake, FL 32159.

Category
Retail (1)
Required Skills
Inventory Management
Customer Service
Excel/Numbers/Sheets
Requirements
  • High School Diploma or equivalent.
  • 2-3 years’ experience in retail management or comparable experience with teams of 5+ employees; Cannabis experience preferred.
  • Excellent and demonstrated training experience
  • Excellent customer service and conflict management skills
  • Demonstrated ability to learn, apply and teach technical, product-related information in a professional consultative manner
  • Proficient in MS Office, Highly Proficient in MS Excel with experience in data entry and data management
  • Strong business acumen including excellent communication, interpersonal, and persuasive skills
  • A high level of integrity, personal motivation, and sense of urgency
  • After-hours work required. This is a non-exempt role and is eligible for overtime compensation.
  • Must be able to lift, carry and balance up to 50 pounds (100 pounds with assistance).
Responsibilities
  • Develop, coach, and inspire employees to achieve individual and team goals through regular feedback inclusive of recurring performance discussions and career development planning.
  • Assist Human Resources and leadership in managing employee relations issues.
  • Participate in staffing and recruiting efforts.
  • Create and communicate an effective weekly labor schedule to ensure adequate staffing while considering Sunnyside guidelines and applicable labor laws.
  • Respond to all employee’s questions, concerns or suggestions and communicate resource needs to management; solicit feedback and assist in implementing resolutions.
  • Communicate any regulatory changes and their implications to staff.
  • Ensure a clean and safe environment for employees and customers.
  • Facilitate training and onboarding of team members, including coaching on selling and cross-selling techniques.
  • Perform store opening and closing procedures (such as register preparation, morning and closing inventory, inventory reconciliation and reporting, and delivery operations where applicable) on busiest shifts.
  • Manage and delegate daily operations while navigating operational challenges and escalations.
  • Create and deliver accurate recaps and reports to management.
  • Resolve any escalated cash, POS or product discrepancies.
  • Maintain accurate records of all dispensary activities including daily cash reconciliations, customers records, sales, deliveries and returns.
  • Support outreach efforts/community partnerships to build a positive image within the community, drive brand awareness, and draw new patients.
  • Ensure compliance to all company policies, procedures, state and local laws.
  • Assist management and Compliance teams in any state inspections or audits.
Desired Qualifications
  • None

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

  • May 2026 Aberdeen opened, giving Sunnyside its eighth Ohio location and 74th nationally.
  • January 2026 Tamarac expanded Florida patient access, strengthening coverage in medical-heavy markets.
  • Schedule III reclassification announced in 2026 threatens 280E taxes and improves Cresco’s economics.

What critics are saying

  • March 2026 Wyomissing strike proved labor friction can disrupt Sunnyside operations and wages.
  • May 2026 Murray v. Cresco targets Sunnyside branding across twelve states with RICO claims.
  • Q1 2026 revenue fell to $151.3 million, and ongoing losses strain expansion funding.

What makes Sunnyside unique

  • Sunnyside pairs wellness-style retail with Cresco’s branded supply chain across 74 stores nationwide.
  • Its locations sell medical and adult-use cannabis with online pickup and local delivery options.
  • Cresco owns high-traffic storefronts and portfolio brands like Cresco, Mindy’s, Wonder, and Good News.

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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.