Full-Time

Assistant Store Manager

Retail

Updated on 9/4/2026

Sunnyside

Sunnyside

Retailer of medical and adult-use cannabis

Compensation Overview

$22.84 - $27.64/hr

No H1B Sponsorship

Lady Lake, FL, USA

In Person

Category
Retail (1)
Required Skills
Microsoft Office
Inventory Management
Point of Sale (POS)
Customer Service
Excel/Numbers/Sheets
Requirements
  • A High School Diploma or equivalent is required.
  • Two to three years of experience in retail management or comparable experience managing teams of five or more employees is required.
  • Excellent training experience is required.
  • Excellent customer service and conflict management skills are required.
  • The ability to learn, apply, and teach technical and product-related information in a professional consultative manner is required.
  • Proficiency in Microsoft Office and high proficiency in Microsoft Excel, including data entry and data management experience, are required.
  • Strong business acumen, communication, interpersonal, and persuasive skills are required.
  • A high level of integrity, personal motivation, and sense of urgency is required.
  • After-hours work is required; the role is non-exempt and eligible for overtime compensation.
  • The ability to lift, carry, and balance up to 50 pounds, or 100 pounds with assistance, is required.
  • Applicants must be at least 21 years old.
  • Applicants must comply with legal and company regulations for working in the cannabis industry.
  • Applicants must be legally authorized to work permanently in the United States without current or future sponsorship.
Responsibilities
  • Assist in managing all day-to-day dispensary operations in accordance with state law and company standards.
  • Provide support and oversight for dispensary staff, including talent selection, training, coaching, and development.
  • Enforce adherence to standard operating procedures.
  • Manage inventory and build customer loyalty.
  • Ensure compliance with state regulations and maintain a safe and clean work environment.
  • Develop, coach, and inspire employees through recurring performance discussions and career development planning.
  • Assist Human Resources and leadership with employee-relations issues.
  • Participate in staffing and recruiting efforts.
  • Create and communicate an effective weekly labor schedule while considering company guidelines and applicable labor laws.
  • Respond to employee questions, concerns, and suggestions; communicate resource needs to management; solicit feedback; and assist with implementing resolutions.
  • Communicate regulatory changes and their implications to staff.
  • Facilitate team-member training and onboarding, including coaching on selling and cross-selling techniques.
  • Perform store-opening and store-closing procedures on the busiest shifts, including register preparation, inventory activities, reconciliation, reporting, and delivery operations where applicable.
  • Manage and delegate daily operations while navigating operational challenges and escalations.
  • Create and deliver accurate recaps and reports to management.
  • Resolve escalated cash, point-of-sale, or product discrepancies.
  • Maintain accurate records of dispensary activities, including daily cash reconciliations, customer records, sales, deliveries, and returns.
  • Support outreach efforts and community partnerships to build a positive community image, drive brand awareness, and draw new patients.
  • Ensure compliance with company policies, procedures, and state and local laws.
  • Assist management and Compliance teams with state inspections and audits.
Desired Qualifications
  • Cannabis experience is preferred.

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.