At Curaleaf, we’re redefining the cannabis industry with a strong commitment to quality, expertise, and innovation. As a leading global cannabis provider, our brands—including Curaleaf, Select, and Grassroots—offer premium products and services in both medical and adult-use markets.
Join us at Curaleaf to be part of a high-growth, purpose-driven company that champions corporate social responsibility through our Rooted in Good initiative, supporting community outreach and positive change. Here, you’ll have the opportunity to make a meaningful impact, drive innovation, and help shape the future of cannabis.
Title: Sr. Systems Analyst
Location: Chicago, IL - 923 W Weed Street, Chicago IL 60642
Job Type: Full-Time, Exempt
About the Role:
We are seeking a highly skilled Senior Systems Analyst with deep experience in cloud platforms, integrations, and enterprise applications. This role is responsible for analyzing complex business and technical requirements, designing scalable system solutions, and ensuring seamless integration across cloud and on-prem environments. The Senior Systems Analyst acts as a bridge between business stakeholders, solution architects, and engineering teams to deliver secure, efficient, and resilient technology solutions.
What You’ll Do:
- Partner with business analysts, architects, and developers to translate functional requirements into detailed system specifications.
- Lead the design and documentation of application integrations, APIs, and data flows across cloud and on-premise systems (e.g., Azure, AWS, Dynamics 365, Snowflake, Informatica).
- Perform system analysis, gap assessments, and impact analysis for new initiatives and change requests.
- Develop and maintain system requirement specifications (SRS), technical diagrams, and interface definitions.
- Support architecture teams in ensuring solutions follow cloud best practices for scalability, resiliency, and security.
- Oversee testing strategies (unit, integration, UAT) to validate system behavior against requirements.
- Provide Tier-3 technical support for complex system issues, identifying root causes and recommending long-term fixes.
- Mentor junior analysts and collaborate with cross-functional technical teams.
What You’ll Bring:
- 7+ years of experience as a Systems Analyst, including at least 3+ years in cloud environments.
- Strong expertise with cloud platforms (Azure, AWS, or GCP) and SaaS applications.
- Hands-on knowledge of integration patterns (REST APIs, event-driven architecture, middleware, ETL/iPaaS tools).
- Strong understanding of data modeling, relational databases, and cloud-native storage (e.g., Snowflake, Synapse, SQL).
- Familiarity with DevOps practices (CI/CD pipelines, version control, Infrastructure as Code).
- Experience in regulated or enterprise-scale environments with high availability requirements.
- Excellent communication and documentation skills to interface with technical and non-technical stakeholders.
Even Better If:
- Experience with ERP, CRM, and MDM systems (e.g., Dynamics 365, Salesforce, Informatica).
- Knowledge of security and compliance frameworks (SOX, GDPR, HIPAA).
- Exposure to microservices and containerized environments (Docker, Kubernetes).
- Bachelor’s degree in Computer Science, Information Systems, or related field (Master’s a plus).
What We Offer:
Health & Wellness
• Medical, dental, and vision insurance*
• Health Savings Account (HSA) and/or Flexible Spending Account (FSA)*
• Employee Assistance Program (EAP)
• Wellness program and challenges
• Gym discounts
Financial Security
• 401(k) retirement plan with company match
• Life and disability insurance*
• Supplemental Critical Illness, Hospital Indemnity and Accident Insurance*
• Commuter benefits*
Time Off
• Paid time off (PTO) including vacation*, sick leave and holidays
• Parental leave
• Bereavement leave
Additional Perks
• Employee discounts
• Recognition programs
• Pet insurance*
*Available to eligible, full-time employees only.
What We Offer:
- Career Growth Opportunities
- Competitive Pay and Benefits
- Generous PTO and Parental Leave
- 401(K) Retirement Plan
- Life/ Disability Insurance
- Community Involvement
- Referral Bonuses and Product Discounts
Benefits vary by state, role type, and eligibility.
Follow us on Social Media:
Instagram: @curaleaf.usa
Twitter: @Curaleaf_Inc
LinkedIn: Curaleaf LinkedIn
Curaleaf Holdings, Inc. (TSX: CURA) (OTCQX: CURLF) ("Curaleaf") is a leading international provider of consumer products in cannabis with a mission to enhance lives by cultivating, sharing, and celebrating the power of the plant. As a high-growth cannabis company known for quality, expertise and reliability, the Company, and its brands, including Curaleaf, Select, Grassroots, JAMS, Find and Zero Proof provide industry-leading service, product selection and accessibility across the medical and adult-use markets. Curaleaf International is the largest vertically integrated cannabis company in Europe with a unique supply and distribution network throughout the European market, bringing together pioneering science and research with cutting-edge cultivation, extraction, and production. Home | Curaleaf | Cannabis with Confidence
Our Vision: To be the world's leading cannabis company by consistently delivering superior products and services and driving the global acceptance of cannabis.
Our Values:
- Lead and Inspire.
- Commit to Win.
- ONE Curaleaf.
- Driven to Deliver Excellence.
Curaleaf is an equal opportunity employer. Curaleaf recruits, employs, trains, compensates, and promotes regardless of race, religion, color, national origin, gender identity, sexual orientation, physical ability, age, veteran status, and other protected status as required by applicable law.
We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment. Please contact us to request accommodation.
Individuals adversely impacted by the war on drugs are encouraged to apply.
Current Curaleaf employees should apply for open positions through our Internal Job Board, which can be accessed via the link on The Leaf.
Top Skills
What We Do
Curaleaf Holdings, Inc. (CSE: CURA) (OTCQX: CURLF) ("Curaleaf") is a leading international provider of consumer products in cannabis with a mission to improve lives by providing clarity around cannabis and confidence around consumption. As a high-growth cannabis company known for quality, expertise and reliability, the Company and its brands, including Curaleaf, Select and Grassroots provide industry-leading service, product selection and accessibility across the medical and adult-use markets. In the United States, Curaleaf currently operates in 23 states with 106 dispensaries, 23 cultivation sites and more than 30 processing sites, employing over 4,800 team members.
Curaleaf International is the largest vertically integrated cannabis company in Europe with a unique supply and distribution network throughout the European market, bringing together pioneering science and research with cutting-edge cultivation, extraction and production. Curaleaf is listed on the Canadian Securities Exchange under the symbol CURA and trades on the OTCQX market under the symbol CURLF. For more information, please visit: https://ir.curaleaf.com.
