Remote Pos Support Jobs in Florida (NOW HIRING)

If you have an interest in being part of one of the fastest growing industries in the nation in you may consider wanting to work for Trulieve! If you have a desire to help others in need through your efforts, this may be the role for you! 

At Trulieve, we strive to bring our patients the relief they need in a product they can trust. Our plants are hand-grown in an environment specially designed to reduce unwanted chemicals and pests, keeping the process as natural as possible at every turn.

Our products are designed to alleviate seizures, severe and persistent muscle spasms, pain, nausea, loss of appetite, and other symptoms associated with serious medical conditions such as cancer.

Our specially trained staff works hand-in-hand with physicians to provide the right products and the correct dosage to ensure patients get the compassionate care they need.

To learn more about our company, please visit our website; 

https://www.trulieve.com

Requisition ID:  20251 

Remote Work Available: Yes 

Job Title: Retail Analyst (Retail Technology / POS Platform)

Department: Retail Technology
Reports To: Senior Manager, Retail Technology
Work Location: Remote

Position Summary:

The Retail Analyst (Retail Technology / POS Platform) plays a critical role in supporting the delivery, analysis, and documentation of retail technology initiatives across point-of-sale (POS), ecommerce, payments, and enterprise systems.

This role partners closely with Retail Technology leadership to translate business needs into structured requirements, support complex issue analysis, and document system behavior across platforms. The analyst contributes to the successful execution of large-scale initiatives by ensuring clarity, traceability, and alignment between business objectives and technical solutions.

The position is best suited for someone who thrives in highly cross-functional environments and is comfortable working across both technical and operational domains, with a strong emphasis on documentation, requirements development, and analytical support.

Key Responsibilities:

Business & Systems Analysis:

• Partner with Retail Technology leadership to analyze business needs across POS, ecommerce, payments, and supporting systems
• Translate operational challenges and business objectives into structured, actionable requirements
• Evaluate system behavior across upstream and downstream processes, identifying gaps and inconsistencies
• Support root cause analysis on complex issues, clearly distinguishing between system and process drivers

• Analyze system-specific functionality and integrations across platforms, including exposure to technologies such as ABAP, CPI, and FE, to better understand dependencies, data movement, and downstream business impact

Requirements Development (BRDs / Functional Documentation):

• Develop comprehensive Business Requirements Documents (BRDs) and supporting functional documentation
• Define current-state and future-state workflows across retail technology systems
• Document system interactions, dependencies, and data flows across platforms
• Ensure requirements are clear, traceable, and aligned with business goals and technical capabilities
• Partner with engineering, product, and external vendors to refine and validate requirements

Documentation & Knowledge Management:

• Maintain detailed documentation of system behavior, configurations, and known limitations
• Create structured artifacts including:
• Process flows and system diagrams
• Functional specifications
• Issue summaries and resolution documentation
• Build and maintain internal knowledge resources to support scalable operations and consistency
• Translate complex technical concepts into clear, business-friendly documentation

Escalation Analysis Support:

• Support investigation of escalated issues requiring deeper system analysis
• Assist in identifying root causes and documenting findings for cross-functional teams
• Provide structured insights to support resolution efforts led by senior team members
• Ensure issues and outcomes are documented for future prevention and reference

Cross-Functional Collaboration:

• Work closely with Retail Operations, IT Support, Application Support, Finance, Compliance, and external vendors
• Act as a bridge between business stakeholders and technical teams to ensure alignment and clarity
• Participate in working sessions, project discussions, and initiatives to capture requirements and outcomes

Enhancement & Release Support:

• Support the documentation and validation of system enhancements, fixes, and releases
• Assist in defining test scenarios based on business requirements and real-world use cases
• Contribute to go-live readiness through documentation, validation, and post-release tracking

ADO Workflow, Ticket Quality & UAT Support:

• Support the end-to-end ADO workflow by helping intake, organize, and track work items across the development lifecycle
• Ensure tickets are written clearly and completely, with well-defined business context, requirements, acceptance criteria, and traceability to the underlying need
• Partner with business and technical stakeholders to validate that ticket content is accurate, actionable, and aligned to delivery priorities
• Assist in coordinating and supporting user acceptance testing (UAT), including test scenario creation, execution support, defect documentation, and validation of outcomes prior to release
• Help reinforce disciplined development flow by ensuring requirements, testing, and documented approvals are aligned before work is promoted to production

Qualifications:

• Bachelor's degree in Information Systems, Business, Technology, or a related field (or equivalent experience)
• 2+ years of experience in business analysis, systems analysis, or retail technology environments
• Strong experience writing structured documentation (BRDs, functional specs, process flows)
• Analytical mindset with the ability to break down complex systems and workflows
• Excellent written and verbal communication skills
• Strong attention to detail and organizational skills
• Ability to operate effectively in a fast-paced, cross-functional environment

Preferred Qualifications:

• Experience working with POS systems, ecommerce platforms, or retail operations
• Exposure to enterprise systems such as SAP or similar platforms
• Familiarity with payment systems, promotions/discount logic, and transaction workflows
• Experience supporting large-scale system implementations or multi-state retail environments
• Experience working with external vendors and third-party technology partners

Core Competencies:

• Strong documentation and requirement-writing capability
• Systems thinking and process awareness
• Analytical problem-solving
• Cross-functional collaboration
• Attention to detail and structured thinking
• Clear and effective communication

Role Positioning:

• Supports Retail Technology leadership in execution and delivery
• Focused on analysis, documentation, and structured problem-solving
• Not a frontline support or ticket-based role
• Contributes to clarity, scalability, and long-term system improvement rather than transactional work

Salary will be commensurate with experience.   A comprehensive benefits package including paid time off is offered with this position. 

Trulieve provides equal employment opportunities to all employees and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, pregnancy or any other characteristic protected by federal, state or local laws.