POS Facilitator

Insight Global is looking for a POS Facilitator . This resource will be responsible for planning, leading, and driving outcomes from UPOS solution design and process standardization workshops. Acting as a neutral enabler, the Facilitator ensures productive collaboration across business, technical, operational, and vendor stakeholders while keeping sessions focused, inclusive, and decision‑oriented. This is a initial 4 month contract position. It is remote opportunity with the requirement to travel for 1 week for an in person facilitation session.

Key Responsibilities
- Plan, design, and facilitate UPOS solution design and process standardization workshops.
- Align diverse stakeholders to validate an off‑the‑shelf UPOS solution, drive decisions, and move outcomes forward.
- Lead engaging virtual sessions managing time, participation, and priorities.
- Communicate product value, guide consensus, and resolve misalignments or decision gaps.
- Provide light end‑user enablement to ensure stakeholders understand system capabilities and standard processes.
- Capture and validate decisions, requirements, action items, and workshop outputs.
- Support follow‑up discussions and continuous improvement across workshops.

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

- Proven experience facilitating complex, multi‑stakeholder workshops solutioning POS roadmaps and detailed design documents
- 10 years of overall POS training, implementation and/or project management experience
- Strong ability to influence, generate buy‑in, and align groups around a common goal.
- Outcome‑driven mindset grounded in vision, guiding principles, and business value.
- Experience working with retail co‑operatives, franchise models, or similar distributed business environments.
- Understanding of POS systems and associated business processes.
- Ability to read stakeholder dynamics and identify supporters, blockers, and influencers.

- Experience in retail and/or hospitality environments is an asset.

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.