Principal Product Manager

Insight Global; Grimes (IA); On-site; USD 170,000 - 200,000; Full time

Job summary

Insight Global is seeking a Senior Principal Product Manager to own the POS and payments platform for a top retail client in the Midwest. You will guide checkout experiences across in-lane, at the fuel pump, and online.

As a senior IC, you will align vendors, engineering, and stores to deliver a multi-year roadmap, drive certification across POS software and networks, and push customer‑first improvements. This role blends strategic leadership with hands-on delivery.

Qualifications

• 6+ years of experience in retail tech with point of sale systems and payment processing.
• Experience delivering POS and retail products (hardware, not e-commerce).
• A deep understanding of benefit card programs (SNAP/EBT/WIC, closed-loop benefit cards), and varying layers of regulatory and tax governance.
• Experience building roadmaps and strategy.
• Passionate about customer experience. Experience with GK point of sale.

Responsibilities

• Author, maintain, and evangelize the multi-year payment ecosystem roadmap; present to executive leadership and vendors.
• Set and coordinate internal priorities across the POS and payment operations to deliver on the roadmap.
• Translate customer experience gaps and business outcomes into platform requirements.
• Drive certification across POS software, payment terminals, and card networks.
• Partner with other Product Managers such as loyalty, promotions, and ecommerce, on integration design.
• Stay current on card network rules, PCI version changes, interchange regulation, and emerging tender types.
• Partner with our vendor management team on renewal strategy and contract negotiations for the payment technology portfolio.
• Work directly with store operations and field teams to ensure platform decisions reflect real-world checkout interactions.

Skills

POS Systems

Payment Processing

Roadmap Planning

Customer Experience

Job description

Job Description

Insight Global is currently hiring a Senior Principal Product Manager for a top retail client in the mid-west. We are looking for a Product Manager to guide an amazing customer experience with checkouts and payments in-lane, at the fuel pump, and online.

This is a senior individual contributor position as internal product authority for point of sale and payments. You’re focused on flawless execution today, where we need to be three years from now, and driving the platform, vendor, and integration work to get there. You bring together key vendors, engineering, operations, and stores.

Platform Product Strategy

• The multi-year roadmap for our enterprise POS & payments platforms including feature prioritization, upgrade sequencing, and build/configure/extend decisions to serve the needs across staffed lanes, self-checkout, mobile POS, fuel dispensers, and ecommerce.
• The cashier-assisted and customer-facing interaction models, understanding how design decisions at the software and hardware layer affect both associate workflows and the customer experience

Platform Ecosystem Integration & Roadmap

• The multi-year end-to-end payment ecosystem integration strategy & roadmap that brings your platform strategy to life by integrating with EFT switch, card processor/acquirer, PIN pad and signature capture hardware, tokenization and point-to-point encryption
• Payment certification and compliance, regulatory and network deadlines, new tender types and features, hardware and software transitions, PCI, and optionality as the market evolves
• Executing on customer promotions, loyalty, and benefit card constructs (government nutrition benefits, closed-loop health benefit cards, and similar) in your checkout and payment customer experience

Vendor & Stakeholder Relationships

• The relationship with internal stakeholders in merchant payment operations, retail operations, ecommerce product management, promotions and technology service operations
• The relationship with platform, product, and technology vendors focused on technology selection and roadmap, scope and prioritization of changes, upgrades, and escalation.

What you'll do

• Author, maintain, and evangelize the multi-year payment ecosystem roadmap; present it to executive leadership, internal stakeholders, and during vendor alignment.
• Set and coordinate internal priorities across the POS and payment technical service operations to deliver on the roadmap
• Translate customer experience gaps and business outcomes into platform requirements
• Drive certification across POS software, payment terminals, and card networks
• Partner with other Product Managers such as loyalty, promotions, and ecommerce, on integration design
• Stay current on card network rules, PCI version changes, interchange regulation, and emerging tender types
• Partner with our vendor management team on renewal strategy and contract negotiations for the payment technology portfolio
• Work directly with store operations and field teams to ensure platform decisions reflect the reality of how employees and customers interact with checkout technology

Then annual salary for this role is between $170,000-200,000/yr.

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 [e-mail] 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/.

Skills and Requirements

6+ years of experience in retail tech with point of sale systems and payment processing

Experience delivering POS and retail products (hardware, not e-commerce)

A deep understanding of benefit card programs (SNAP/EBT/WIC, closed-loop benefit cards), and varying layers of regulatory and tax governance

Experience building roadmaps and strategy

Passionate about customer experience Experience with GK point of sale