We are looking for a Senior Software Engineer Technical Lead (POS Integration) to drive both the technical design and product execution of our Point of Sale (POS) integrations. This is a pivotal role responsible for shaping integration strategy, defining workflows, building architecture, and ensuring end-to-end delivery quality.

You will own the full lifecycle of integrations-from early discovery and requirements definition to deployment, validation, monitoring, and ongoing optimization. As a technical leader, you will collaborate across engineering, QA, operations, and external partners, ensuring seamless communication and alignment.

This role also provides the opportunity to innovate and develop tools that improve efficiency and quality, including automation frameworks, troubleshooting systems, and monitoring solutions. You will be able to explore modern approaches, such as leveraging LLMs and AI-driven tooling, to elevate product scalability and reliability.

Your leadership will directly influence product competitiveness, customer satisfaction, and the long-term success of the platform.

Why You Should Join Us

This role is ideal for someone who wants to take ownership, lead strategically, and make a meaningful impact on product direction. You will:

Lead mission-critical integration projects that directly influence the scalability and future roadmap of a core industry platform.
Drive architectural decisions that shape how thousands of retail systems connect and transact every day.
Work on technically challenging, high-impact problems in distributed systems, real-time data flows, and retail technology.
Gain exposure to industry-leading POS systems while influencing standards across the retail ecosystem.
Build cutting-edge internal tools using automation, monitoring, and AI-based enhancements.
Collaborate closely with engineers, QA specialists, and operational teams in a fast-paced, innovation-driven environment.
Take on significant ownership, visibility, and responsibility, making this a strong career growth opportunity for someone ready to step into a senior leadership track.

If you are passionate about blending technical execution with product strategy and want to lead integrations that power real-world retail experiences, this role offers an exceptional platform to do so.

Key Responsibilities

Own the product definition and implementation of loyalty engine integrations with third-party POS providers.
Guide external partners through the full integration lifecycle, ensuring technical quality, smooth processes, and delivery on timelines.
Manage internal QA resources responsible for integration testing and validation.
Develop internal and external troubleshooting tools and processes.
Build automation systems to replace manual testing and improve operational efficiency.
Create monitoring tools to track and optimize distributed system performance.

Requirements

5+ years of experience in technical product roles and/or software development.
Strong background in retail technologies; POS experience preferred.
Solid programming experience, with the ability to write prototypes and tools for process improvement.
Excellent project management skills, with experience managing timelines, risks, dependencies, and resources.
Proficiency in Python or Java.
Strong communication skills, with the ability to convey complex information to both technical and non-technical stakeholders.
Strong analytical and problem-solving abilities, with the capacity to manage multiple priorities in a fast-paced environment.

Preferred Qualifications

Experience mentoring engineers or leading teams.
Familiarity with product management tools for cross-functional collaboration.
Experience using AI tools to enhance workflows or automation.
Grocery industry or POS system experience.

Compensation Package Includes

Competitive salary and stock options
Medical coverage, life insurance, 401(k), vacation/sick leave, and paid company holidays
Flexible Spending Account (FSA)
Health Savings Account (HSA)
Commuter benefits

Senior Software Engineer Technical Lead

Job Type