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At Gifthealth, we're revolutionizing the way people experience healthcare by simplifying the process of managing prescriptions and health services. Our mission is to provide a seamless, personalized, and efficient healthcare experience for all our customers. We're a dynamic, innovative, and customer-centric company dedicated to making a positive impact on people's lives.

Reporting to the Director of Engineering, the Lead Senior Software Engineer is responsible for leading the design, development, and delivery of scalable software solutions while providing technical leadership and people management for a team of 2–8 software engineers. This role combines hands-on engineering with team leadership, mentorship, and cross-functional collaboration to ensure high-quality, secure, and reliable systems that support Gifthealth’s mission to improve access to affordable healthcare.

We are seeking a Lead Senior Software Engineer to play a critical part in setting technical direction, driving execution, and fostering a strong engineering culture, ensuring alignment with organizational goals, operational excellence, and compliance standards.

• Leads design, development, and delivery of scalable, high-quality software solutions aligned with business priorities
• Provides technical leadership, code reviews, and architectural guidance to engineering team
• Manages, mentors, and supports a team of 2–8 software engineers, including performance feedback and career development
• Collaborates with product, design, operations, and other stakeholders to translate business requirements into technical solutions
• Oversees system reliability, performance monitoring, testing strategies, and production support
• Contributes to documentation, development standards, and continuous improvement of engineering processes

• Education: Bachelor’s degree in computer science, engineering, or related field OR equivalent professional experience (Required)
• Licensure/Certification: None
• Experience:
• 5–10 years of professional software engineering experience (Required)
• Demonstrated experience leading technical projects or small engineering teams (Required)
• Experience leading teams using Agile or similar delivery methodologies (Required)
• Experience with CI/CD pipelines and DevOps practices (Required)
• Prior experience managing or formally leading engineers (Preferred)
• Experience in high-growth startups or healthcare technology organizations (Preferred)
• Knowledge, Skills, & Abilities:
• Knowledge of Ruby and Ruby on Rails (Rails 7 or similar frameworks); modern web application architecture and RESTful APIs; relational databases (Postgres) and data modeling; and cloud platforms and production systems (Required)
• Knowledge of healthcare or regulated industry environments and scalable distributed systems and service-oriented architectures (Preferred)
• Strong software design and coding skills with emphasis on clean, maintainable, and testable code (Required)
• Technical leadership, code review, and architectural decision-making skills (Required)
• Team leadership, coaching, and mentoring skills (Required)
• Cross-functional communication and collaboration skills (Required)
• Ability to translate abstract business problems into technical solutions (Required)
• Ability to prioritize work and balance hands-on coding with leadership responsibilities (Required)
• Ability to influence technical direction and drive alignment across teams (Required)
• Ability to scale teams and systems in a high-growth environment (Preferred)

Work Environment

• Location: Remote
• Schedule: Daytime hours, Monday through Friday with night and weekend hours on occasion as determined by the needs of the business.
• Regular meetings with internal Product Management, Design/UX, Engineering, Operation and Client Services teams. This role may also have meetings with external third-party API vendor and technology partner representatives.

• Must be able to remain in a stationary position for extended periods while writing or reviewing documentation
• Must be able to work on a computer for the entire shift
• Must be able to attend virtual meetings with cross-functional teams.

Status: Full-time
FLSA: Exempt

Gifthealth is an Equal Opportunity Employer and prohibits discrimination and harassment of any kind. All employment decisions are made without regard to race, color, religion, sex, sexual orientation, gender identity, transgender status, national origin, age, disability, veteran status, or any other legally protected status.

We celebrate diversity and are committed to creating an inclusive environment for all employees. If you do not meet every requirement but still feel you would be a great fit for this role, we encourage you to apply!

This job description is intended to describe the general nature and level of work being performed. It is not intended to be an exhaustive list of all responsibilities, duties, or skills required of personnel. Gifthealth reserves the right to modify job duties or descriptions at any time.