ShiftKey

Own SaaS platform reliability and incident response, manage AWS and Azure infrastructure, build production automation, and mentor teammates on safe deployment. | Requires 5+ years running production infrastructure at scale with AWS, Azure, Kubernetes, and Terraform, plus Python and Bash automation and incident-management experience. | About ShiftKey ShiftKey is a platform that is disrupting the way healthcare facilities find licensed and certified professionals to fill available shifts. Leveraging marketplace dynamics and deep industry knowledge, the company is playing a vital role in mitigating America’s healthcare staffing shortages, enabling direct connections between facilities and healthcare professionals. By offering the opportunity to work as much or as little as they choose and putting the power back into the hands of healthcare workers, ShiftKey is bringing more licensed professionals back into the workforce, a solution that is solving a major crisis in healthcare. For more information, visit www.ShiftKey.com. The role We’re a healthcare technology company running two products: a SaaS platform and a two-sided marketplace platform, both operating under strict regulatory requirements. This role focuses on the SaaS side, the product our customers rely on to run their day. When it’s down, they feel it. You’d own its reliability: keeping it available, keeping the infrastructure underneath it stable and secure, and building the guardrails that let other engineering teams ship without breaking things. This is a senior seat on a small team, and the team is still being built out. You won’t be handed a finished reliability practice or a long runbook. You’ll make real calls, and some of them will be ambiguous. In return you get a lot of autonomy, a lot of influence over how we do things, and a chance to leave a visible mark on a regulated platform that matters. Where you’ll work This is a fully remote position based in the United States. You should be comfortable working asynchronously and partnering with teammates in different time zones. What you’ll be doing Owning reliability, availability and incident response for our SaaS platform, from detection through postmortem. Maintaining and extending our cloud infrastructure across AWS and Azure, managed as code. Running and improving our Kubernetes-based production environment. Writing production automation. Scripting is a daily part of this job. Working closely with software engineering teams so that deploying safely is the easy path, and becoming the person they trust on infrastructure risk. Mentoring teammates toward independence and helping shape how the reliability function grows. What you’ll need 5+ years running production infrastructure on AWS and Azure at real scale, ideally for a SaaS product. Production Kubernetes and Terraform experience, with real incidents behind you, not only deployments. Hands-on incident ownership: you can walk us through one you handled from detection to postmortem. Strong automation skills, ideally in Python and Bash, plus experience with observability tooling such as Prometheus, Grafana or CloudWatch. Comfort making and defending judgment calls without a manager in the room, and experience mentoring other engineers. Comfort in a mixed-language environment, and a habit of using AI tools in your daily work. Perks of working for ShiftKey Inclusive and collaborative work environment where all voices are valued. Hybrid-friendly office spaces designed to be fun and engaging. Comprehensive health, vision, and dental coverage. Benefits begin on your first day. Generous PTO and company-paid holidays, including flexible floating holidays. 100% 401(k) employer match up to 6%. Paid parental leave. Wellness support, including access to mental health resources. #LI-Remote Our Commitment to Diversity ShiftKey is an equal opportunity employer and is committed to embracing diverse and individual perspectives shaping our culture and contributing to the solutions that transform the world. We actively work to create an inclusive environment for employees to thrive. EEO Statement ShiftKey does not discriminate based on race, religion, color, sex, gender, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status, or any other basis covered by applicable law. All employment is decided based on qualifications, merit, and business needs. ShiftKey is committed to providing reasonable accommodation to applicants with a mental or physical disability, please contact: accommodations@shiftkey.com

Own SaaS platform reliability and incident response, manage cloud infrastructure and Kubernetes environments, and mentor team members. | Requires 5+ years operating production infrastructure on AWS and Azure, proficiency in Kubernetes, Terraform, Python, and Bash, and demonstrated incident management experience. | About ShiftKey ShiftKey is a platform that is disrupting the way healthcare facilities find licensed and certified professionals to fill available shifts. Leveraging marketplace dynamics and deep industry knowledge, the company is playing a vital role in mitigating America’s healthcare staffing shortages, enabling direct connections between facilities and healthcare professionals. By offering the opportunity to work as much or as little as they choose and putting the power back into the hands of healthcare workers, ShiftKey is bringing more licensed professionals back into the workforce, a solution that is solving a major crisis in healthcare. For more information, visit www.ShiftKey.com. The role We’re a healthcare technology company running two products: a SaaS platform and a two-sided marketplace platform, both operating under strict regulatory requirements. This role focuses on the SaaS side, the product our customers rely on to run their day. When it’s down, they feel it. You’d own its reliability: keeping it available, keeping the infrastructure underneath it stable and secure, and building the guardrails that let other engineering teams ship without breaking things. This is a senior seat on a small team, and the team is still being built out. You won’t be handed a finished reliability practice or a long runbook. You’ll make real calls, and some of them will be ambiguous. In return you get a lot of autonomy, a lot of influence over how we do things, and a chance to leave a visible mark on a regulated platform that matters. Where you’ll work This is a fully remote position based in the United States. You should be comfortable working asynchronously and partnering with teammates in different time zones. What you’ll be doing Owning reliability, availability and incident response for our SaaS platform, from detection through postmortem. Maintaining and extending our cloud infrastructure across AWS and Azure, managed as code. Running and improving our Kubernetes-based production environment. Writing production automation. Scripting is a daily part of this job. Working closely with software engineering teams so that deploying safely is the easy path, and becoming the person they trust on infrastructure risk. Mentoring teammates toward independence and helping shape how the reliability function grows. What you’ll need 5+ years running production infrastructure on AWS and Azure at real scale, ideally for a SaaS product. Production Kubernetes and Terraform experience, with real incidents behind you, not only deployments. Hands-on incident ownership: you can walk us through one you handled from detection to postmortem. Strong automation skills, ideally in Python and Bash, plus experience with observability tooling such as Prometheus, Grafana or CloudWatch. Comfort making and defending judgment calls without a manager in the room, and experience mentoring other engineers. Comfort in a mixed-language environment, and a habit of using AI tools in your daily work. Perks of working for ShiftKey Inclusive and collaborative work environment where all voices are valued. Hybrid-friendly office spaces designed to be fun and engaging. Comprehensive health, vision, and dental coverage. Benefits begin on your first day. Generous PTO and company-paid holidays, including flexible floating holidays. 100% 401(k) employer match up to 6%. Paid parental leave. Wellness support, including access to mental health resources. #LI-Remote Our Commitment to Diversity ShiftKey is an equal opportunity employer and is committed to embracing diverse and individual perspectives shaping our culture and contributing to the solutions that transform the world. We actively work to create an inclusive environment for employees to thrive. EEO Statement ShiftKey does not discriminate based on race, religion, color, sex, gender, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status, or any other basis covered by applicable law. All employment is decided based on qualifications, merit, and business needs. ShiftKey is committed to providing reasonable accommodation to applicants with a mental or physical disability, please contact: accommodations@shiftkey.com

Lead backend development and set Python best practices while contributing to a multi-product ecosystem and driving AI-accelerated SDLC evolution. | Requires deep Python and meaningful .NET experience, AI-assisted development workflow knowledge, and strong senior engineering judgment. | About ShiftKey ShiftKey is a platform that is disrupting the way healthcare facilities find licensed and certified professionals to fill available shifts. Leveraging marketplace dynamics and deep industry knowledge, the company is playing a vital role in mitigating America’s healthcare staffing shortages, enabling direct connections between facilities and healthcare professionals. By offering the opportunity to work as much or as little as they choose and putting the power back into the hands of healthcare workers, ShiftKey is bringing more licensed professionals back into the workforce, a solution that is solving a major crisis in healthcare. For more information, visit www.ShiftKey.com. The role ShiftKey’s scheduling platform is the backbone of what we do - and we’re in the middle of making it dramatically better. We've made a deliberate, focused decision to double down on the platform at the heart of our product: modernizing the codebase, improving supportability, and building a foundation we can confidently evolve and ship features from for years to come. This isn’t a greenfield rewrite for its own sake - it’s a pragmatic, high-impact investment in software that real customers depend on every day. You’d be joining a tight, experienced engineering squad - 6 to 7 senior engineers spanning multiple products and stacks - at a genuinely defining moment for the platform. This isn’t maintenance mode: you’re shaping architecture, setting standards, and leaving real fingertips on a product customers depend on daily. The team has also fully committed to an AI-accelerated SDLC - Claude Code, agent orchestration, LLM tooling - not as an experiment, but as how we actually build software. And the people make it worth showing up: experienced, coordinated, low-ego, and genuinely collaborative. Where you’ll work This is a fully remote position based in the United States. You should be comfortable working asynchronously and partnering with teammates in different time zones. What you’ll be doing Lead backend development on our core scheduling platform modernization - setting Python best practices, guiding architecture decisions, and owning the quality of Python-driven services as the system evolves. Contribute across a multi-product ecosystem (Engage, Auth, Messaging, Time) that spans Python and .NET - this role is built for engineers who thrive across stacks, not single-use specialists. Write APIs, own services review code, and ship - the full range of what senior engineering looks like in practice. Help drive the team’s evolution toward an AI-accelerate SDLC, using tools like Claude Code to orchestrate agents that write, debug, and test software - this is an active part of how we work, not a future ambition. What you’ll need Deep, production-grade Python experience (Python 3.10+) - you write clean, idiomatic code and you’ve set the standard for it on a team before. Meaningful .NET exposure - enough to contribute across our existing product suite and feel comfortable in a mixed-stack environment. Hands-on experience with AI-assisted or agentic development workflows - LLM tooling, multi-agent systems, or similar; you’re already working this way or actively have been. The kind of senior judgment that shows up as good instincts, constructive disagreement, and initiative without needing to be the loudest person in the room. A genuine team-first orientation - ShiftKey engineering runs on collaboration, and we hire for it deliberately. Perks of working for ShiftKey Inclusive and collaborative work environment where all voices are valued. Hybrid-friendly office spaces designed to be fun and engaging. Comprehensive health, vision, and dental coverage. Benefits begin on your first day. Generous PTO and company-paid holidays, including flexible floating holidays. 100% 401(k) employer match up to 6%. Paid parental leave. Wellness support, including access to mental health resources. #LI-Remote Our Commitment to Diversity ShiftKey is an equal opportunity employer and is committed to embracing diverse and individual perspectives shaping our culture and contributing to the solutions that transform the world. We actively work to create an inclusive environment for employees to thrive. EEO Statement ShiftKey does not discriminate based on race, religion, color, sex, gender, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status, or any other basis covered by applicable law. All employment is decided based on qualifications, merit, and business needs. ShiftKey is committed to providing reasonable accommodation to applicants with a mental or physical disability, please contact: accommodations@shiftkey.com

Lead backend development and guide architectural decisions while adopting AI-accelerated workflows. | Requires deep Python 3.10+ and .NET experience with AI-assisted development and strong senior judgment. | About ShiftKey ShiftKey is a platform that is disrupting the way healthcare facilities find licensed and certified professionals to fill available shifts. Leveraging marketplace dynamics and deep industry knowledge, the company is playing a vital role in mitigating America’s healthcare staffing shortages, enabling direct connections between facilities and healthcare professionals. By offering the opportunity to work as much or as little as they choose and putting the power back into the hands of healthcare workers, ShiftKey is bringing more licensed professionals back into the workforce, a solution that is solving a major crisis in healthcare. For more information, visit www.ShiftKey.com. The role ShiftKey’s scheduling platform is the backbone of what we do - and we’re in the middle of making it dramatically better. We've made a deliberate, focused decision to double down on the platform at the heart of our product: modernizing the codebase, improving supportability, and building a foundation we can confidently evolve and ship features from for years to come. This isn’t a greenfield rewrite for its own sake - it’s a pragmatic, high-impact investment in software that real customers depend on every day. You’d be joining a tight, experienced engineering squad - 6 to 7 senior engineers spanning multiple products and stacks - at a genuinely defining moment for the platform. This isn’t maintenance mode: you’re shaping architecture, setting standards, and leaving real fingertips on a product customers depend on daily. The team has also fully committed to an AI-accelerated SDLC - Claude Code, agent orchestration, LLM tooling - not as an experiment, but as how we actually build software. And the people make it worth showing up: experienced, coordinated, low-ego, and genuinely collaborative. Where you’ll work This is a fully remote position based in the United States. You should be comfortable working asynchronously and partnering with teammates in different time zones. What you’ll be doing Lead backend development on our core scheduling platform modernization - setting Python best practices, guiding architecture decisions, and owning the quality of Python-driven services as the system evolves. Contribute across a multi-product ecosystem (Engage, Auth, Messaging, Time) that spans Python and .NET - this role is built for engineers who thrive across stacks, not single-use specialists. Write APIs, own services review code, and ship - the full range of what senior engineering looks like in practice. Help drive the team’s evolution toward an AI-accelerate SDLC, using tools like Claude Code to orchestrate agents that write, debug, and test software - this is an active part of how we work, not a future ambition. What you’ll need Deep, production-grade Python experience (Python 3.10+) - you write clean, idiomatic code and you’ve set the standard for it on a team before. Meaningful .NET exposure - enough to contribute across our existing product suite and feel comfortable in a mixed-stack environment. Hands-on experience with AI-assisted or agentic development workflows - LLM tooling, multi-agent systems, or similar; you’re already working this way or actively have been. The kind of senior judgment that shows up as good instincts, constructive disagreement, and initiative without needing to be the loudest person in the room. A genuine team-first orientation - ShiftKey engineering runs on collaboration, and we hire for it deliberately. Perks of working for ShiftKey Inclusive and collaborative work environment where all voices are valued. Hybrid-friendly office spaces designed to be fun and engaging. Comprehensive health, vision, and dental coverage. Benefits begin on your first day. Generous PTO and company-paid holidays, including flexible floating holidays. 100% 401(k) employer match up to 6%. Paid parental leave. Wellness support, including access to mental health resources. #LI-Remote Our Commitment to Diversity ShiftKey is an equal opportunity employer and is committed to embracing diverse and individual perspectives shaping our culture and contributing to the solutions that transform the world. We actively work to create an inclusive environment for employees to thrive. EEO Statement ShiftKey does not discriminate based on race, religion, color, sex, gender, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status, or any other basis covered by applicable law. All employment is decided based on qualifications, merit, and business needs. ShiftKey is committed to providing reasonable accommodation to applicants with a mental or physical disability, please contact: accommodations@shiftkey.com