Our Core AI Squad
The Core AI Squad owns the customer-facing AI platform infrastructure, agentic workflows, and evaluation and observability foundations that enable AI-powered experiences across Cloudbeds products. The team builds the production capabilities that let us evaluate models and providers for specific use cases, orchestrate tools and workflows, measure quality over time, and integrate AI safely into real customer journeys. You'll join a senior, product-minded group that values ownership, pragmatic architecture, fast learning, and strong collaboration across product, design, data, and engineering.
What You Bring to the Team
Design, build, and operate customer-facing AI platform services and product features primarily in Python, while integrating with PHP and Java systems as needed
Build and evolve agentic harnesses, including agent runtimes, workflow orchestration, tool execution, state management, recovery paths, and evaluation hooks
Integrate agents and LLM-powered workflows into production systems with strong attention to reliability, correctness, latency, scalability, and cost
Evaluate models and providers for specific product use cases, using clear success criteria and abstractions that keep the platform flexible as the AI ecosystem evolves
Own evaluation, tracing, observability, and quality feedback loops for AI features so the team can detect regressions, understand behavior, and improve over time
Write clean, well-tested, well-documented code and advocate for engineering best practices, test automation, maintainability, and operational excellence
Collaborate with product, design, data, security, and engineering partners to turn ambiguous AI product opportunities into reliable customer-facing features
Comfort building, debugging, and operating services that interact with PostgreSQL, SQS, gRPC, and REST APIs, including data models, event streams, service contracts, and versioning
Contribute as a senior individual contributor through technical leadership, architecture input, pair programming, code reviews, and mentorship
What Sets You Up for Success
5+ years of software engineering experience building, shipping, and operating production systems
Strong proficiency with Python in production environments, including APIs, services, tests, debugging, and operational ownership
Hands-on experience building, integrating, or evaluating agentic systems, agent harnesses, tool orchestration, or LLM-powered workflows
Experience with agentic frameworks and tooling such as LangChain, LangSmith, LangGraph, or similar platforms (PydanticAI, CrewAI, etc)
Experience with MCP, vector databases, retrieval patterns, RAG architectures, or AI evaluation platforms
Comfortable working across a polyglot stack, especially contributing to or integrating with PHP and Java services when the product requires it
Familiarity with prompt and version management, guardrails, tracing, LLM observability, cost and latency optimization, or human-in-the-loop workflows
Experience with cloud infrastructure and containerization such as Docker, Kubernetes, and AWS, plus experience working with remote-first, globally distributed teams
Experience with API-driven design, distributed systems, data modeling, and reliable service boundaries
Strong knowledge of software best practices, design patterns, performance, security-minded development, and testing across unit, integration, and end-to-end levels
Excellent problem-solving and debugging skills, especially in complex systems with uncertain or probabilistic behavior
Good product sense, customer empathy, strong communication, teamwork, ownership, and time management
Business-level English fluency, verbal and written
Compensation: Depending on your skills and experience, you can expect your annual compensation to be between $140,000 and $180,000 USD. Please note that we maintain high flexibility, and packages above this range will be considered. (The salary is only for US-based candidates).
Work Authorization: Please note that applicants must be currently authorized to work in the location where the position is located without requiring visa sponsorship. At this time, Cloudbeds is unable to provide sponsorship for work visas.
What to Expect - Your Journey with Us
Behind Cloudbeds' revolutionary technology is a team redefining what's possible in hospitality. We're 650+ team members across 40+ countries, bringing together elite engineers, AI architects, world-class designers, hoteliers, and hospitality veterans to solve challenges others haven't dared to tackle. Our diverse team speaks 30+ languages, but we all share one language: a passion for innovation and travel. From pioneering breakthroughs in machine learning to revolutionizing how hotels operate, we're not just watching the future of hospitality unfold – we're coding it, designing it, writing it, and shipping it. If you're ready to work alongside some of the brightest minds in tech who are obsessed with using AI to transform a trillion-dollar industry, this is your chance to be part of something extraordinary.
Learn more online at cloudbeds.com
Cloudbeds Awards
Winner – Hotel Management Software | HotelTechAwards (2026)
Overall 10 Best Places to Work | HotelTechAwards (2026)
Overall Top 10 Hotelier's Choice | HotelTechAwards (2026)
Finalist – Property Management Systems (PMS) & Channel Managers | HotelTechAwards (2026)
Most Loved Workplace® Certified (2024)
Deloitte Technology Fast 500 (2024)
Discover our Benefits
Remote First, Remote Always
PTO in accordance with local labor requirements
Fully Paid Parental Leave
Home office stipend based on country of residency
Professional development courses in Cloudbeds University
Access to professional development, including manager training, upskilling, and knowledge transfer
Everyone is Welcome - A Culture of Inclusion
Cloudbeds is proud to be an Equal Opportunity Employer that celebrates the diversity in our global team! We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.
Cloudbeds is committed to the full inclusion of all qualified individuals. As part of this commitment, Cloudbeds will ensure that persons with disabilities are provided reasonable accommodations in the hiring process. We encourage deaf, hard-of-hearing, deaf-blind, and deaf-disabled individuals to apply. If reasonable accommodation is needed to participate in the job application or interview process or to perform essential job functions, please contact our HR team by phone at (858) 201-7832 or via email at accommodations@cloudbeds.com. Cloudbeds will provide an American Sign Language (ASL) interpreter where needed as a reasonable accommodation for the hiring process.
To all Staffing and Recruiting Agencies: Our Careers Site is only for individuals seeking a job at Cloudbeds. Staffing, recruiting agencies, and individuals being represented by an agency are not authorized to use this site or to submit applications, and any such submissions will be considered unsolicited. Cloudbeds does not accept unsolicited resumes or applications from agencies. Please do not forward resumes to our jobs alias, Cloudbeds employees, or any other company location. Cloudbeds is not responsible for any fees related to unsolicited resumes/applications.
