hirly

Cloudbedsthirdpartyboard

Senior Software Engineer

Canada

Apply through hirly

Upload your resume and get a version tailored to this job, plus a cover letter, in about thirty seconds — before you create an account.

Apply with hirly

hirly's read of this role

Role family
Engineering
Seniority
Senior
Country
CA
Work mode
Remote-friendly
First seen by hirly
24 Sept 2026

Derived automatically from the posting. Sign up to see how the role scores against your own resume.

the posting

  • What Makes Cloudbeds Unique
  • At Cloudbeds, we're not just building software, we’re transforming hospitality. Our intelligently designed platform powers properties across 150 countries, processing billions in bookings annually. From independent properties to hotel groups, we help hoteliers transform operations and uplevel their commercial strategy through a unified platform that integrates with hundreds of partners. And we do it with a completely remote team. Imagine working alongside global innovators to build AI-powered solutions that solve hoteliers' biggest challenges. Since our founding in 2012, we've become the World's Best Hotel PMS Solutions Provider and landed on Deloitte's Technology Fast 500 again in 2024, but we're just getting started.

How You'll Make an Impact:

As a Senior Software Engineer on the Core AI Squad, you'll design, build, and operate customer-facing AI platform capabilities that power intelligent product experiences across Cloudbeds. This is a product engineering role focused on production AI systems, agentic workflows, evaluation, and observability - not an internal tooling role. You'll work primarily in Python while collaborating across our broader PHP and Java ecosystem, building systems where correctness, reliability, latency, cost, and model quality are core to the job. Your goal is to help Cloudbeds ship AI-powered customer experiences that are useful, trusted, scalable, and measurable.

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 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.

#LI-SD1

  • What to Expect - Your Journey with Us
  • Behind Cloudbeds' revolutionary technology is a team of redefining what's possible in hospitality. We're 650+ employees across 40+ countries, bringing together elite engineers, AI architects, world-class designers, 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

Company Awards :

Best All-In-One Hotel Management System | HotelTechAwards (2025)

Overall 10 Best Places to Work | HotelTechAwards (2025)

Most Loved Workplace® Certified (2024)

Top 10 People’s Choice (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 [email protected] . Cloudbeds wi

Original posting on Cloudbedsthirdpartyboard's site ↗

Browse similar roles

Want this one?

Upload your resume and hirly rewrites it for this job and writes the cover letter — in about thirty seconds, before you sign up.

Tailor my resume for this job