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Lead Engineer

May 30, 2026

About Us <a href="https://www.canarytechnologies.com/">Canary Technologies</a> is changing the game for hotels with modern software powered by Canary's hospitality-specific AI platform. Canary is utilized by 20,000+ hoteliers in 100+ countries to equip hoteliers with the technology they need to work smarter and wow their guests. Major hotel brands such as Wyndham, Marriott, IHG, Four Seasons, Rosewood, and Best Western trust Canary to deliver results. Canary was named a 2024 Deloitte Technology Fast 500™ company, a Most Innovative Company by Fast Company and a HotelTechReport Best Place to Work — and is backed by top Silicon Valley investors like Y Combinator, F-Prime, Brighton Park Capital and Insight Partners. Join us in shaping the future of hospitality! <h3>About the Role</h3> We're looking for a Lead Engineer to drive the next phase of Canary's Voice AI product — the platform that handles guest calls for hotels end-to-end, from reservations and modifications to service requests and intelligent transfers. You'll own the architecture of a real-time, telephony-grounded system. You'll lead a pod of engineers, set the bar as a hands-on IC, and partner closely with Product to ship voice experiences that operate reliably at scale across major hospitality brands. The systems you design will speak directly to guests, so passion and discipline around quality, latency, and operational excellence are essential. Responsibilities<div> <ul> <li>Directly manage a pod of engineers responsible for Canary's Voice AI product, including inbound call handling, reservation booking and modification flows, service request creation, and intelligent call transfer</li> <li>Set an example as an IC in terms of both the quality and velocity of code that you ship</li> <li>Own the architecture and its evolution across telephony integrations (Twilio, Bandwidth, etc), real-time AI components (Deepgram, ElevenLabs, OpenAI), and integration points with PMS Gateway, CRS Gateway, and the Ticket Gateway</li> <li>Drive measurable improvements in call containment, transfer quality, latency, and cost-per-call by deeply understanding metrics and how hotels and guests use the product</li> <li>Partner closely with Product Managers to inform roadmap and prioritization, with a strong voice on product decisions for the Voice AI surface area</li> <li>Independently mentor and advise engineers in the pod, and build engineering execution plans, break down work, and assign it across the team</li> <li>Run pod processes autonomously and escalate appropriately when required</li> <li>Participate in hiring and interviewing for the Voice AI team and broader engineering org</li> </ul> </div> Qualifications<div> <ul> <li>8+ years of a strong engineering background</li> <li>2+ years of proven experience of leading successful engineering teams</li> <li>Solid knowledge of developing backend applications</li> <li>Hands-on experience building real-time or streaming systems — voice, audio, video, or low-latency event-driven services</li> <li>Have a strong demonstrated ability to ship high-quality products that operate reliably at scale</li> <li>Self-motivated, collaborative, and diligent work ethic</li> <li>Excellent communication skills. You love being part of a diverse team, building consensus, and establishing credibility. You are a Class-A communicator: curious, thoughtful, clear, and (mostly) correct</li> <li>Comfort with ambiguity and is eager to embrace ownership and accountability</li> <li>Bonus: Experience with conversational AI, LLM agent frameworks (e.g. LiveKit Agents, Pipecat), telephony (Twilio, SIP), ASR/TTS providers (Deepgram, ElevenLabs, Cartesia), or evaluations / testing harnesses for agentic systems</li> </ul> </div> We also work hard to ensure Canary is a fun and exciting place to work! Here are some of the additional benefits: Canary Days: As a company we want to ensure that the team has time to recharge. Each month we provide company wide days off to ensure there is at least one extended weekend or day off. Self Improvement Club: We meet each month and share our personal goals for the month. Each individual is provided a budget towards any purchases that help us achieve these goals. Professional Development Chats: We provide budget to help drive cross functional professional development conversations across the organization. Travel Reimbursement: Team members are able to visit our offices across New York, San Francisco or Dallas when they choose, and are provided a travel stipend for doing so. Spend time working with the team in their office, and use the rest of your time exploring a new city! Personal Travel Reimbursement: If you stay at a hotel that Canary works with, we provide a credit towards your stay. Canary Technologies is an equal opportunity employer. We recruit, employ, train, compensate and promote talent regardless of race, religion, ethnicity, national origin, citizenship, gender, gender identity, sexual orientation, age, veteran status, disability, genetic information or any other protected characteristic.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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