This will be a remote role to start, with plans to transition to hybrid in-office 2x/week located in downtown Toronto.
With millions of diners, 60,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a passion for helping restaurants thrive. Our world-class technology empowers restaurants to focus on what matters most – their team, their guests, and their bottom line – while enabling diners to discover and book the perfect restaurant for every occasion.
Every employee at OpenTable has a tangible impact on what we do and how we do it. You’ll also be part of a global team and its portfolio of metasearch brands. Hospitality is all about taking care of others, and it defines our culture.
About the Role
We're seeking a hands-on, execution-driven leader to execute our AI platform strategy and scale our AI capabilities across the enterprise.. As Principal, GenAI Solution Engineer, you'll be OpenTable's AI platform champion: evaluating cutting-edge GenAI platforms, architecting scalable automation solutions, and enabling teams across the organization to harness AI productively and securely.
This role combines platform engineering, technical program management, and strategic leadership. You'll be responsible for platform decisions affecting 1300+ employees.
What Success Looks Like:
In this role, you'll drive measurable impact through strategic platform decisions and cross-functional execution. Your first year will focus on establishing OpenTable as a leader in AI-powered operational excellence through platform selection, pilot implementation, and scalable adoption across departments. Success means enabling teams to work more efficiently while maintaining security and governance standards.
Key Responsibilities
Platform Strategy & Automation
Evaluate and implement enterprise AI workflow platforms (Glean, Zapier Enterprise, n8n, LangChain/LangGraph, etc.)
Lead technical decisions on platform selection based on security, scalability, and integration requirements
Design system architecture for multi-agent orchestration and enterprise system integration
Manage vendor relationships and negotiate enterprise contracts
Cross-Functional Workflow Automation
Partner with department leaders (Finance, Sales, Support, Legal, Engineering) to identify and prioritize automation opportunities
Translate business requirements into technical solutions and implementation roadmaps
Lead implementation projects with clear milestones, success metrics, and stakeholder communication
Enable internal teams to build and maintain workflows through training and documentation
Technical Leadership & Enablement
Establish technical standards for AI automation including security, monitoring, and evaluation frameworks
Create enablement resources: templates, best practices guides, and onboarding toolkits
Lead technical reviews of workflow implementations and provide architectural guidance
Drive adoption metrics and continuously optimize platform performance and user experience
Technical Expertise
8+ years in platform engineering, technical product management, or technical program management
Strong proficiency with GenAI tools (OpenAI GPT, Claude, Gemini) and orchestration frameworks (LangChain, LangGraph, AutoGen)
Hands-on experience with workflow automation platforms (Zapier, Power Automate, n8n, or similar)
Enterprise integration experience with systems like NetSuite, Salesforce, Snowflake, or similar ERP/CRM platforms
Programming skills in Python, TypeScript, or Go with ability to review code and build prototypes
API design and integration experience with RESTful services and webhook architectures
Leadership & Execution
Program management expertise leading complex, multi-stakeholder initiatives from conception to delivery
Budget management experience with P&L responsibility for technology investments
Cross-functional collaboration skills with ability to influence without direct authority
Technical communication skills to translate complex concepts for non-technical stakeholders
Business Acumen
ROI measurement experience with ability to define and track productivity and efficiency metrics
Change management experience driving technology adoption across large organizations
Risk assessment capabilities for evaluating security and compliance implications of AI tools
Preferred Qualifications
AI/ML platform experience in developer productivity, internal tools, or AI infrastructure teams
Open-source contributions to workflow automation, AI orchestration, or developer tools
Industry experience in B2B SaaS, marketplaces, hospitality tech, or high-growth technology companies
Speaking experience at technical conferences or industry events
Advanced degree in Computer Science, Engineering, or related technical field
Why This Role Matters
OpenTable is at a pivotal moment in our AI journey. We've proven GenAI's potential through initial pilots - now we need to scale what works. This role will shape the AI platforms we choose, drive technical implementation across the company, and establish OpenTable as a leader in AI-powered operational excellence.
You'll have the unique opportunity to build something from the ground up while leveraging OpenTable's scale and resources. Your work will directly impact how 1300+ employees work daily and position OpenTable at the forefront of AI adoption in the hospitality industry.
Benefits and Perks
Generous paid vacation + time off for your birthday
Work from (almost) anywhere for up to 20 days per year
Focus on mental health and well-being:
Company-paid therapy sessions through SpringHealth
Company-paid subscription to Headspace
Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)
Paid parental leave
Paid volunteer time
Focus on your career growth:
Development Dollars
Leadership development
Access to thousands of on-demand e-learnings
Travel Discounts
Employee Resource Groups
Private health and dental insurance
Life and Disability insurance
There are a variety of factors that go into determining a salary range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required. The range for this Toronto, Canada based role is $155,000-$185,000 CAD.
We offer a competitive base salary and benefits including: health benefits; flexible spending account; retirement benefits; life insurance; paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays); and parental leave benefits. This role is eligible to be considered for an annual bonus and equity grant.
Work Environment & Flexibility
At OpenTable, we pride ourselves on fostering a global and dynamic work environment. As a team member with us, you will benefit from a schedule tailored to accommodate a global workforce operating across multiple time zones. While the majority of your responsibilities may align with conventional business hours, there will be instances where you are expected to manage communications - via calls, Slack messages, or emails - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters. OpenTable will always abide by and consider local laws and regulations.
Inclusion
We’re committed to creating a workplace where everyone feels they belong and can thrive. We know the best ideas come when we bring different voices to the table, so we're building a team as dynamic as the diners and restaurants we serve—and fostering a culture where everyone feels welcome to be themselves.
If you need accommodations during the application or interview process, or on the job, we’re here to support you. Please reach out to your recruiter to request any accommodations.
