AI Enablement Engineer
Top Benefits
About the role
About FacilityOS (Formerly iLobby):
FacilityOS is a dynamic and innovative B2B SaaS company headquartered in the heart of Toronto's vibrant tech ecosystem. We are on a high-growth trajectory, providing a market-leading platform that helps businesses improve their safety, security, compliance, and efficiency across many critical facility touchpoints. We’re weaving AI into the fabric of our GTM motion—support, success, sales, marketing—and looking for someone to help us get it right (not "kind of right," like a ChatGPT recipe for beef wellington. Actually right.)
This is a hybrid position where you'll be required to be in office at least two days a week with the flexibility to work from home the remaining days if desired.
About The Role:
This is a brand-new role, designed for someone who lives and breathes AI tools—maybe not with a CS degree, but with curiosity, scrappiness, and some serious hands-on time with tools like ChatGPT, Grok, Claude, or even AutoGPT. You’ve probably already set up some custom GPTs, trained a chatbot or two, and figured out how to explain what "hallucinations" are at family dinner.
As our AI Enablement Engineer , your mission is to make sure our GTM-facing AI tools (like Zendesk AI) have the knowledge they need to do their jobs accurately and autonomously . That means keeping them trained, updated, and tested—especially when product features change or new documentation is added.
You won’t be flying solo—you’ll work closely with other members on the RevOps team, who handle the technical integrations. Your job? Ensure those tools stay useful, accurate, and aligned with what we know, what we offer, and what our clients are asking.
What You’ll Do
- Own the ongoing training, testing, and quality assurance of our AI-powered GTM tools (like Zendesk AI, knowledge bots, internal copilots).
- Make sure these tools are always trained on the most up-to-date product knowledge, especially after feature launches.
- Collaborate with Product, Product Marketing, and Customer Support to curate high-quality training inputs (docs, FAQs, videos, etc).
- Identify and fix “hallucinations” or irrelevant responses through prompt tuning, retraining, and smart data inputs.
- Partner with other members of the RevOps team who handle the actual tool and data integrations—you’ll focus on performance, not plumbing.
- Build internal checklists and QA workflows to regularly test AI outputs against real-world scenarios.
- Stay up-to-date on new AI features across our GTM platforms—and help us figure out what’s worth adopting.
- Help us define what “AI readiness” looks like across our customer-facing teams.
What You Bring
- Passion for AI tools and emerging tech—maybe you’re the friend everyone texts when ChatGPT breaks.
- Hands-on experience using AI tools like ChatGPT, Claude, Grok, Perplexity, etc. Bonus if you’ve trained custom GPTs or similar.
- Familiarity with how LLMs work and how they fail —you don’t need to be an ML engineer, but you should know what to watch out for.
- Ability to write and edit training content, prompts, and documentation in a way that machines and humans can follow.
- Great communication skills—you’ll work across teams to source knowledge and evangelize best practices.
- A proactive, self-directed mindset. You like figuring things out, even if they’ve never been done before.
Nice to Haves
- Experience in a B2B SaaS environment
- Exposure to platforms like Zendesk, Salesforce, HubSpot, and others
- Comfort with light prompt engineering or prompt tuning
- Understanding of how knowledge bases and data sources fuel AI tools
Why This Role Rocks
- You’ll be our first-ever AI Enablement hire—building something meaningful from scratch.
- You’ll help define how AI supports our GTM engine across Support, Customer Success, Marketing, and Sales.
- You’ll work with RevOps, Product, Sales, and Support teams to drive real impact—fast.
- The role is high-visibility and high-growth and will evolve as fast as the AI space does.
- Let’s be real: your job will literally be to make robots smarter.
Why work at FacilityOS?
FacilityOS is the global leader in enterprise visitor management, helping complex enterprises digitize, optimize, and automate their key facility process – from streamlined visitor management to emergency evacuation, our Facility OS Platform is cutting edge and driving significant value with our customers.
We work hard and play hard and we do both with passion and respect for one another. Our company promotes a fast-paced, fun, friendly, and highly collaborative work environment that provides:
🩺Comprehensive health coverage (includes Dental and Vision coverage)
🏠A Hybrid work environment with our office based in North York, Toronto
💡Opportunity for advancement and growth
🍕 Catered Events, Snacks, Drinks – You won’t go Hungry!
🥳 Birthday and Life Celebrations
🎉 Two annual parties in a year
FacilityOS Commitment
We believe that a diverse team is the key to innovation and growth. We are an equal opportunity employer that value diversity at our company and encourage all candidates to apply. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
FacilityOS will accommodate individuals with disabilities through each stage of the recruitment and selection process. Please advise us of any needs when your interview is booked, and we will do our best to meet your needs.
Please note that all candidates must be legally eligible to work in Canada.
Background and Reference Checks
Any offer of employment may be conditional upon full background checks including a criminal record check, a credit check and employment and educational verifications. A reference check will also be conducted.
FacilityOS thanks all candidates for their interest, however only those selected to continue in the process will be contacted.
FacilityOS Website: https://www.facilityos.com/
Follow us on LinkedIn : https://www.linkedin.com/company/facilityos
Office location: 5255 Yonge St, Suite 1500 North York, ON M2N 6P4
Please apply via the attached link
About FacilityOS (formerly iLobby)
FacilityOS (formerly iLobby) is a global leader in facility, asset, and visitor management. The company’s modular platform is used by security professionals, facility managers, compliance teams, logistics managers, and operational leadership to optimize and automate key facility processes, achieve regulatory compliance, enforce safety protocols, and drive site security requirements. Their end-to-end platform is comprised of interoperable modules for visitor management (VisitorOS), emergency and evacuation management (EmergencyOS), contractor compliance management (ContractorOS), asset and logistics management (LogisticsOS), and physical visitor and contractor access control (SecurityOS).
AI Enablement Engineer
Top Benefits
About the role
About FacilityOS (Formerly iLobby):
FacilityOS is a dynamic and innovative B2B SaaS company headquartered in the heart of Toronto's vibrant tech ecosystem. We are on a high-growth trajectory, providing a market-leading platform that helps businesses improve their safety, security, compliance, and efficiency across many critical facility touchpoints. We’re weaving AI into the fabric of our GTM motion—support, success, sales, marketing—and looking for someone to help us get it right (not "kind of right," like a ChatGPT recipe for beef wellington. Actually right.)
This is a hybrid position where you'll be required to be in office at least two days a week with the flexibility to work from home the remaining days if desired.
About The Role:
This is a brand-new role, designed for someone who lives and breathes AI tools—maybe not with a CS degree, but with curiosity, scrappiness, and some serious hands-on time with tools like ChatGPT, Grok, Claude, or even AutoGPT. You’ve probably already set up some custom GPTs, trained a chatbot or two, and figured out how to explain what "hallucinations" are at family dinner.
As our AI Enablement Engineer , your mission is to make sure our GTM-facing AI tools (like Zendesk AI) have the knowledge they need to do their jobs accurately and autonomously . That means keeping them trained, updated, and tested—especially when product features change or new documentation is added.
You won’t be flying solo—you’ll work closely with other members on the RevOps team, who handle the technical integrations. Your job? Ensure those tools stay useful, accurate, and aligned with what we know, what we offer, and what our clients are asking.
What You’ll Do
- Own the ongoing training, testing, and quality assurance of our AI-powered GTM tools (like Zendesk AI, knowledge bots, internal copilots).
- Make sure these tools are always trained on the most up-to-date product knowledge, especially after feature launches.
- Collaborate with Product, Product Marketing, and Customer Support to curate high-quality training inputs (docs, FAQs, videos, etc).
- Identify and fix “hallucinations” or irrelevant responses through prompt tuning, retraining, and smart data inputs.
- Partner with other members of the RevOps team who handle the actual tool and data integrations—you’ll focus on performance, not plumbing.
- Build internal checklists and QA workflows to regularly test AI outputs against real-world scenarios.
- Stay up-to-date on new AI features across our GTM platforms—and help us figure out what’s worth adopting.
- Help us define what “AI readiness” looks like across our customer-facing teams.
What You Bring
- Passion for AI tools and emerging tech—maybe you’re the friend everyone texts when ChatGPT breaks.
- Hands-on experience using AI tools like ChatGPT, Claude, Grok, Perplexity, etc. Bonus if you’ve trained custom GPTs or similar.
- Familiarity with how LLMs work and how they fail —you don’t need to be an ML engineer, but you should know what to watch out for.
- Ability to write and edit training content, prompts, and documentation in a way that machines and humans can follow.
- Great communication skills—you’ll work across teams to source knowledge and evangelize best practices.
- A proactive, self-directed mindset. You like figuring things out, even if they’ve never been done before.
Nice to Haves
- Experience in a B2B SaaS environment
- Exposure to platforms like Zendesk, Salesforce, HubSpot, and others
- Comfort with light prompt engineering or prompt tuning
- Understanding of how knowledge bases and data sources fuel AI tools
Why This Role Rocks
- You’ll be our first-ever AI Enablement hire—building something meaningful from scratch.
- You’ll help define how AI supports our GTM engine across Support, Customer Success, Marketing, and Sales.
- You’ll work with RevOps, Product, Sales, and Support teams to drive real impact—fast.
- The role is high-visibility and high-growth and will evolve as fast as the AI space does.
- Let’s be real: your job will literally be to make robots smarter.
Why work at FacilityOS?
FacilityOS is the global leader in enterprise visitor management, helping complex enterprises digitize, optimize, and automate their key facility process – from streamlined visitor management to emergency evacuation, our Facility OS Platform is cutting edge and driving significant value with our customers.
We work hard and play hard and we do both with passion and respect for one another. Our company promotes a fast-paced, fun, friendly, and highly collaborative work environment that provides:
🩺Comprehensive health coverage (includes Dental and Vision coverage)
🏠A Hybrid work environment with our office based in North York, Toronto
💡Opportunity for advancement and growth
🍕 Catered Events, Snacks, Drinks – You won’t go Hungry!
🥳 Birthday and Life Celebrations
🎉 Two annual parties in a year
FacilityOS Commitment
We believe that a diverse team is the key to innovation and growth. We are an equal opportunity employer that value diversity at our company and encourage all candidates to apply. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
FacilityOS will accommodate individuals with disabilities through each stage of the recruitment and selection process. Please advise us of any needs when your interview is booked, and we will do our best to meet your needs.
Please note that all candidates must be legally eligible to work in Canada.
Background and Reference Checks
Any offer of employment may be conditional upon full background checks including a criminal record check, a credit check and employment and educational verifications. A reference check will also be conducted.
FacilityOS thanks all candidates for their interest, however only those selected to continue in the process will be contacted.
FacilityOS Website: https://www.facilityos.com/
Follow us on LinkedIn : https://www.linkedin.com/company/facilityos
Office location: 5255 Yonge St, Suite 1500 North York, ON M2N 6P4
Please apply via the attached link
About FacilityOS (formerly iLobby)
FacilityOS (formerly iLobby) is a global leader in facility, asset, and visitor management. The company’s modular platform is used by security professionals, facility managers, compliance teams, logistics managers, and operational leadership to optimize and automate key facility processes, achieve regulatory compliance, enforce safety protocols, and drive site security requirements. Their end-to-end platform is comprised of interoperable modules for visitor management (VisitorOS), emergency and evacuation management (EmergencyOS), contractor compliance management (ContractorOS), asset and logistics management (LogisticsOS), and physical visitor and contractor access control (SecurityOS).