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Added 5 mins ago
LC
Manager, Software Engineering & AI
Loblaw Companies Limited
Brampton, ON · Toronto, ON
- Full-time
We are looking for an experienced AI Engineering Manager to lead a multidisciplinary team of AI engineers, frontend developers, and backend developers. The team builds internal AI agents,…
Added 5 mins ago
F
Heavy Duty Journeyperson - 797 Remanufacturing
Finning
Red Deer, AB
- Full-time
Interact with customers, product and sales support, and the rest of the Finning team
Added 5 mins ago
FL
Senior MLOps Engineer (AdTech)
Fluent, LLC
Remote, Canada
- $130,000 to $140,000 CAD / year
- Full-time
- Remote
…efficiency. Working with ML scientists, Data Engineering and Product, this engineer will ensure models support accurate ad selection through reliable production systems at an optimal cost…
Added 5 mins ago
FL
Senior MLOps Engineer (Real-Time Decisioning)
Fluent, LLC
Remote, Canada
- $130,000 to $140,000 CAD / year
- Full-time
- Remote
…efficiency. Working with ML scientists, Data Engineering and Product, this engineer will ensure models support accurate ad selection through reliable production systems at an optimal cost…
Added 5 mins ago
C
Senior Technical Program Manager, Engineering Programs
COSMO
Remote, Canada
- $135,000 to $150,000 CAD / year
- Full-time
- Remote
You'll own the health of how Product Development works at Cosmo. That means designing our operating rhythm, running cross-layer programs from hardware through software, leading the change…
Added 5 mins ago
Quality Manager
Jeld-Wen Inc.
Winnipeg, MB
…Manager role. This visible plant leadership position protects product and process conformity, maintains independent Quality decision-making and ensures nonconforming product is contained,…
Added 5 mins ago
K
Scrum Master
Kelly
Toronto, ON
- Contract
Lead and facilitate Agile ceremonies, including Daily Stand-ups, Sprint Planning, Reviews, Retrospectives, and PI Planning.
Added 5 mins ago
O
Principal Product Manager (OpenText Business Network - Healthcare Solutions)
OpenText
Richmond Hill, ON
- Full-time
…digital knowledge workers - and we’re looking for a Principal Product Manager to lead our strategic efforts to define and drive the strategy, roadmap, and execution of healthcare…
Added 5 mins ago
BC
Pharmacy Technician
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 5 mins ago
B
Senior Specialist Supply Chain Planning and Optimization
Billennium
Laval, QC
- $55,000 to $70,000 CAD / year
- Full-time
We are seeking a Supply Chain Planning & Optimization Specialist to support product availability while meeting inventory, write-off, and logistics cost objectives. You will lead demand and…
Added 5 mins ago
SW
Marketing Specialist
Search Wizards
Ottawa, ON
- $70,000 CAD / year
- Full-time
Produce and edit short-form thought-leadership, product and customer videos; repurpose webinars, blogs and case studies for social and video channels.
Added 20 mins ago
Senior DevOps & Python Platform Engineering Specialist
Capgemini
Montreal, QC
Lead and contribute to technical design discussions; produce high‑quality design and architecture documentation.
Added 20 mins ago
SI
Senior User Experience Design Specialist
SAP IT Business Systeme
Montreal, QC
- $108,100 to $222,800 CAD / year
- Full-time
You independently lead end-to-end product design from discovery through delivery, with deep expertise in artificial intelligence (AI) design, interaction systems, and product thinking.
Added 20 mins ago
SE
Supervisor, Onsite - Mining Services
SMS Equipment Inc.
Fort McMurray, AB
- Full-time
Lead the safe, efficient, and economical operation of the assigned 980E-5 fleet maintenance work area.
Added 20 mins ago
CO
Manager, Performance Marketing - Paid Search & Display
Capital One
Toronto, ON
- Full-time
…millions of Canadians. Every challenge is an opportunity to lead from the front, working together toward a shared vision that extends far beyond…
Added 20 mins ago
WI
Paint Shop Lead Hand
Waiward Industrial LP
Edmonton, AB
- Other
The Paint Shop Lead Hand is responsible for painting steel according to the work order and providing leadership and workflow to the Spray Painters, Sandblasters and Wheelobrator Operators.
Added 20 mins ago
S
Sales Engineer III
Solink
Remote, Canada
- $172,000 to $200,000 CAD / year
- Full-time
- Remote
Actively participate in sales calls and web conferences, and lead when appropriate to guide the technical conversation
Added 20 mins ago
Technical Program Manager
Guesty
Canada
…our customers, leveraging a deep understanding of the Guesty Product to navigate their complex technical challenges. You will provide advanced guidance for our customer use cases and lead…
Added 34 mins ago
M
Director Workforce Readiness
McKesson
Mississauga, ON
- Full-time
· Lead strategic change and workforce readiness efforts for complex technology-enabled initiatives that materially alter work, roles, processes, and operating models.
Added 34 mins ago
JS
AI Product Owner
Jonas Software
Toronto, ON · Canada - Toronto - Ontario
- Full-time
This role reports to the Lead PM on the CSIPay gateway. You will partner closely with Engineering, R&D, Product, Design, Commercial, Risk and Partner Success to deliver the features and…
Added 34 mins ago
Investigations Manager, Canada East
Sporting Life Group
Vaughan, ON
Vendor Pro Deals and expert product training to fuel your knowledge and performance.
Added 34 mins ago
General Manager - Fabrication
Salit Steel
Fort Erie, ON
Identify opportunities for deeper market penetration, expanded product offerings, and new commercial channels.
Added 34 mins ago
Machine Operator 1 - Production - Aft
Give and Go Prepared Foods
Toronto, ON
…monitors and gauges on the equipment. He/she will organize and lead the process and team on the line to ensure good quality product is produced at all…
Added 34 mins ago
Field Service Representative - Power
Vertiv
Toronto, ON
Follow written technical documentation (i.e. procedures and product manuals) to perform service tasks
Added 34 mins ago
C
Senior Product Manager, International Platform and Globalization
Clio
Toronto, ON
- Full-time
Regional Product Managers own their markets and lead the decision on how and where we build each feature, together. You bring the cross-market view to that decision: where two markets need…

Guesty

Technical Program Manager

Canada

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Job details

Experience: Minimum of 4 years of technical experience within the SaaS software industry or in a technology-driven environment
Posting language: English
Posted: Nov 5, 2026

Original job description

Guesty is the all-in-one platform helping hospitality businesses around the world automate, optimize, and scale their operations. We’re a fast-growing global startup that’s transforming how the industry works - from guest experience to business growth.

With a powerful suite of features and integrations with 150+ industry partners - including Airbnb, Vrbo, Booking.com, Expedia, Google Travel, and many more - Guesty empowers property managers to deliver top-tier guest experiences while running more efficient, data-driven operations.

We’re proud to have over 900+ team members across 16 countries worldwide, all working together to build the future of hospitality technology.

If you’re looking to grow your career in a dynamic, global, and impact-driven environment, we’d love to hear from you.

As a Technical Program Manager, you position yourself as a key technical partner to our customers, leveraging a deep understanding of the Guesty Product to navigate their complex technical challenges. You will provide advanced guidance for our customer use cases and lead the resolution of intricate technical hurdles.

In addition to addressing immediate technical complexities, you will take a proactive approach to driving product adoption. You will ensure our clients achieve the technical optimization necessary for long-term retention and growth. This role requires a close, strategic partnership with the Customer Success Management team to analyze workflows and identify opportunities for deeper product utilization.

Internally, you serve as the definitive "Voice of the Customer." You will advocate for real-world client needs to ensure Guesty’s product development aligns with the features that drive value and revenue.

Responsibilities

Key Responsibilities:

Serve as the technical product expert across all Guesty domains by leading advanced consultations for complex customer use cases.
Translate business requirements into sophisticated technical solutions, making complex concepts easy for clients to understand and implement.
Empower client proficiency through high-impact training and guidance, ensuring users are hands-on and self-sufficient in the Guesty Product.
Drive proactive product adoption by identifying opportunities to optimize client operations and improve workflows to increase product "stickiness."
Identify opportunities to leverage AI tools, AI agents, and automated workflows internally and externally to scale operational efficiency and client enablement.
Partner strategically with CSMs to manage a shared book of business, aligning technical excellence with overall account health and retention.
Act as the internal "Voice of the Customer," translating real-world client needs into actionable feedback and roadmap priorities for Product teams.
Meet or exceed expectations in KPI attainment and professional development.

Requirements

Key Skills:

Technical Aptitude: A solid background in navigating complex SaaS environments and a natural ability to master intricate technical use cases.
Strategic Problem-Solving: The ability to analyze customer configurations and workflows to provide optimal, scalable solutions.
Expert Communication & Training: Exceptional presentation skills with a talent for translating dense technical concepts into simple, actionable guidance for both clients and internal teams.
SaaS Product Advocacy: Experience collaborating with Product organizations to vocalize feature requests, provide tangible feedback, and advocate for impactful roadmap releases.
Proactive Drive: High level of initiative to identify adoption gaps, improve customer setup, and collect meaningful product feedback.
Analytical Thinking: The ability to identify trends across account cohorts and use data to track evolving product needs.
Adaptability & Evolution: A proven ability to thrive in a fast-paced environment and a proactive embrace of change - whether adopting new internal tools, evolving systems, or leveraging developing automations to improve efficiency.
(Bonus) AI Competency & Operational Transformation: Practical experience leveraging modern AI tools, LLMs, and intelligent automations, paired with a proven ability to help evolve traditional business workflows into scalable, AI-first operations.
(Bonus) Market Knowledge: Familiarity with the short-term rental market, the OTA landscape (Airbnb, Vrbo, etc.), and the property management software ecosystem.
(Bonus) Accounting Knowledge: A foundational understanding of trust accounting, including experience with ledgers, reporting, and bank reconciliations.

Qualifications:

Minimum of 4 years of technical experience within the SaaS software industry or in a technology-driven environment
API literacy
Demonstrated problem-solving skills and creative thinking
Strong communication and presentation skills
Ability to work independently and collaborate with cross-functional teams
Demonstrated proficiency with modern AI tools, agentic workflows, or LLM-driven automation

Guesty is proud to be an Equal Opportunity Employer. We provide equal employment opportunities to all employees and applicants regardless of race, color, religion, sex, age, national origin, disability, veteran status, pregnancy, sexual orientation, or any other characteristic protected by law.

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More about this job

Responsibilities

The Technical Program Manager will serve as a technical expert to guide customers through complex use cases and drive product adoption. They will act as the internal voice of the customer, translating client needs into actionable feedback for the product development team.

Requirements

Candidates must have at least 4 years of technical experience in a SaaS environment with strong API literacy and problem-solving skills. Proficiency in modern AI tools and excellent communication abilities are essential for this role.

Skills

Technical Program Management
SaaS
API Literacy
Strategic Problem-Solving
Customer Success
Product Adoption
AI Tools
Workflow Optimization
Data Analysis
Technical Consulting
Communication
Presentation Skills
Product Advocacy
Agentic Workflows
LLM

Visa sponsorship

Not detected in the job text

Keywords

SaaS
Technical Program Manager
API
Hospitality Technology
Customer Success
Product Adoption
AI
LLM
Workflow Automation
Data-driven
Property Management Software
OTA
Airbnb
Vrbo
Booking.com
Expedia
Trust Accounting
Technical Consulting
Product Roadmap
Agentic Workflows
Operational Efficiency
Client Enablement
KPI
Strategic Partnership
Technical Optimization

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