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Added 2 days ago
ES
Territory Sales Manager - GTA & Southwest Ontario
Encompass Supply Chain Solutions
Mississauga, ON
- Full-time
We're seeking a driven and self-motivated Territory Sales Manager based in GTA or Tri-cities to represent our products and services to both existing customers and prospective clients. This…
Added 2 days ago
MM
Strategic Sourcing Associate
Mohawk Medbuy Corporation
Toronto, ON · Greater Toronto Area, Canada
- Full-time
Reporting to a Senior Manager, Strategic Sourcing or Director, Strategic Sourcing, this position is responsible for coordinating and supporting the Sourcing Team through all stages of the…
Added 2 days ago
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7731 - 3rd Key
Lids
Cookstown, ON
- $18.1 CAD / hour
- Part-time
Career development opportunities and professional training programs.
Added 2 days ago
GS
Senior Systems Administrator
GlassHouse Systems
Toronto, ON
- Full-time
…incidents, and day-to-day technical decisions, escalating to the IT Manager where business, risk, budget, or governance decisions are required. The successful candidate will mentor team…
Added 2 days ago
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7747 - 3rd Key
Lids
Gatineau, QC
- $17.95 to $18.45 CAD / hour
- Part-time
Career development opportunities and professional training programs.
Added 2 days ago
O
Lead Product Manager (Bilingual/ Fax/ Telco)
OpenText
Ottawa, ON
- Full-time
…next generation of a Digital Fax application. The Lead Product Manager is responsible for definition and execution of the product strategy, delivery of new application releases, and…
Added 2 days ago
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Network Engineer
Nutrien
Calgary, AB
- Full-time
…data center, shared services, and Cisco Unified Communications Manager (CUCM) environments, to deliver secure, resilient, and high-performing connectivity across the…
Added 2 days ago
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Senior Full Stack Developer
Nutrien
Calgary, AB
- Full-time
…Midstream IT organization. The team is responsible for the design, development, and ongoing support of custom-built platforms and solutions that meet the unique needs of Nutrien’s business.…
Added 2 days ago
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Technical Lead Manager, ML Dataset Platform
Waabi
Toronto, ON
- $200,000 to $280,000 USD / year
- Full-time
…every ML team can integrate with the platform for its model development use case without being forced into a one-size-fits-all mold, and without building its own data infrastructure on the…
Added 2 days ago
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Product Engineer, Mobile & UX
Pontosense
Kitchener, ON
- Full-time
We're looking for a Product Engineer who loves building great software, cares about how people experience it, and is excited to push the boundaries of what's possible with AI. You'll work…
Added 2 days ago
AM
Machine Learning Project Manager
Alberta Machine Intelligence Institute
Edmonton, AB
- Full-time
…problems and challenges? If so, then join us as an ML Project Manager to have a real impact in businesses in Alberta and beyond by helping them adopt and implement AI and ML…
Added 2 days 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 2 days ago
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Nurse B - Clinical Nurse Educator
HealthCareersInSask.ca
Meadow Lake, SK
- Part-time
…including regular direct communication and input from the unit manager(s) of Nursing. This position is currently located in Meadow…
Added 2 days ago
General Duty Nurse (N2) - Emergency - Repost
Winnipeg Regional Health Authority
Winnipeg, MB
Under the general supervision of the Manager Health Services, the Registered Nurse (RN) is responsible for providing professional registered nursing services for patients, including those…
Added 2 days ago
General Duty Nurse (N2) - Emergency - Repost
Winnipeg Regional Health Authority
Winnipeg, MB
Under the general supervision of the Manager Health Services, the Registered Nurse (RN) is responsible for providing professional registered nursing services for patients, including those…
Added 2 days ago
Registered Nurse (N2) - Urgent Care - Repost
Winnipeg Regional Health Authority
Winnipeg, MB
Under the general supervision of the Manager Health Services, the Registered Nurse (RN) is responsible for providing professional registered nursing services for patients, including those…
Added 2 days ago
Nurse 2 - 3E Palliative Care
Winnipeg Regional Health Authority
Winnipeg, MB
Under the general supervision of the Manager, Health Services, the Registered Nurse provides professional registered nursing services for patients/residents/clients with complex and…
Added 2 days ago
General Duty Nurse (N2) - Women's Health Labour & Delivery - Repost
Winnipeg Regional Health Authority
Winnipeg, MB
Under the general supervision of the Manager Health Services, the Registered Nurse (RN) is responsible for providing professional registered nursing services for patients, including those…
Added 2 days 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 2 days ago
BC
Communication Assistant
Brant Community Healthcare System
Brantford, ON
- Full-time
Reporting to the Manager, Communications and Public Affairs, the Communications Assistant plays a key role in executing on a number of communications tactics for both sites of the Brant…
Added 2 days ago
HT
Software Release Manager
High Tech Genesis
Ottawa, ON
- Contract
Practical understanding of the software development lifecycle, release management and Agile/Waterfall delivery methods.
Added 2 days ago
Y
Development Manager - Fulltime
Yochana
Toronto, ON
- Full-time
Job Title: Development Manager – Lending Technology
Added 2 days ago
Technical Program Manager
Guesty
Canada
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…
Added 2 days ago
T
Personal Banking Associate Trainee
TD
Oshawa, ON
- Full-time
…opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at TD. Our compensation policies and practices have been…
Added 2 days ago
T
Personal Banking Associate Trainee
TD
Woodstock, ON
- Full-time
…opportunities to all colleagues. Growth opportunities and skill development are defining features of the colleague experience at TD. Our compensation policies and practices have been…

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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