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T
Associate Software Engineer
TD
London, ON · Toronto, 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…
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T
Personal Banking Associate- Mandarin and/or Cantonese Language Skills are Considered an Asset
TD
Calgary, AB
- 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 just now
T
Personal Banking Associate- Mandarin and/or Cantonese Language Skills are Considered an Asset
TD
Calgary, AB
- 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 just now
Retail Assistant Store Manager
Fire & Flower Inc.
Smiths Falls, ON
The Retail Assistant Store Manager, under the direction of the Retail Store Manager, is primarily responsible for the daily business operations of the store including training and…
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Management and Sales Trainee
Sherwin-Williams
Regina, SK
During the program, you will collaborate with store management to oversee a million-dollar business, providing leadership and insight into the development and strategy of that store.…
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Management and Sales Trainee
Sherwin-Williams
Winnipeg, MB
During the program, you will collaborate with store management to oversee a million-dollar business, providing leadership and insight into the development and strategy of that store.…
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Lead, Security Architect
Payments Canada
Ottawa, ON · Toronto, ON
Reporting to the Manager, Security Architecture, the Lead, Security Architect is responsible for driving consistent security strategy and contributing to the technology vision through…
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SL
Manager, Marketing Analytics and Insights
Sun Life
Toronto, ON · Waterloo, ON · Sun Life Toronto One York
- Full-time
Assist in the development of business cases and financial models for new strategic initiatives, including investments in marketing technology and campaigns
Added just now
SL
Manager, Marketing Analytics and Insights
Sun Life
Toronto, ON · Waterloo, ON · Sun Life Toronto One York
- Full-time
Assist in the development of business cases and financial models for new strategic initiatives, including investments in marketing technology and campaigns
Added just now
GS
Manager, Development – Toronto
Good Shepherd Centres
Toronto, ON
- $40.55 to $46.49 CAD / hour
- Part-time
Reporting to the Chief Operating Officer – Toronto, the Manager, Development – Toronto supports fundraising and donor engagement activities for Good Shepherd's Toronto programs and services.
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AE
Health Safety Environment Advisor
Align Energy Services
Brooks, AB
- Full-time
Responsible for supporting HSE Manager and Operations with Health and Safety OH&S regulations, NSC Driving Compliance including Fleet Management. Will support in creating & implementing…
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PL
Project Manager - PL#60248
Peter Lucas
Dartmouth, NS
- Full-time
Lead and coordinate project management activities supporting the development and delivery of a comprehensive transportation infrastructure business case
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PL
Project Manager - PL#60248
Peter Lucas
Halifax, NS
- Full-time
Lead and coordinate project management activities supporting the development and delivery of a comprehensive transportation infrastructure business case
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Assistant Store Manager
JD Sports / Livestock / Size?
Regina, SK
Our Retail team is is looking for an Assistant Store Manager at our Cornwall Centre location in Regina, SK! Come join our quickly growing and developing team at JD Sports Canada. Main…
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SHIFT LEADER - WHITBY
Kitchen Stuff Plus
Whitby, ON
Kitchen Stuff Plus started our business in 1987 with the belief that customers deserve a value-added shopping experience that exceeds their expectations – every time they visit our stores.…
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Strategic Sourcing - Strategic Sourcing Associate
Mohawk Medbuy Corporation (MMC)
Burlington, ON · ON · Kingston, ON · London, ON · Oakville, ON · Thunder Bay, ON · Toronto, ON · Chatham-Kent, ON
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…
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D
Manager
Desjardins
Montreal, QC
- Full-time
…your group’s service offer, developing and implementing its business plan, and overseeing activities supporting the administrative department’s strategic orientations. With an ability to…
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D
Market Development Manager
Desjardins
Louiseville, QC · Maskinongé, QC · Caisse Desjardins de l'Ouest de la Mauricie
- Full-time
As a market development manager, you support Desjardins’s strategic priorities by leading your department, tapping into the full market potential and meeting the needs and expectations of…
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OP
Account Manager
Onyx-Fire Protection Services Inc.
Mississauga, ON
- Full-time
Assist the Sales team in identifying and onboarding new business opportunities.
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Relationship Manager Commercial Financial Services- EN
RBC
Blainville, QC
- Full-time
As our Relationship Manager, Commercial Financial Services Trainee, you are in a proactive, face-to-face client relationship role in RBC’s Commercial Banking platform. The program is based…
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CR
Interim HR Director
Clarity Recruitment
Mississauga, ON
- $75 to $85 CAD / month
- Contract
Senior manager or director level HR experience, able to operate as an advisor and not only an executor
Added just now
R
Relationship Manager Commercial Financial Services- EN
RBC
Montreal, QC
- Full-time
As our Relationship Manager, Commercial Financial Services Trainee, you are in a proactive, face-to-face client relationship role in RBC’s Commercial Banking platform. The program is based…
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SG
Human Resources Manager
Saliance Global Holdings Co. Ltd
Banff, AB
- Full-time
Reporting directly to the General Manager, the Employee Experience (HR) Manager is a key member of the resort's leadership team and serves as the primary human resources professional for…
Added just now
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 just now
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…

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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