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Added 20 mins ago
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Customer Success Manager
Skydio
Remote, Canada
- Full-time
- Remote
We are looking for a motivated Customer Success Manager with a deep sense of ownership to lead and drive all aspects of implementation, usage and adoption, retention and expansion of our…
Added 2 hours ago
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Manager, Launch and Growth Operations
Thumbtack
Remote, Canada
- Full-time
- Remote
As the Manager, Partner Operations, you will lead a portfolio of strategic programs that help grow and scale Thumbtack’s partnerships business. Reporting to the Senior Manager of…
Added 3 hours ago
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Senior Product Manager - New Product. Global Legal Tech SaaS. Remote.
Actionstep
Remote, Canada
- $120,000 to $140,000 CAD / year
- Full-time
- Remote
As a Product Manager, you will maintain assigned products, manage ongoing product planning, requirements, development of new features, functionality and integrations. The role is ultimately…
Added 4 hours ago
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Sales Development Representative
VendorPM
Remote, Canada
- $55,000 CAD / year
- Full-time
- Remote
Experience in customer-facing sales roles that require engaging prospects and building rapport.
Added 6 hours ago
BH
AI-Native Client Success Manager
Bask Health
Remote, Canada
- Full-time
- Remote
Client Success at Bask Health is AI-first and customer-obsessed. We're looking for an AI-Native Client Success Manager who takes full ownership of client relationships and uses AI as an…
Added 6 hours ago
BH
AI Customer Growth Manager
Bask Health
Remote, Canada
- Full-time
- Remote
We're looking for an AI Customer Growth Manager who combines commercial experience, an entrepreneurial mindset, and hands-on AI proficiency to identify new revenue opportunities and drive…
Added 6 hours ago
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Director, Solutions Engineering
Solink
Remote, Canada
- $279,504 to $349,380 CAD / year
- Full-time
- Remote
This role reports to the Chief Revenue Officer and partners closely with Sales, Product, Customer Success, Channel, and Implementation. The role will include occasional travel to events and…
Added 6 hours ago
LI
Account Executive, SMB
Loopio Inc.
Remote, Canada
- $70,000 to $90,000 CAD / year
- Full-time
- Remote
You will have a direct impact on the growth of the sales organization, and more importantly, play a key role in the success of Loopio!
Added 1 day ago
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Expansion Account Executive
SurveyMonkey
Remote, Canada
- $56,312.5 to $66,250 CAD / year
- Full-time
- Remote
Partner with Customer Success teams to map organizational hierarchies and navigate new departments, effectively positioning SurveyMonkey’s enterprise suite to new buyers.
Added 2 days ago
BH
Product Support Specialist - Membee
Beacon Holdings
Remote, Canada
- Full-time
- Remote
Pass churn risks and upsell signals to Customer Success.
Added 2 days ago
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Senior Software Engineer - Credit Commercial Engineering
Marqeta
Remote, Canada
- Full-time
- Remote
Actively keep customer needs in mind and leverage input from product stakeholders to determine the right technical solutions to deliver customer value quickly.
Added 2 days ago
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Engineering Manager, Conversational AI
Pebl
Remote, Canada
- $154,000 to $195,000 CAD / year
- Full-time
- Remote
At Pebl, every team member drives our success. Joining us means more than filling a role - you’re accountable for results and impact. Our values guide how we operate, execute, and…
Added 2 days ago
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Success Enablement Manager
Jobber
Remote, Canada
- Full-time
- Remote
Reporting to the Senior Manager, Success Enablement, the Success Enablement Manager will give our Product Support and Customer Onboarding teams the information, content, and tools they need…
Added 2 days ago
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Principal Sales Performance Coach
UKG
Remote, Canada
- Full-time
- Remote
At UKG, the work you do matters. The code you ship, the decisions you make, and the care you show a customer all add up to real impact. Today, tens of millions of workers start and end…
Added 2 days ago
AW
Compliance Officer, Temporary - 12 Months
Aviso Wealth
Remote, Canada
- $83,000 to $90,000 CAD / year
- Temporary
- Remote
Reporting to the Senior Manager, Branch Examination, the Compliance Officer is responsible for conducting onsite and/or remote branch and sub-branch examinations of CIRO dealer business…
Added 3 days ago
EP
Digital Marketing Lead
Earthscape Play
Remote, Canada
- $90,000 to $100,000 CAD / year
- Full-time
- Remote
…function and bring our story to life across our digital and customer touchpoints. Reporting to our Director, Marketing, and working closely with sales and cross-functional teams, you will…
Added 3 days ago
AP
Freight Coordinator
AMZ Prep
Remote, Canada
- Full-time
- Remote
We’re looking for a Freight Account Manager to manage and grow an assigned book of freight customers. This role goes beyond coordinating loads - you’ll take ownership of customer…
Added 3 days ago
7
Senior Performance Marketing Manager
7shifts
Remote, Canada
- $100,000 to $150,000 CAD / year
- Full-time
- Remote
As the Senior Performance Marketing Manager, reporting to the Sr. Director of Growth Marketing, you’ll own performance marketing at 7shifts across paid channels, the experimentation…
Added 3 days ago
J
Senior Manager, Credit Risk
Jobber
Remote, Canada
- Full-time
- Remote
Then Jobber might be the place for you. We're looking for a Senior Manager, Credit Risk to join our Fintech department.
Added 3 days ago
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Senior Product Manager
Liferaft
Remote, Canada
- Full-time
- Remote
Cross-Functional Leadership: Collaborate with engineering, design, marketing, and customer success teams to drive product development and ensure successful execution.
Added 3 days ago
V
Director, Marketing
veritree
Remote, Canada
- $150,000 to $250,000 CAD / year
- Remote
…full use. You will also collaborate closely with our Forest, Customer Success, Outbound, and Sales…
Added 3 days ago
LC
Senior Account Executive, Payments
Lightspeed Commerce, Inc.
Remote, Canada
- Full-time
- Remote
This position reports to the Global Payments Sales Manager and is part of the Global Payments GTM team.
Added 3 days ago
LC
Senior Account Executive, Payments
Lightspeed Commerce, Inc.
Remote, Canada
- Full-time
- Remote
This position reports to the Global Payments Sales Manager and is part of the Global Payments GTM team.
Added 3 days ago
S
Launch Implementation Manager
Spare
Remote, Canada
- $90,000 to $120,000 CAD / year
- Full-time
- Remote
As a Launch Implementation Manager, you will be accountable for guiding government agencies and transit operators from kickoff through launch, setting each one up for a long and successful…
Added 3 days ago
P
Manager, Data Integration
Prophix
Remote, Canada
- Full-time
- Remote
As the Manager, Data Integration, you lead the team responsible for connecting customer source systems to Prophix's software. You own the integration function within Professional Services…

Pebl

Engineering Manager, Conversational AI

Remote, Canada

Remote

$154,000 to $195,000 CAD / year · Full-time

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Job details

Pay: $154,000 to $195,000 CAD / year
Job type: Full-time
Workplace: Remote
Experience: Management Experience: 3+ years of formal experience in engineering management leading a team of engineers.
Posting language: English
Posted: Oct 31, 2026

Original job description

Purpose in Every Position

Pebl puts a world of talent at your fingertips. With our AI-powered Global Work Platform™, companies can hire, pay, and manage employees in 185+ countries - removing risk, red tape, and guesswork from global growth. Backed by more than a decade of compliance leadership and local expertise, Pebl helps businesses move fast, stay compliant, and scale with confidence. With Pebl, companies everywhere can hire great talent anywhere.

Where Your Work Moves the Needle.

At Pebl, every team member drives our success. Joining us means more than filling a role - you’re accountable for results and impact. Our values guide how we operate, execute, and collaborate across borders. By putting them into action, you’ll help us scale faster, compete harder, and lead the future of global work.

Position Summary

We are looking for a hands-on Engineering Manager to lead our high-impact Conversational AI team. This is a critical leadership role for someone who is not only an effective manager but also an active practitioner in the AI-augmented development era.

We're not just building a chatbot, we're rethinking what it means for software to work with you, not just for you. Our Conversational AI team is building Alfie, our conversational AI assistant, and we're looking for an engineering leader who wants to help define what AI-native software looks like.

You'll lead a team of engineers who own features end to end: the APIs, data models, and services behind our LLM-based product, and the conversational interface people actually use. You're equally comfortable designing a tool-calling contract and shaping what a user sees when the model gets something wrong. You have hands-on experience building LLM-based and agentic products, and you've shipped something real end users, not just developers, interact with.

You'll partner closely with our AI Architect, who sets technical direction for conversational AI across Pebl. You own how the team turns that direction into shipped product: priorities, delivery, quality, and growing the people doing the work.

Responsibilities

Hands-On Team Leadership: Lead by example. Build, review, and ship alongside your team, working directly with AI tools rather than managing around them. Champion how your team works day to day, and keep improving it as the tools change.
AI-Native Execution: We're redesigning how we build software around AI, not bolting AI onto existing processes. You'll help us rethink how work gets planned, built, reviewed, and shipped, using Claude Code and other LLM harnesses as core parts of the workflow to accelerate experimentation and product velocity. We want someone who questions inherited ceremonies, not someone who reinstalls them.
Roadmap & Technical Partnership: Work with product management, data teams, and our AI Architect to turn product goals and technical direction into a roadmap the team can execute, in service of your domain's acquisition and retention goals. You'll bring a strong technical point of view and pressure-test decisions, while architectural direction stays with the AI Architect. Ensure your team's output is built on modern, scalable architecture using React, TypeScript, and AWS.
Team Growth & Mentorship: Recruit, mentor, and grow high-potential engineers. Balance "human-led" mentorship with "AI-augmented" professional development.
Operational Excellence: Maintain high observability and stability standards. You are responsible for ensuring your domain's experiments and product features meet rigorous quality benchmarks, even as we accelerate delivery with AI tools.
On-Site Collaboration: Foster a collaborative in-person environment in our Toronto office (Mon–Wed) to build team cohesion and drive faster cross-functional problem solving.

Qualifications & Skills

Management Experience: 3+ years of formal experience in engineering management leading a team of engineers.
AI-First Mindset: You've changed how a team works because of AI tooling, not just adopted a tool. You can describe which old practices you dropped and why.
Technical Stack: Demonstrated ability to operate backend (micro)services in TypeScript or Python, Postgres, and AWS, deployed on Kubernetes, including clean contracts and APIs that support agentic workflows.
AI Expertise: Hands-on experience with LLM-based and agentic systems - prompt design, tool/function calling, multi-step agent reasoning, evaluation - to shape both how the assistant behaves and how that behavior surfaces to the user.
Growth Mindset: Proven track record of delivering customer-facing SaaS products with a focus on metrics-driven growth, conversion, and user experience.
Communication: Ability to distill complex technical/AI-related trade-offs into actionable plans for leadership and cross-functional partners.

Our Commitment to You

At Pebl, we’re committed to supporting our team with comprehensive rewards and benefits designed to meet diverse needs across roles and locations. Our core offerings include:

Flexible Time Off – Take the time you need to recharge.
Parental Leave – Support for growing families.
Health and Dental Insurance – Where applicable, to cover you and your loved ones.
Retirement Savings + Employee Incentive Plan – Plan for the future while sharing our success.

Please visit our career page for more information.

Pebl is an Equal Opportunity Employer.

We power global teams and believe diverse perspectives drive innovation and impact. Employment decisions at Pebl are based on qualifications, merit, and business needs. We do not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other status protected by applicable law. We’re committed to fostering an inclusive culture where every teammate can thrive and do the best work of their career - anywhere in the world.

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More about this job

Responsibilities

Lead a high-impact Conversational AI team by building, reviewing, and shipping AI-native software alongside engineers. Partner with product and architecture teams to define roadmaps and ensure operational excellence in a modern, scalable environment.

Requirements

Requires 3+ years of formal engineering management experience and hands-on expertise in LLM-based and agentic systems. Candidates must demonstrate proficiency in TypeScript or Python, AWS, and modern software development practices.

Skills

Engineering Management
Conversational AI
LLM
Agentic Systems
TypeScript
Python
Postgres
AWS
Kubernetes
React
Prompt Design
Tool Calling
SaaS
Mentorship
Product Roadmap
Software Architecture

Benefits

Flexible Time Off
Parental Leave
Health Insurance
Dental Insurance
Retirement Savings
Employee Incentive Plan
Equity

Visa sponsorship

Not detected in the job text

Keywords

Engineering Manager
Conversational AI
LLM
Agentic Systems
TypeScript
Python
Postgres
AWS
Kubernetes
React
SaaS
Product Management
Software Development
Microservices
API
Data Models
Claude Code
Observability
Technical Leadership
Mentorship
AI-Native
Cloud Computing
Scalable Architecture
Function Calling
Multi-step Reasoning

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