Find work in Canada.

493,559 jobs across our Canadian network. How we count

Jobs in Canada

25+ jobs

Email me new jobs Save this search

Added 7 mins ago
Corporate - Commercial Lines - Commercial Account Manager
OTIP Group of Companies (OTIP, Orbit, Curo)
Waterloo, ON
The Commercial Account Manager serves as the lead relationship manager and trusted risk advisor for a portfolio of complex commercial clients. This role is responsible for developing and…
Added 7 mins ago
Produce - Clerk Produce
Sobeys Capital Incorporated or a Franchise/Affiliate / ou une franchise/société affiliée
Winnipeg, MB
A day in the life of a Produce Clerk: As a customer yourself, you know how important it is to find exactly the produce you are looking for. Maintaining a well-stocked department so that the…
Added 7 mins ago
AU
HR Specialist
Alsco Uniforms
Montreal, QC
- Full-time
…location and region. This position reports directly to the General Manager with a dotted line to the Regional Human Resources Business…
Added 7 mins ago
L
Program Manager
LTM
Mississauga, ON
- Full-time
Multi-stream transformation, onboarding, migration, platform, compliance, and strategic client programs
Added 7 mins ago
L
Program Manager
LTM
Mississauga, ON
- $130,000 to $150,000 CAD / year
- Full-time
Multi-stream transformation, onboarding, migration, platform, compliance, and strategic client programs
Added 21 mins ago
MM
Account Manager
Midnight Marketing
Canada
- Full-time
The Account Manager is the strategic owner of client relationships at Midnight Marketing. You are responsible for every aspect of the client experience: from onboarding and campaign…
Added 21 mins ago
Store Manager
EssilorLuxottica Group
Mont-Royal, QC · Ville Mount. Royal, QC
The Store Manager is responsible for leading their team on the sales floor, delivering a positive customer experience, meeting sales key performance indicators (KPIs), and merchandising the…
Added 36 mins ago
SB
Manager, FBO Operations
Skyservice Business Aviation
Dorval, QC
- Full-time
…Crew Chiefs, Supervisors, Quality Assurance Coordinator and Customer…
Added 36 mins ago
WT
Thermal Spa Manager
wodr thermal spa
AB · Edmonton, AB
- Full-time
…We're opening on a downtown Edmonton rooftop and hiring the manager who will open and lead it, reporting to the General Manager of…
Added 36 mins ago
SA
Restaurant General Manager
SSP America
Calgary, AB
- Full-time
Join Our Team as a Restaurant General Manager!
Added 51 mins ago
Senior Customer Success Manager, Canada Strategic Account Services
Amazon
Toronto, ON
The Canadian Strategic Account Services (SAS) Core organization is seeking a Sr. Customer Success Manager to help shape the future of the program. The Sr. Customer Success Manager drives…
Added 51 mins ago
ST
Sales Enablement Manager
SysAid Technologies
Toronto, ON
- Full-time
…architect and operator. You will define how a global sales and customer success organization learns, prepares and wins, then use Claude and MCP-connected systems to deliver that enablement…
Added 1 hour ago
S
Sales Enablement Manager
SysAid
Toronto, ON
- Full-time
…architect and operator. You will define how a global sales and customer success organization learns, prepares and wins, then use Claude and MCP-connected systems to deliver that enablement…
Added 1 hour ago
FT
CAC097: Payroll & HRIS Coordinator
FedEx Trade Networks Transport and Brokerage
Toronto, ON
- $49,842 to $77,878 CAD / year
- Full-time
Prepare comprehensive new hire packages to support onboarding.
Added 1 hour ago
A
Student Project Coordinator
AtkinsRéalis
Mississauga, ON
- Full-time
The Student Project Coordinator will report to the Project Manager will be responsible for the coordination of engineering, procurement, and construction work. This role will require…
Added 1 hour ago
SC
2 Grocery - Supervisor Full-Time Graveyards @ Our Broadmead Location
Sobeys Capital Incorporated or a Franchise/Affiliate / ou une franchise/société affiliée
Victoria, BC
- Full-time
The Grocery Supervisor is responsible to ensure a superior customer service experience by coaching, and developing friendly, well-trained staff. The Supervisor will supervise the department…
Added 1 hour ago
Team Lead-Retail
Roots
Toronto, ON · Etobicoke, ON
At Roots, our Team Leads are brand ambassadors who set the tone on the sales floor every shift. Reporting to the Store Manager, you’ll lead by example, coach teammates in the moment, and…
Added 1 hour ago
T
Business Intelligence Specialist
TD
Ottawa, ON · Toronto, ON
- Full-time
Added 1 hour ago
T
Branch Manager III
TD
Regina, SK
- Full-time
Do you thrive in leading a medium-sized team to initiate great customer conversations and create a pleasant and positive customer experience? Can you provide your mentorship, subject matter…
Added 1 hour ago
T
Personal Banking Associate
TD
AB
- Full-time
…relationships with our customers by performing a broad range of customer service transactions and providing information and advice on services, products, and solutions to existing or…
Added 1 hour ago
T
Personal Banker Trainee
TD
Calgary, AB
- Full-time
…relationships with our customers by performing a broad range of customer service transactions and providing information and advice on services, products, and solutions to existing or…
Added 1 hour ago
T
Operations Officer II
TD
Mississauga, ON
- Full-time
Added 1 hour ago
SI
Retail Assistant Manager
Staples Inc.
Saint-Georges, QC
- Full-time
Additionally, you will create an environment focused on high performance, results, and a customer-first mentality through leading by example and effective coaching. Your responsibilities…
Added 1 hour ago
MV
Sales Lead - Holt Renfrew
Monica Vinader
Calgary, AB
- Full-time
…whilst influencing the Holt Renfrew team to offer an exceptional customer experience in store. You will be accountable for creating a highly productive work environment focused on driving…
Added 1 hour ago
IF
Manager, Legal Claims
Intact FC
Dartmouth, NS
- Full-time
We offer you more than just a career. As a Manager, Legal Claims, you’ll inspire - and be inspired by - Canada’s largest in-house P&C insurance litigation team. This leadership opportunity…

SysAid

Sales Enablement Manager

Toronto, ON, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Oct 26, 2027
Posting language: English
Posted: Oct 26, 2026

Original job description

SysAid is a high-growth SaaS company selling an IT Service Management Platform powered by AI. The ITSM space is experiencing rapid growth as businesses worldwide accelerate their digital transformation and adopt new technologies and workstyles. SysAid has been recognized in the Gartner Magic Quadrant for ITSM and was awarded the AWS Rising ISV Star Award for 2022.

We have over 4,000 customers in 140 countries. We are deployed in 42 languages and used daily by over 100,000 system administrators. Our software impacts the daily working lives of over 9 million end users.

The Role

This is not a traditional Sales Enablement seat. We are building an AI-first enablement engine, and this role is its architect and operator. You will define how a global sales and customer success organization learns, prepares and wins, then use Claude and MCP-connected systems to deliver that enablement at scale, rather than through manual training cycles and static content.

You will be the key driver in turning our go-to-market strategy into seller behavior and results in every region. You will report directly to the revenue leader and partner with Sales, Customer Success, Marketing, Product and Revenue Operations, so your work shapes how every seller prepares, engages and closes.

What You Will Own

Enablement Strategy & Sales Readiness
Own the global enablement strategy and roadmap, tied directly to revenue goals, and the readiness plan for every segment, role and region.
Define what great looks like at each stage of the seller journey, from onboarding and ramp through ongoing development and career path, and build the system that gets people there faster.
Lead launch readiness for new products, pricing and positioning, so the field is ready on day one rather than weeks later.
Partner with sales leaders to set the methodology, coaching cadence and standards that run through the organization.
AI-First Enablement Model
Design and own the model for what Claude and connected agents deliver across enablement, such as personalized onboarding, on-demand coaching, call review, deal-specific prep and content generation, and where human-led enablement adds the most value.
Turn Gong call data and Salesforce outcomes into continuous coaching signals, pinpointing the behaviors and messages that win and delivering them to reps at the point of need.
Build and govern AI-powered workflows for messaging, persona and account research, outreach and objection handling, using Clay, ZoomInfo and Lemlist, with consistent quality and brand control.
Set standards for prompts, agents and guardrails so AI output is accurate, on-message and trusted by the field.
Messaging & Content Strategy
Own the sales narrative and messaging architecture across the buyer journey, working with Marketing and Product to align it to customer needs and market position.
Run content as a living, AI-assisted system, with a single source of truth that is kept current, easy to find and measured for usage and impact, instead of a static repository.
Direct the strategy and storyline for major moments such as sales kick-off and quarterly sales meetings.
Enablement Performance & Revenue Impact
Define the KPIs for enablement, including ramp time, productivity, win rate, sales cycle, content effectiveness and adoption, and connect each program to revenue outcomes.
Use Snowflake, Salesforce and Gong data, with Revenue Operations, to find where performance gaps are and direct enablement to close them.
Report clearly to executive leadership on what is working, what is not and where to invest next.
Enablement Technology & Architecture
Own the enablement technology stack as one connected system (Claude, Salesforce, Gong, Snowflake, Lemlist, Clay, ZoomInfo, Juno and Accord) and the way it supports the seller workflow.
Evaluate and introduce new tools and AI capabilities, retire what no longer earns its place, and ensure sellers are trained and actually using what we invest in.

How You Will Work: AI-First:

Claude, connected through MCP to our core systems, is your primary team. You will be expected to:

Default to AI for content creation, material updates, training design, call analysis, research and reporting, and bring in people where judgment, coaching and relationships make the difference.
Build, test and improve agentic enablement workflows end to end, and measure accuracy, adoption and business results.
Treat every manual, repetitive enablement task as a candidate for automation, and have a clear point of view on what should always stay human.
Teach the global sales organization to work this way, through clear playbooks, live examples and visible wins.

Your Impact:

Be the force multiplier for a global sales organization selling across 140 countries, with enablement that reaches every rep, region and language.
Build SysAid's AI-first enablement program from the ground up, a completely reinvigorated approach with you as its architect.
Convert strategy into measurable results: faster ramp, higher win rates, shorter sales cycles and stronger seller confidence and retention.
Direct visibility and influence with executive leadership, with ownership of a scope that grows as the AI-first model scales.

Requirements:

5+ years in a high-performance B2B technology sales organization, in sales, enablement or learning and development, including at least 3 years as a direct-to-market quota-carrying individual contributor. SDR or BDR experience is a plus.
Demonstrated experience using AI and LLM tools such as Claude, agents or MCP-style integrations to build and automate real business workflows; a hands-on builder mentality.
Proven track record of designing, building and iterating a sales enablement program, with measurable results.
Deep understanding of sales processes, methodologies and best practices, and the credibility to coach and influence sellers and sales leaders.
Experience with a modern GTM stack (Salesforce, Gong and similar) and with content and learning management systems; analytical mindset, with comfort using data to drive decisions.
Excellent communication and presentation skills, with the ability to convey complex ideas clearly and concisely.
Based in, or willing to relocate to, Toronto: in office at Liberty Village four days per week.

What We Offer

Competitive compensation package
Medical, Vision, Dental, and RRSP
Life, AD&D, and LTD Insurance
Gender-neutral parental leave
Option plan from Day 1

Apply About employer

More about this job

Responsibilities

Own the global sales enablement strategy and build an AI-first enablement model using Claude and connected systems to support onboarding, coaching, content, and seller workflows. Measure enablement impact against revenue outcomes, manage the GTM technology stack, and align sales messaging and readiness across regions and teams.

Requirements

Requires at least five years in a high-performance B2B technology sales organization, including at least three years as a quota-carrying individual contributor, plus a proven record of building measurable sales enablement programs. Candidates should have hands-on experience with AI and LLM workflows, strong sales process and coaching expertise, familiarity with modern GTM tools and analytics, and be based in or willing to relocate to Toronto.

Skills

Sales Enablement
Sales Strategy
Sales Coaching
AI Workflow Automation
Claude and LLM Tools
Agentic Workflows
Salesforce
Gong
Snowflake
Sales Messaging
Content Strategy
Revenue Analytics
Sales Readiness
Go-to-Market Strategy
Communication and Presentation
Learning and Development

Benefits

Medical Insurance
Vision Insurance
Dental Insurance
RRSP
Life Insurance
Accidental Death and Dismemberment Insurance
Long-Term Disability Insurance
Gender-Neutral Parental Leave
Stock Options

Visa sponsorship

Not detected in the job text

Keywords

Sales Enablement
Artificial Intelligence
Claude
MCP
LLMs
Agentic Workflows
Salesforce
Gong
Snowflake
Lemlist
Clay
ZoomInfo
Juno
Accord
Revenue Operations
IT Service Management
SaaS
B2B Technology Sales
Sales Readiness
Sales Coaching
Sales Methodology
Go-to-Market Strategy
Sales Messaging
Content Management
Learning Management Systems
Revenue Analytics
Sales Performance Metrics
Product Launch Readiness
Account Research
Objection Handling

Report this job