Find work in Canada.

501,117 jobs across our Canadian network. How we count

Jobs in Canada

25+ jobs

Email me new jobs Save this search

Added 17 mins ago
TI
Project Control Officer
TekStaff IT Solutions
Toronto, ON
- Contract
…materials, and key project records, with a strong focus on data quality and…
Added 17 mins ago
HS
President
HR Solutions
ON · Niagara, ON
- Full-time
The President provides executive leadership and strategic direction for the overall operational, commercial, and financial performance of the manufacturing organization. Working closely…
Added 17 mins ago
D
Senior Manager, BT Applications
Diligent
Vancouver, BC
- Full-time
The Senior Manager, BT Applications will lead multiple Business Systems and applications teams in delivering high-quality technology solutions for our internal stakeholders. In this role,…
Added 17 mins ago
CE
General Manager
Canadian Executive Search Group (USA) Inc / Division of Arrow Group of Companies
Toronto, ON · Greater Toronto Area, Canada
- Full-time
Lead overall manufacturing operations, including Production, Engineering, Quality, Materials, Maintenance, HR, Finance, and IT.
Added 17 mins ago
Director, DevOps & Platform Engineering
Questrade Financial Group
AB · Vancouver, BC · MB · ON
…triage, orchestrating cross-functional responses, and managing executive, customer, and regulatory…
Added 32 mins ago
MM
Global Health Advisory Consultant
Marsh McLennan
Montreal, QC
- Full-time
· Lead complex, large-scale consulting engagements for multinational clients, acting as a trusted advisor and guiding project teams to deliver high-quality outcomes.
Added 32 mins ago
WK
Sales Representative
Wolters Kluwer
Toronto, ON · CAN - North York
- Full-time
…expert analysis and authoritative content, combined with high-quality software applications allow our customers to turn information into…
Added 32 mins ago
O
Student, Employer Experience (Winter 2027, 4 Months)
OMERS
Toronto, ON · Head Office Toronto
- Full-time
Meet productivity and quality standards for assigned processing work.
Added 32 mins ago
MU
Masters Career Coach
McGill University
Montreal, QC · Bronfman Building
- Full-time
…relationships and recommend offerings based on student needs, service quality, and available…
Added 47 mins ago
N
PhD Clinical Cognitive Research Scientist – Digital Neurofunctional Assessment
nugget.ai
Toronto, ON
- Part-time
…cognitive strengths and challenges across attention, memory, executive functioning, sensory, physical, and psychosocial…
Added 47 mins ago
GM
Engineering Manager - Major Mining Projects
G Mining Services / G Services Miniers
Brossard, QC
- Full-time
Coordinate interfaces between engineering, construction, mining operations, quality, procurement, and environmental disciplines.
Added 47 mins ago
Specialist, Operations Project Engineer, NPI
L3Harris Technologies
ON · Waterdown, ON
…Manufacturing Engineers, Planners, Buyers, Production Staff, Quality and EH&S - providing leadership and technical/project guidance for IRAD funded, customer funded NRE and or non-standard…
Added 1 hour ago
MD
Senior Manager of Policy and Regulation-State Prog Admin Supv Prin
Minnesota Direct Care and Treatment
Saint-Paul, NB · St.-Paul, NB
- Full-time
…essential services, and working to improve the well-being and quality of life for all Minnesotans. The State of Minnesota is committed to equity and inclusion, and invests in employees by…
Added 1 hour ago
MD
Supervisor, Family Health Benefit Policy and Programs - Human Services Supervisor 3
Minnesota Direct Care and Treatment
Saint-Paul, NB · St.-Paul, NB
- Full-time
…essential services, and working to improve the well-being and quality of life for all Minnesotans. The State of Minnesota is committed to equity and inclusion, and invests in employees by…
Added 1 hour ago
TG
Part-Time Personal Attendant (Nights) (Carey House)
Thrive Group
Burlington, ON
- Part-time
2026 Best Workplaces with the Most Trusted Executive Team
Added 1 hour ago
TC
Salesforce Project Manager
Tata Consultancy Services
Waterloo, ON
- $90,000 to $100,000 CAD / year
- Full-time
Review delivery health, resource plan, quality metrics, and overall benefit realization against approved objectives.
Added 1 hour ago
LS
General Manager
Lock Search Group
ON · Ontario, Canada
- Full-time
Reporting to executive leadership, the General Manager will provide oversight of the unit’s financial performance, operational effectiveness, and commercial direction. The role will focus…
Added 1 hour ago
W
Vice President Human Resources
Wilson
Toronto, ON · Greater Toronto Area, Canada
- $200,000 to $220,000 CAD / year
- Full-time
…organizational transformation. Reporting directly to the CEO, this executive will be the senior people leader and a trusted advisor to the CEO and operating…
Added 2 hours ago
PL
Director of Advocacy - Neighborhood Legal Services
Pennsylvania Legal Aid Network, Inc.
Legal, AB
- Volunteer
The Director of Advocacy is a senior leadership position responsible for ensuring the delivery of high-quality, client-centered legal services throughout the organization. Working closely…
Added 2 hours ago
S
Manager, Sales Enablement
SysAid
Toronto, ON
- Full-time
…handling, using Clay, ZoomInfo and Lemlist, with consistent quality and brand…
Added 2 hours ago
JM
Executive Chef
JW Marriott The Rosseau Muskoka
Minett, ON
- Full-time
…kitchen by consistently looking to improve the menu, producing quality food, and working closely with restaurant managers in the overall food and beverage operations of the…
Added 2 hours ago
Administrative Assistant, SASS
Cape Breton University
Sydney Indian Reserve No. 28A, NS · Sydney, NS
…administrative team of SASS includes department chairs, associate dean, executive assistant to the dean, and…
Added 2 hours ago
S
Senior Business Analyst, Business Functions, BC Health Workday
Sanya’k̓ula
BC · British Columbia, Canada
- Full-time
…everyone at PHSA. As such, the requirement to continuously improve quality and safety is inherent in all aspects of this…
Added 2 hours ago
TS
Team Coordinator Public Affairs & Communications
TalentSphere Staffing Solutions
Toronto, ON
- Full-time
Provide backup coverage to other team coordinators and executive assistants as required.
Added 2 hours ago
RH
Production Manager
Robert Half
Montreal, QC
- $120,000 to $140,000 CAD / year
- Full-time
…oversee daily operations, lead production teams, and drive quality, efficiency, and continuous improvement. This is an excellent opportunity for a motivated leader to work directly with the…

SysAid

Manager, Sales Enablement

Toronto, ON, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Nov 26, 2026
Posting language: English
Posted: Oct 27, 2026

Original job description

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, readiness programs, messaging, content, and technology stack, building an AI-first model that uses connected agents and systems to support seller workflows. Measure enablement performance against revenue outcomes, use data to identify gaps, and report results and investment priorities to executive leadership.

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 demonstrated success 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 content or learning systems, and be based in or willing to relocate to Toronto.

Skills

Sales Enablement
Enablement Strategy
Sales Readiness
AI Workflow Automation
Claude and LLM Tools
Sales Coaching
Sales Methodologies
Messaging Strategy
Content Strategy
Revenue Analytics
Salesforce
Gong
Snowflake
Prompt and Agent Governance
Change Management
Communication and Presentation

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
B2B Technology
SaaS
IT Service Management
Artificial Intelligence
Claude
MCP
AI Agents
Salesforce
Gong
Snowflake
Lemlist
Clay
ZoomInfo
Juno
Accord
Revenue Operations
Sales Readiness
Sales Coaching
Sales Methodology
Go-to-Market Strategy
Content Management
Learning Management Systems
Sales Kickoff
Ramp Time
Win Rate
Sales Cycle
Prompt Engineering
Workflow Automation
Performance Analytics

Report this job