Find work in Canada.

501,830 jobs across our Canadian network. How we count

Jobs in Canada

25+ jobs

Email me new jobs Save this search

Added 4 mins ago
ST
Tax Manager
STEMCELL Technologies
Burnaby, BC · Canada - BC, Burnaby, Production Court, Onsite
- Full-time
As Tax Manager, you will drive international, Canadian, and US tax projects, evaluate risk, build value, and execute strategic tax planning as you develop your skills in a supportive…
Added 4 mins ago
D
Account Manager - Commercial Market
Desjardins
Brossard, QC
- Full-time
Act as an account manager by serving as a key intermediary between the business centre and members and clients. Ensure proper usage and updating of, as well as satisfaction with the…
Added 19 mins ago
SH
Manager/Director, Management Consulting
Santis Health
Toronto, ON
- Full-time
Santis Health is seeking a growth-oriented leader to join our Management Consulting practice at the Manager, Senior Manager or Director level. This hybrid role, based in our Toronto office,…
Added 35 mins ago
LI
Manager of Payroll and Benefits (Global)
Loopio Inc.
Remote, Canada
- $110,000 to $140,000 CAD / year
- Full-time
- Remote
Loopio is seeking a global Manager of Payroll and Benefits to ensure the accurate and timely payment of our employees and the effective administration of our benefits programs across all of…
Added 49 mins ago
O
National Accounts Director
OPENLANE
Brampton, ON
- $100,000 to $125,000 CAD / year
- Full-time
A National Account Director who will serve as the primary account relationship manager for commercial sellers. The core focus of this role is (1) to retain our high-value client base to…
Added 49 mins ago
Delivery Driver
Vestis Uniforms and Workplace Supplies | Canadian Linen & Uniform Service | Québec Linge Service D’Uniformes
Lethbridge, AB
If you thrive on a dynamic blend of physical work, driving, exemplary customer service, and sales, then this role is tailor-made for you! Canadian Linen seeks a driven Customer Service…
Added 1 hour ago
Account Manager, Client Relations
CMHC - SCHL
Toronto, ON
Join the Insurance Business Development team, in the Account Manager, Client Relations – Multi-Unit position. In this role, you will promote and provide guidance on CMHC’s mortgage loan…
Added 1 hour ago
D
Business Development Specialist, Group Retirement Savings
Desjardins
Calgary, AB · Vancouver, BC · Toronto, ON
- Full-time
As a Business Development Specialist in Group Retirement Savings, you play a key role in responding to partner needs, both independently and in collaboration with the Business Development…
Added 2 hours ago
EP
Controller
Export Packers
Brampton, ON
- Full-time
Manage intercompany transaction analysis and account reconciliations
Added 2 hours ago
BG
Sr. Business Unit Accountant
Boyd Group Services
Winnipeg, MB
- Full-time
…the Business Unit Accounting staff in collaboration with the Manager, Business Unit Accounting to ensure accurate financial reporting and month-end close processes. This role is responsible…
Added 2 hours ago
Sales Manager, Canadian Armed Forces (CAF)
Octasic
Montreal, QC
Reporting to the Director Sales CAN and EMEA; Sales Manager, Canadian Armed Forces (CAF), is responsible for developing and executing Octasic's growth strategy across the Canadian defense…
Added 2 hours ago
O
Sales Manager, Canadian Armed Forces (CAF) / Directeur des ventes
Octasic
Ottawa, ON
- Full-time
Reporting to the Director Sales CAN and EMEA; Sales Manager, Canadian Armed Forces (CAF), is responsible for developing and executing Octasic's growth strategy across the Canadian defense…
Added 2 hours ago
S
Manager, Sales Enablement
SysAid
Toronto, ON
- Full-time
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,…
Added 3 hours ago
SE
National Account Manager
Sony Electronics
Toronto, ON
- Full-time
The National Account Manager is responsible for driving sales and profitable growth across assigned retail, distribution, dealer, OEM, or VAR accounts. This role serves as a key point of…
Added 4 hours ago
MI
Commercial Business Development Manager
Munn Insurance
Dartmouth, NS
- Full-time
…Canada, they are seeking a Commercial Business Development Manager to lead commercial growth initiatives throughout Nova…
Added 5 hours ago
B
Business Area Manager - Vancouver East
BAT
Vancouver, BC
- Full-time
We are looking for a Business Area Manager - Vancouver East responsible for delivering commercial and consumer performance for Imperial Tobacco Canada (ITCAN) within the geographical area.…
Added 5 hours ago
AC
Business Development Manager - Innovation Funding & SR&ED Tax Credits
ABGi Canada
Toronto, ON
- Other
ABGi Canada is looking to strengthen its sales team by welcoming an ambitious and dynamic Business Development Manager.
Added 5 hours ago
U
Account Manager I, Eats SMB
Uber
Toronto, ON
- Full-time
3+ years of experience in account management, operations, sales or customer-facing functions.
Added 5 hours ago
LE
Key Account Manager, IT Retail
LG Electronics
Toronto, ON
- Full-time
The Key Account Manager (KAM) IT Retail is responsible for delivering on action plans to achieve specified targets, working with Channel partners on strategic selling to meet and exceed…
Added 7 hours ago
RFP Manager, Government (18-month Contract)
Geotab
Burnaby, BC · Oakville, ON
As an RFP Manager, your key area of responsibility will be delivering competitive, high-quality proposals to Geotab prospects and customers in both the commercial and government sectors.…
Added 8 hours ago
DB
Business Development Manager/Area Business Manager - Jaipur
Dr. B. Lal Clinical Laboratory
Burlington, ON
- Full-time
The Business Development Manager is responsible for driving growth by identifying and acquiring new customers within the zone. This role involves prospecting, customer profiling, building…
Added 8 hours ago
DB
Business Development Manager/Area Business Manager - Kota
Dr. B. Lal Clinical Laboratory
Burlington, ON
- Full-time
The Business Development Manager is responsible for driving growth by identifying and acquiring new customers within the zone. This role involves prospecting, customer profiling, building…
Added 9 hours ago
U
Account Manager I, Eats SMB
Uber
Toronto, ON
- Full-time
3+ years of experience in account management, operations, sales or customer-facing functions.
Added 9 hours ago
A
Senior Technical Sales & Business Development Manager
AQYR
Montreal, QC
- Full-time
Develop strategic account plans: Establish structured plans for priority customers, mapping key stakeholders, understanding their project pipelines and identifying opportunities across both…
Added 10 hours ago
L
Category Activation Manager / Cheffe Activation des catégories
L'Oréal
Montreal, QC
- Full-time
Co-create promotional plans, new product launches, and in-store eventing budgets in close partnership with Key Account Managers, Merchandising, and Brand Marketing.

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