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Added 11 mins ago
SS
Senior Business Development Manager - Airport & Airline Lounges (NAM)
SITA Switzerland Sarl
Canada
- Full-time
Collaborate with CCM's design, product, engineering, and delivery teams to develop solutions aligned with customer requirements.
Added 11 mins ago
AC
Spécialiste Des Contrats/contract Specialist
Aston Carter
Dorval, QC
- $30 to $40 CAD / hour
- Contract
Lead and participate in commodity development through project management, including the preparation of business cases.
Added 26 mins ago
Front Line Leader - Fiberline
Global Cellulose Fibers
Grande Prairie, AB
…pulping and bleaching areas. The leader is also responsible for product quality, schedule adherence, safety, training, staffing, engagement and overall shift…
Added 26 mins ago
A
Architecte solutions
Akkodis
Toronto, ON
- $160,000 to $190,000 CAD / year
- Full-time
…ever-changing global economy. As a Fortune Global 500 company, we lead by example, creating shared value that meets social needs while driving business innovation. Our culture of…
Added 26 mins ago
AC
NPI Lead
ALTEN Canada
Peterborough, ON
- $100,000 to $130,000 CAD / year
- Full-time
The NPI Lead will support the transfer of new products from engineering into manufacturing, ensuring processes, tooling, work instructions, and production methods are ready for efficient…
Added 27 mins ago
C-
Technical Sales and Field Service Engineer
Captiveaire - Region 114 Western PA
Saskatoon, SK
- Full-time
…developing new business. This position will involve applications engineering, sales support and field service work. Sales Engineers should be comfortable working in a result-driven,…
Added 27 mins ago
L
Program Manager
LTM
Mississauga, ON
- Full-time
Coordinate business, operations, product, engineering, QA, vendors, and support teams to deliver strategic outcomes.
Added 27 mins ago
L
Program Manager
LTM
Mississauga, ON
- $130,000 to $150,000 CAD / year
- Full-time
Coordinate business, operations, product, engineering, QA, vendors, and support teams to deliver strategic outcomes.
Added 27 mins ago
C-
Technical Sales and Field Service Engineer
Captiveaire - Region 114 Western PA
Ottawa, ON
- Full-time
…developing new business. This position will involve applications engineering, sales support and field service work. Sales Engineers should be comfortable working in a result-driven,…
Added 41 mins ago
JI
Maintenance Manager
J.D. Irving, Limited
Toronto, ON
- Full-time
Strategic & Financial Accountability: Lead maintenance and CHP budgeting, cost management, and long‑range planning while meeting spend and performance targets.
Added 41 mins ago
CL
Gestionnaire, ingénierie de conception matérielle / Manager, Hardware Design Engineering
CM Labs
Montreal, QC
- Full-time
Added 41 mins ago
Senior Crypto Engineer
Scotiabank
Toronto, ON
Crypto Product and Engineering is responsible for leading cryptographic security and cross-functional product teams to accelerate the build of global security services, advance engineering…
Added 56 mins ago
CL
Scheduling and Supply Chain Specialist
Canarm Ltd.
Arthur, ON
- $60,000 to $75,000 CAD / year
- Full-time
…supplies, managing supplier relationships, assisting with new product quotations, and supporting a variety of operational…
Added 56 mins ago
V
Senior Full Stack Engineer
Viamo
Remote, Canada
- $100,000 to $140,000 CAD / year
- Full-time
- Remote
…set in stone, and there's room to experiment with how agentic engineering fits the way we…
Added 56 mins ago
S
Intégrateur/Intégratrice structures et installation de systèmes
SOGECLAIR
Remote, Canada
- Full-time
- Remote
Coordinate the integrated product definition with stress, materials and processes, system functional engineering, thermodynamics, aerodynamics, interiors, safety, manufacturing, quality,…
Added 56 mins ago
SA
Manufacturing and Production Engineer
Skymark Aerospace
Mississauga, ON
- Full-time
…time while maintaining control of parts, configurations, and engineering…
Added 56 mins ago
S
Intégrateur/Intégratrice structures et installation de systèmes
SOGECLAIR
Montreal, QC
- Full-time
Coordinate the integrated product definition with stress, materials and processes, system functional engineering, thermodynamics, aerodynamics, interiors, safety, manufacturing, quality,…
Added 56 mins ago
NB
Director Deposit Solutions
National Bank of Canada
Montreal, QC
- Full-time
As Director, Deposit Solutions, you will lead the development of deposit strategies and tailored offerings that address clients’ liquidity needs while advancing the Bank’s funding…
Added 1 hour ago
H
Senior Prototype Engineer
Humanoid
Burnaby, BC
- Full-time
Lead and contribute to technical design reviews, providing practical engineering feedback on assembly, reliability, serviceability, and manufacturability.
Added 1 hour ago
ST
Sales Enablement Manager
SysAid Technologies
Toronto, ON
- Full-time
…leader and partner with Sales, Customer Success, Marketing, Product and Revenue Operations, so your work shapes how every seller prepares, engages and…
Added 1 hour ago
IL
Technical Sales Representative – LED Display & AV Solutions
Inno-Leader LED Technology Ltd.
Vancouver, BC
- $65,000 to $80,000 CAD / year
- Full-time
We provide end-to-end solutions, from product consultation and system design to installation and after-sales support.
Added 1 hour ago
US
Air System Integrator
United Software Group Inc
Mirabel, QC
- $55 to $60 CAD / hour
- Contract
…and validation of aircraft air systems throughout the full product lifecycle. This role ensures that air systems meet performance, safety, regulatory, and certification requirements while…
Added 1 hour ago
LC
Sr. Specialist, Quality Assurance, Strategic Initiatives
Loblaw Companies Limited
Brampton, ON
- Full-time
Reporting to the Senior Manager, QA – Strategic Initiatives, you will independently lead assigned QA workstreams within a portfolio of cross-functional initiatives. You will translate…
Added 1 hour ago
LC
Sr. Manager, Quality Assurance – Strategic Initiatives
Loblaw Companies Limited
Brampton, ON
- Full-time
Lead QA assessment of supplier transitions, ingredient or formulation changes, manufacturing/process changes, supply challenges, regulatory updates and product performance issues; define…
Added 1 hour ago
LC
Sr. Specialist, Quality Assurance, Strategic Initiatives
Loblaw Companies Limited
Brampton, ON
- Full-time
Reporting to the Senior Manager, QA – Strategic Initiatives, you will independently lead assigned QA workstreams within a portfolio of cross-functional initiatives. You will translate…

SysAid Technologies

Sales Enablement Manager

Toronto, ON, Canada

Full-time

Apply About employer

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Job details

Job type: Full-time
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

1. 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.

4. 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.

5. 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

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More about this job

Responsibilities

You will architect and operate an AI-first enablement engine to drive global sales and customer success performance. This involves defining enablement strategy, designing AI-powered workflows, and aligning sales messaging with revenue goals.

Requirements

Candidates must have 5+ years of experience in B2B technology sales or enablement, including at least 3 years as a quota-carrying individual contributor. You must demonstrate hands-on experience with AI tools and modern GTM technology stacks.

Skills

Sales enablement
AI strategy
Claude
Salesforce
Gong
Revenue operations
Content strategy
Data analysis
B2B sales
Coaching
Workflow automation
Prompt engineering
Go-to-market strategy
Project management
Communication skills

Benefits

Medical insurance
Vision insurance
Dental insurance
RRSP
Life insurance
AD&D insurance
LTD insurance
Gender-neutral parental leave
Option plan

Visa sponsorship

Not detected in the job text

Keywords

Sales Enablement
AI-First
SaaS
ITSM
Claude
Salesforce
Gong
Snowflake
Lemlist
Clay
ZoomInfo
Juno
Accord
MCP
Revenue Operations
Go-to-market
B2B
Automation
Prompt Engineering
Sales Readiness
Coaching
KPIs
Workflow Design
Messaging Architecture
Data-driven
Customer Success
Product Launch
Sales Methodology
Toronto
Liberty Village

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