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Helpdesk Assistant Jobs in Toronto, ON (NOW HIRING)

Wing Assistant

GTM Sales Associate

Toronto, ON · Remote

Wing Assistant is building the next generation of AI-enabled workforce solutions for growing businesses. We help companies get high-quality support across roles like executive assistance, admin ...

Alveole

Harvest Helper

Toronto, ON

CA$22.33/hr

... * Assist beekeepers with the physical tasks involved in honey harvesting. * Support client ... Help load and unload honey boxes from vehicles and move them onto pallets in the warehouse ...

CP Flexible Packaging

Laminator Helper

Aurora, ON

Job Openings >> Laminator Helper Laminator Helper Summary Title: Laminator Helper ID: 10429 ... The purpose of this role is to assist the Lamination operator in setting up and operating the ...

Nexus Staffing

Maintenance Helper

Mississauga, ON · On-site

CA$23.50/hr

The Maintenance Technician Helper will be responsible for providing general maintenance support and ...  Assist Maintenance Supervisor as required.  Perform simple machinist duties and ...

Labelink

Press Helper

Pickering, ON

Ensure press operators are not down due to not having plates * Assist with setting up the press stations by assembling trays, hoses ink kits doctor blades and annilox. * Cut sticky back for cylinder.

Cna

Senior Data Analytics Consultant

Toronto, ON · On-site

CA$90K - CA$105K/yr

And we have the leadership to help you get there.At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees ...

Labelink

Press Helper

Pickering, ON · On-site

Ensure press operators are not down due to not having plates * Assist with setting up the press stations by assembling trays, hoses ink kits doctor blades and annilox. * Cut sticky back for cylinder.

Marriott

Maintenance Helper

Toronto, ON · On-site

Welcome and acknowledge all guests according to company standards, anticipate and address guests' service needs, and assist individuals with disabilities. Speak with others using clear and ...

Emterra Group

Maintenance Helper

Burlington, ON

$21.63/hr

Check control panels and equipment to identify issues. * Assist with installation of new or modified equipment, guards etc. * Possible general cleaning activities where required. * Inspect and ...

Chicago 58 Food Products

Be Seen First

Administrator Assistant

Woodbridge, ON · On-site

CA$18 - CA$20/hr

You will help coordinate the daily flow of orders from the time they are received until they are ... Key Responsibilities Administration Assistant & Customer Service * Answer incoming phone calls ...

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All JobsHelpdesk JobsHelpdesk Assistant JobsHelpdesk Assistant Jobs in Toronto, ON

Helpdesk Assistant information

What is a helpdesk assistant?

Helpdesk Assistants are professionals who provide technical support and assistance to users experiencing computer or software-related issues. They serve as the first point of contact for troubleshooting problems, answering questions, and resolving user concerns, either in person, over the phone, or via email. Their responsibilities often include logging support tickets, diagnosing issues, and escalating complex problems to higher-level IT staff when necessary. Helpdesk Assistants play a crucial role in maintaining smooth IT operations within an organization.

What are the key skills and qualifications needed to thrive as a helpdesk assistant?

To thrive as a Helpdesk Assistant, you need a solid understanding of computer hardware, software troubleshooting, and general IT support, typically supported by a diploma or certification in information technology. Familiarity with ticketing systems, remote support tools, and knowledge bases such as ServiceNow or Zendesk is commonly required. Strong communication skills, patience, and problem-solving abilities set standout performers apart in this role. These skills and qualities are vital to efficiently resolve technical issues and ensure user satisfaction in a fast-paced support environment.

What are some common challenges faced by helpdesk assistants, and how can they be managed effectively?

Helpdesk Assistants often encounter high volumes of support requests and must efficiently prioritize issues while maintaining a positive attitude. Balancing multiple tasks, dealing with frustrated users, and addressing technical problems in a timely manner can be challenging. Successful Helpdesk Assistants develop strong communication skills, utilize ticketing systems for organization, and continually update their technical knowledge. Building rapport with team members and leveraging internal resources also help in managing workload and providing quality service.

What are the most commonly searched types of Helpdesk jobs in Toronto, ON?

The most popular types of Helpdesk jobs in Toronto, ON are:

What cities near Toronto, ON are hiring for Helpdesk Assistant jobs?

Cities near Toronto, ON with the most Helpdesk Assistant job openings:

Helpdesk Assistant jobs near you
Infographic showing various Helpdesk Assistant job openings in Toronto, ON as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 21% Part Time, 1% Temporary, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution.

GTM Sales Associate

Wing Assistant

Toronto, ON • Remote

Full-time

Re-posted 14 days ago

Job description

Wing Assistant is building the next generation of AI-enabled workforce solutions for growing businesses. We help companies get high-quality support across roles like executive assistance, admin support, customer support, sales support, recruiting support, operations support, and other business functions.

Our growth depends on a steady flow of qualified opportunities, and we are hiring a Go-to-Market Associate to help create them. This person will sit at the front line of our revenue motion: identifying companies with active hiring needs, reaching out with a compelling alternative to traditional hiring, and booking qualified meetings for our sales team.

This is a high-energy, high-ownership role for someone early in their career who wants to learn fast, build real outbound skills, and grow into bigger roles across sales, growth, revenue, or go-to-market strategy over time.

It is a great fit for someone who is competitive, well-organized, motivated by clear targets, and genuinely curious about how AI, remote talent, and global workforce solutions are changing the way companies build teams.

What You'll Do

Generate Qualified Opportunities

  • Identify companies actively hiring for roles Wing can support, such as Executive Assistants, Admin Assistants, Customer Support, Sales Support, Recruiting Support, Operations Support, and other business support roles.
  • Use job postings, hiring signals, company growth signals, and account research to find strong-fit prospects.
  • Research target accounts to understand what they are hiring for, why they may need support, and where Wing could be a strong fit.
  • Reach out to prospective customers across email, phone, LinkedIn, and other outbound channels.
  • Run focused outbound campaigns around active hiring needs, operational pain points, and alternative workforce solutions.
  • Hold early discovery conversations to understand a prospect's hiring needs, pain points, urgency, and openness to remote talent or AI-enabled workforce solutions.
  • Communicate what Wing Assistant does and why it matters clearly enough to earn the next meeting.
  • Book qualified appointments with companies that have a clear hiring need, relevant business use case, or strong fit for Wing.

Turn Hiring Intent Into Conversations

  • Monitor companies that are posting roles Wing can service.
  • Understand what the company is likely trying to solve by hiring that role.
  • Position Wing as a faster, more flexible, and more scalable alternative to traditional hiring.
  • Educate prospects who may not have considered remote assistants, virtual assistants, offshore talent, or AI-enabled workforce support before.
  • Create curiosity with founders, executives, operators, HR leaders, recruiting teams, and department heads.

Support the Revenue Team

  • Work closely with the sales team to build and protect a healthy, well-qualified pipeline.
  • Hand off opportunities cleanly, with the context needed to move conversations forward.
  • Share key details from discovery calls, including the role the company is hiring for, their current hiring process, pain points, timing, budget signals, and decision-makers involved.
  • Keep activity, notes, and pipeline data accurate and current in our CRM.

Bring the Market Back In

  • Feed what you are hearing from prospects back to the Sales, Marketing, and Product teams.
  • Help refine messaging and outreach based on what is actually landing with companies.
  • Identify patterns in hiring demand, objections, industries, and roles where Wing is resonating.
  • Suggest new outbound angles based on job postings, hiring trends, and prospect conversations.
What We're Looking For

Core Requirements

  • 1 to 4+ years in sales, appointment setting, cold calling, recruiting, staffing, lead generation, outbound marketing, growth, or a comparable role.
  • A real interest in go-to-market strategy, pipeline generation, and B2B growth.
  • Proven background in prospecting, cold calling, appointment setting, or high-volume outbound outreach.
  • Strong written and verbal communication; you can get to the point and make it compelling.
  • Comfort reaching out to companies that may not have considered remote assistants, virtual assistants, offshore talent, or AI-enabled workforce solutions before.
  • Strong research skills and the ability to turn hiring signals into relevant outbound messaging.
  • Strong organization and the resilience to keep going when a day does not go your way.
  • The drive that comes from chasing clear goals, activity metrics, and booked meeting targets.
  • The ability to run your own desk while still collaborating well across teams.
  • A genuine eagerness to learn the product, the market, and the craft of go-to-market execution quickly.
 

Nice to Have

  • Exposure to staffing companies, recruiting firms, BPOs, outsourcing companies, virtual assistant companies, digital agent companies, or high-ticket professional services organizations.
  • Familiarity with CRM and sales engagement tools such as HubSpot, Salesforce, Outreach, Salesloft, Apollo, Instantly, Clay, Close, or LinkedIn Sales Navigator.
  • Familiarity with auto dialers, power dialers, cold calling workflows, and high-volume outbound systems.
  • Experience prospecting into founders, executives, operations leaders, HR leaders, recruiting teams, customer support leaders, sales leaders, or department heads.
  • Awareness of business support workflows such as executive assistance, admin support, sales support, customer support, recruiting coordination, inbox/calendar management, and back-office operations.
$1,200 - $2,500 a month

In addition to base compensation, this role includes performance-based incentives tied to qualified meetings, sales outcomes, and weekly activity targets.

Appointment and Deal Bonuses

  • Earn a bonus for every qualified meeting that shows up.
  • Earn an additional bonus when a qualified meeting turns into a closed customer.

This means you are rewarded not just for booking activity, but for creating real opportunities that move through the revenue process.

Weekly Competitions

We also run weekly competitions to keep the team competitive, motivated, and focused on the right activity metrics.

  • Weekly bonus opportunity for top dial activity.
  • Weekly bonus opportunity for top meeting production.

These incentives are designed for people who are driven by targets, enjoy competition, and want direct upside from their effort.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
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