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Assistant Job Jobs in Toronto, ON (NOW HIRING)

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 ...

Sales Enablement Trainer

Toronto, ON · On-site

CA$29K - CA$35K/yr

Wing Assistant is hiring a hands on Sales Enablement Trainer to level up our sales team - not with generic intro decks, but by improving the actual emails, calls, and cadences our reps use every day.

Website Manager

Toronto, ON · Remote

CA$110K - CA$135K/yr

  • Medical

  • PTO

About Us Wing Assistant is one of the world's largest virtual talent companies. We are a venture-backed scaleup, based in Silicon Valley, but operate fully remote. Wing is scaling rapidly, and ...

Web Presence Specialist

Toronto, ON · Remote

CA$110K - CA$135K/yr

  • Medical

  • PTO

About Us Wing Assistant is one of the world's largest virtual talent companies. We are a venture-backed scaleup, based in Silicon Valley, but operate fully remote. Wing is scaling rapidly, and ...

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 ...

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 ...

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 are used to their fullest potential. As part of the ...

Legal Assistant Downtown Toronto Our client, a premier business law firm in Canada is in need of a recent graduate of the Legal Assistant or Law Clerk program to join its team working as a Legal ...

Legal Assistant Downtown Toronto Our client, a premier business law firm in Canada is in need of a recent graduate of the Legal Assistant or Law Clerk program to join its team working as a Legal ...

Legal Assistant Downtown Toronto Our client a top tier law firm located in the core of downtown Toronto is in need of a hardworking Legal Assistant with Corporate Commercial or Financial Services ...

Legal Assistant Downtown Toronto Our client a top tier law firm located in the core of downtown Toronto is in need of a hardworking Legal Assistant with Corporate Commercial or Financial Services ...

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Assistant Job information

What is an assistant job?

Assistant jobs involve providing administrative, clerical, or operational support to individuals or teams within an organization. Responsibilities can include scheduling appointments, managing correspondence, organizing files, and assisting with day-to-day tasks to ensure efficient workflow. Assistants may work in a variety of settings such as offices, healthcare facilities, schools, or remotely. These roles often require strong organizational, communication, and time-management skills. Assistants play a crucial role in helping organizations run smoothly and supporting the work of managers or other staff members.

What is the difference between Assistant Job vs Administrative Assistant?

AspectAssistant JobAdministrative Assistant
Required CredentialsHigh school diploma or equivalent; on-the-job trainingHigh school diploma; some roles may prefer post-secondary education
Work EnvironmentVaries widely; offices, retail, healthcare, etc.Primarily office settings, handling clerical tasks
Employer & Industry UsageUsed across multiple industries for general support rolesCommonly found in corporate, government, and nonprofit sectors
Search & Comparison IntentLooking for general support roles or entry-level positionsFocusing on administrative, clerical, and office support roles

While both roles provide support within organizations, an Assistant Job is a broader term that can include various support roles across industries. An Administrative Assistant specifically focuses on clerical and administrative tasks within office environments. The choice depends on the specific duties and industry context.

What are some common challenges faced by assistants, and how can they effectively manage them?

Assistants often juggle multiple tasks with tight deadlines, such as scheduling meetings, managing correspondence, and organizing files. One common challenge is prioritizing urgent tasks while maintaining attention to detail. Effective assistants manage these challenges by staying highly organized, communicating clearly with their supervisors, and using productivity tools to track assignments. Building strong relationships with team members also helps in anticipating needs and streamlining workflows.

What are the key skills and qualifications needed to thrive as an assistant, and why are they important?

To thrive as an Assistant, strong organizational skills, attention to detail, and time management are essential, often supported by a high school diploma or relevant administrative experience. Familiarity with office software such as Microsoft Office Suite, scheduling tools, and communication platforms is typically required. Excellent communication, adaptability, and problem-solving abilities help an Assistant stand out in supporting teams and executives. These skills ensure efficient office operations, effective support, and the ability to handle multiple demands in a dynamic work environment.

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

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

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

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

Infographic showing various Assistant Job job openings in Toronto, ON as of August 2026, with employment types broken down into 1% As Needed, 66% Full Time, 28% Part Time, and 5% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution.

GTM Sales Associate

Wing Assistant

Toronto, ON • Remote

Full-time

Re-posted 12 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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