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Remote Virtual Assistant Jobs in Ontario (NOW HIRING)

Wing Assistant

GTM Sales Associate

Toronto, ON · Remote

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 ...

Dutch

Virtual Care Veterinarian (Remote)

Ottawa, ON · Remote

... remote opportunity ideal for veterinarians looking to pick up additional work, explore virtual care ... These tools assist our recruitment team but do not replace human judgment. Final hiring decisions ...

Dutch

Virtual Care Veterinarian (Remote)

Toronto, ON · Remote

... remote opportunity ideal for veterinarians looking to pick up additional work, explore virtual care ... These tools assist our recruitment team but do not replace human judgment. Final hiring decisions ...

HMG Careers

Remote Sales Specialist

North Bay, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Oakville, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Markham, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Thunder Bay, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Thunder Bay, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Whitby, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Burlington, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Niagara Falls, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Sudbury, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

London, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Belleville, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Remote Sales Specialist

Peterborough, ON · Remote

CA$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

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Showing results 1-20

All JobsVirtual JobsRemote Virtual Assistant JobsRemote Virtual Assistant Jobs in Ontario

Remote Virtual Assistant information

See Ontario salary details

$346

$618

$1.1K

How much do remote virtual assistant jobs pay per week?

As of Jul 15, 2026, the average weekly pay for remote virtual assistant in Ontario is $618.21, according to ZipRecruiter salary data. Most workers in this role earn between $432.69 and $778.85 per week, depending on experience, location, and employer.

What is the difference between Remote Virtual Assistant vs Remote Executive Assistant?

AspectRemote Virtual AssistantRemote Executive Assistant
CredentialsBasic administrative skills, sometimes certifications in office softwareAdvanced organizational skills, often with executive support experience
Work EnvironmentRemote, flexible, supporting multiple clients or businessesRemote, supporting high-level executives or teams
Employer & Industry UsageSmall businesses, entrepreneurs, startupsCorporations, executives, senior management
Common Search & ComparisonOften searched for as general administrative supportCompared for high-level, specialized support roles

The main difference between a Remote Virtual Assistant and a Remote Executive Assistant lies in their scope and level of support. Virtual Assistants typically handle a variety of administrative tasks for multiple clients, while Executive Assistants focus on high-level support for specific executives. Both roles are remote and require strong organizational skills, but Executive Assistants usually have more specialized experience and work in more corporate environments.

How do Remote Virtual Assistants typically manage communication and collaboration with clients and team members across different time zones?

Remote Virtual Assistants often work with clients and teams located in various time zones, which requires strong communication skills and the ability to coordinate schedules effectively. Most VAs use digital tools like email, messaging platforms, shared calendars, and project management software to stay connected and keep tasks on track. Being proactive about clarifying expectations, setting regular check-ins, and remaining flexible with working hours can help smooth over time zone differences. This approach ensures tasks are completed efficiently and clients feel supported, even when working asynchronously.

What Does a Remote Virtual Assistant Do?

A remote virtual assistant has many of the same duties as one in an administrative role in an office. As a remote virtual assistant, your responsibilities include handling correspondence, arranging travel, and managing the calendar and appointments for a client while you work from home. You assist your employer with a variety of tasks, depending on the industry and scope of the work. You may write and edit documents, handle bookkeeping, or run the workplace remotely. Some virtual assistants are freelancers whereas others work with organizations or agencies to provide these administrative services.

What are remote virtual assistants?

Remote virtual assistants are professionals who provide administrative, technical, or creative support to clients from a remote location. They handle tasks such as managing emails, scheduling appointments, data entry, social media management, and customer service. By working remotely, virtual assistants offer flexibility and can serve clients from anywhere in the world, helping businesses and entrepreneurs save time and focus on core activities.

What are the key skills and qualifications needed to thrive as a Remote Virtual Assistant, and why are they important?

To thrive as a Remote Virtual Assistant, you need strong organizational abilities, attention to detail, and proficiency in administrative tasks, often supported by prior office experience or relevant training. Familiarity with office software suites (like Microsoft Office or Google Workspace), project management tools (such as Trello or Asana), and communication platforms (like Slack or Zoom) is typically required. Excellent time management, self-motivation, and clear written and verbal communication are vital soft skills for working independently and supporting multiple clients. These skills ensure efficient remote support, seamless workflow, and effective collaboration in a virtual work environment.
More about Remote Virtual Assistant jobs
What are the most commonly searched types of Remote Virtual jobs in Ontario? The most popular types of Remote Virtual jobs in Ontario are:
What are popular job titles related to Remote Virtual Assistant jobs in Ontario? For Remote Virtual Assistant jobs in Ontario, the most frequently searched job titles are:
What job categories do people searching Remote Virtual Assistant jobs in Ontario look for? The top searched job categories for Remote Virtual Assistant jobs in Ontario are:
What cities in Ontario are hiring for Remote Virtual Assistant jobs? Cities in Ontario with the most Remote Virtual Assistant job openings:
Remote Virtual Assistant jobs near you
GTM Sales Associate

GTM Sales Associate

Wing Assistant

Toronto, ON • Remote

Full-time

Posted 11 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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