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Entry Level Remote Virtual Assistant Jobs in Ontario

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 ...

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

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

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

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

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

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 ...

HMG Careers

Remote Sales Specialist

Aurora, 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

Kitchener, 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

Barrie, 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

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

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

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

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 ...

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All JobsVirtual JobsEntry Level Remote Virtual Assistant JobsEntry Level Remote Virtual Assistant Jobs in Ontario

Entry Level Remote Virtual Assistant information

How can I become a virtual assistant with no experience?

To become an entry-level remote virtual assistant with no experience, start by developing basic skills such as organization, communication, and familiarity with tools like email, calendar management, and office software. You can find free online courses or tutorials to build these skills and create a professional resume highlighting your reliability and willingness to learn. Gaining experience through volunteering or offering services to friends or small businesses can also help you build a portfolio and increase your chances of landing your first virtual assistant role.

What are entry level remote virtual assistants?

Entry level remote virtual assistants are professionals who provide administrative, technical, or creative support to businesses or individuals from a remote location, usually working from home. They handle tasks such as scheduling appointments, managing emails, data entry, customer service, and social media management. As entry-level roles, these positions typically require basic computer skills, good communication abilities, and a willingness to learn. They are ideal for those starting their careers or seeking flexible work arrangements. With experience, virtual assistants can specialize or take on more advanced responsibilities.

What is the easiest remote job to get with no experience?

Entry-level remote virtual assistant positions are among the easiest remote jobs to obtain with no prior experience, as they often require basic skills like organization, communication, and familiarity with tools such as email and calendar apps. These roles typically involve tasks like data entry, scheduling, and customer support, and may offer training or onboarding for new hires.

How to make $1000 a week remotely?

An entry level remote virtual assistant can make $1000 a week by working multiple clients, charging competitive hourly rates, and efficiently managing tasks such as scheduling, email management, and data entry. Building skills in tools like Microsoft Office or Google Workspace and maintaining consistent work hours can help increase earnings to reach this goal.

What is the difference between Entry Level Remote Virtual Assistant vs Data Entry Clerk?

AspectEntry Level Remote Virtual AssistantData Entry Clerk
CredentialsBasic computer skills, sometimes administrative certificationsHigh school diploma, basic computer skills
Work EnvironmentRemote, flexible hours, varied tasksOffice or remote, focused on data input
Industry UsageAdmin support, small businesses, entrepreneursHealthcare, finance, retail sectors
Common Search IntentRemote admin support, virtual assistant jobsData entry jobs, clerical work

While both roles involve computer work and can be remote, an Entry Level Remote Virtual Assistant offers a broader range of administrative tasks, including scheduling and communication, whereas a Data Entry Clerk primarily focuses on inputting and managing data. The virtual assistant role often requires more varied skills, but both are accessible entry-level positions suitable for remote work.

What are some common challenges faced by entry level remote virtual assistants and how can they overcome them?

Entry level remote virtual assistants often face challenges such as managing multiple tasks for different clients, staying organized in a virtual environment, and maintaining clear communication across time zones. To overcome these obstacles, it's important to develop strong time management skills, use task management tools like Trello or Asana, and establish regular check-ins with clients to clarify expectations. Building a routine and leveraging available collaboration technologies can help new virtual assistants stay on track and deliver high-quality support.

Can you be a VA with no experience?

Entry-level virtual assistant (VA) roles often do not require prior experience, as employers may provide training on tasks such as email management, scheduling, and data entry. Basic computer skills, good communication, and familiarity with tools like Microsoft Office or Google Workspace can help you qualify for these positions. Building a portfolio or completing online courses can also improve your chances of starting as a VA without experience.

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

To thrive as an Entry Level Remote Virtual Assistant, you need strong organizational abilities, attention to detail, and proficiency in basic office software, often backed by a high school diploma or equivalent. Familiarity with tools like Microsoft Office, Google Workspace, and communication platforms such as Slack or Zoom is typically required. Excellent time management, clear communication, and a proactive attitude are standout soft skills for this role. These skills and qualities are crucial for efficiently supporting clients, maintaining productivity, and fostering effective remote collaboration.
What are popular job titles related to Entry Level Remote Virtual Assistant jobs in Ontario? For Entry Level Remote Virtual Assistant jobs in Ontario, the most frequently searched job titles are:
What job categories do people searching Entry Level Remote Virtual Assistant jobs in Ontario look for? The top searched job categories for Entry Level Remote Virtual Assistant jobs in Ontario are:
What cities in Ontario are hiring for Entry Level Remote Virtual Assistant jobs? Cities in Ontario with the most Entry Level Remote Virtual Assistant job openings:
Entry Level Remote Virtual Assistant jobs near you
Infographic showing various Entry Level Remote Virtual Assistant job openings in Ontario as of July 2026, with employment types broken down into 1% As Needed, 73% Full Time, 22% Part Time, 1% Temporary, and 3% Contract. Highlights an 99% Physical, and 1% Remote job distribution.
GTM Sales Associate

GTM Sales Associate

Wing Assistant

Toronto, ON • Remote

Full-time

Posted 16 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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