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Virtual Assistant Jobs in Whitby, ON (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 ...

Sentient HR Services Inc.

Virtual Recruiter

Markham, ON · Remote

CA$19 - CA$20/hr

As a Virtual Recruiter, you will be responsible for actively recruiting child care staff, managing and maintaining the interview process and onboarding staff to meet the demands of Sentient ...

Dutch

Virtual Care Veterinarian (Remote)

Toronto, ON · Remote

Conduct virtual consultations with pet parents via video and asynchronous messaging * Review ... These tools assist our recruitment team but do not replace human judgment. Final hiring decisions ...

Wing Assistant

Website Manager

Toronto, ON · Remote

CA$110K - CA$135K/yr

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 ...

Wing Assistant

Web Presence Specialist

Toronto, ON · Remote

CA$110K - CA$135K/yr

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 ...

Wing Assistant

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 ... Nice to have Experience in virtual staffing, BPO, or managed services Pipedrive or CRM automations ...

Fonemed

Virtual Care Registered Nurse (RN)

Toronto, ON · Remote

Virtual Care Registered Nurse Work from home as a Registered Nurse We are looking for experienced ... Provide telephone triage and advice to callers to assist them in making timely medical decisions

ABL Employment

Press Assistant

Toronto, ON

CA$18/hr

We have a full time, long term job opportunity in Scarborough for a press assistant! Work with a ... After submitting your resume, you will receive a reach out from our virtual recruiter. This reach ...

Southlake

Anesthesia Assistant

Newmarket, ON · On-site

CA$57.51 - CA$68.36/hr

Hybrid, virtual, and in-person working environment (where applicable). * Progressive health and ... The Anesthesia Assistant (AA) works as a member of the Anesthesia Care Team, providing clinical ...

Viral Nation Inc.

Executive Assistant

Toronto, ON

CA$65K - CA$75K/yr

The Executive Assistant will assist with day-to-day coordination, critical tasks and project ... Independently organize and produce both in-person & virtual meetings and conferences, typically in ...

National Bank

Executive Assistant

Toronto, ON · On-site

A career as an Executive Assistant within the Specialized Groups team at National Bank means acting ... Virtual sleep clinic We have an offer that keeps up with trends as well as your needs and those of ...

Foot Locker

Assistant Manager

Toronto, ON · On-site

CA$23.10/hr

Assistant Managers are handson leaders who move with urgency, stay connected to customers and ... Cameras must be on for all virtual interviews. * AI tools are strictly prohibited during interviews ...

Viral Nation Inc.

Executive Assistant

Toronto, ON

CA$65K - CA$75K/yr

The Executive Assistant will assist with day-to-day coordination, critical tasks and project ... Independently organize and produce both in-person & virtual meetings and conferences, typically in ...

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Virtual Assistant information

What is a virtual assistant?

Virtual assistants are remote professionals who provide a variety of administrative, technical, or creative support services to businesses, entrepreneurs, or individuals. Their tasks can include managing emails, scheduling appointments, handling customer inquiries, social media management, bookkeeping, and more. Virtual assistants typically work from home or any remote location, communicating with clients through email, phone, or online collaboration tools. They help clients save time and increase productivity by handling routine or specialized tasks efficiently.

What do virtual assistants do?

Virtual assistants perform the typical duties and services of an assistant, except instead of going into the office every day, they complete their tasks from home or another remote location. You may not even work in the same city or state as your employer. Some virtual assistants work for an agency that fills job openings or requests for virtual assistants. Specific job duties vary, depending on the company and industry. Your general responsibilities include organizing electronic files, editing presentation documents, and assisting with the creation of PowerPoint presentations or other sales materials. You may also respond to emails, arrange appointments and travel plans, and return phone calls for their employer.

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

To thrive as a Virtual Assistant, you need strong organizational skills, time management, and proficiency in administrative tasks, often supported by experience or coursework in office administration. Familiarity with productivity tools like Microsoft Office, Google Workspace, project management platforms, and communication apps is typically required. Excellent written and verbal communication, attention to detail, and self-motivation are crucial soft skills for excelling in this remote role. These abilities enable Virtual Assistants to efficiently support clients, manage multiple tasks, and maintain smooth operations in a virtual work environment.

What are some common challenges virtual assistants face when managing multiple clients, and how can they overcome them?

Virtual Assistants often juggle tasks and deadlines for several clients at once, which can lead to challenges in prioritization and time management. To overcome this, successful VAs typically rely on digital tools for task tracking, set clear communication channels, and establish boundaries regarding availability. Regular check-ins with clients help clarify expectations and adjust priorities as needed. By staying organized and proactive, Virtual Assistants can ensure quality work for each client while maintaining a healthy work-life balance.

What is the difference between Virtual Assistant vs Data Entry Specialist?

AspectVirtual AssistantData Entry Specialist
Required CredentialsBasic computer skills, organizational skillsTyping speed, accuracy, basic computer skills
Work EnvironmentRemote, flexible hoursRemote or on-site, often office-based
Employer & Industry UsageBusinesses, entrepreneurs, startupsCorporations, data management firms, administrative roles
Common Search & ComparisonYesYes

While both Virtual Assistants and Data Entry Specialists work remotely and require basic computer skills, Virtual Assistants typically handle a broader range of administrative tasks, including scheduling and communication, whereas Data Entry Specialists focus primarily on inputting and managing data accurately. The roles often overlap in remote work environments, but their core responsibilities and skill sets differ.

What can you do as a virtual assistant?

A virtual assistant performs administrative tasks such as managing emails, scheduling appointments, data entry, customer support, and social media management. They often use tools like calendar apps, communication platforms, and project management software to complete their work efficiently.

What is the easiest virtual assistant job?

The easiest virtual assistant jobs typically involve basic administrative tasks such as data entry, email management, and scheduling. These roles often require minimal technical skills and can be performed with common tools like spreadsheets and calendar apps, making them accessible for beginners.
More about Virtual Assistant jobs

What job categories do people searching Virtual Assistant jobs in Whitby, ON look for?

The top searched job categories for Virtual Assistant jobs in Whitby, ON are:

What cities near Whitby, ON are hiring for Virtual Assistant jobs?

Cities near Whitby, ON with the most Virtual Assistant job openings:

Virtual Assistant jobs near you
Infographic showing various Virtual Assistant job openings in Whitby, ON as of August 2026, with employment types broken down into 2% As Needed, 75% Full Time, 20% 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 19 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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