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Virtual Assistant Assistant Jobs in Markham, 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 ...

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 ...

ABL Employment

Administrative Assistant

Mississauga, ON · On-site

CA$20 - CA$21/hr

Immediate Vacancy! $20 to $21/hour Administrative Assistant We're looking for someone who enjoys ... After submitting your resume, you will receive a reach out from our virtual recruiter. This reach ...

People Corporation

Administrative Assistant

Toronto, ON · Hybrid

CA$55K - CA$65K/yr

The Administrative Assistant will: * Manage the Senior Vice President's calendar, including ... Coordinate meetings, including room or virtual bookings, agendas, materials, attendance tracking ...

Viral Nation Inc.

Executive Assistant

Toronto, ON

CA$65K - CA$85K/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 ...

Td

Executive Assistant II

Toronto, ON · On-site

CA$60K - CA$85K/yr

As an Executive Assistant, you'll provide dedicated support for several executives at TD. You'll ... virtual meetings, townhalls or offsite events; may include booking meeting spaces, agenda ...

New

Td

Executive Assistant I

Toronto, ON · On-site

CA$55K - CA$80K/yr

As an Executive Assistant, you'll provide dedicated support for several executives at TD. You'll ... virtual meetings, townhalls or offsite events; may include booking meeting spaces, agenda ...

Td

Executive Assistant I

Toronto, ON · On-site

CA$55K - CA$80K/yr

As an Executive Assistant, you'll provide dedicated support for several executives at TD. You'll ... virtual meetings, townhalls or offsite events; may include booking meeting spaces, agenda ...

Td

Executive Assistant I

Toronto, ON · On-site

CA$55K - CA$80K/yr

As an Executive Assistant, you'll provide dedicated support for several executives at TD. You'll ... virtual meetings, townhalls or offsite events; may include booking meeting spaces, agenda ...

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 ...

Viral Nation Inc.

Executive Assistant

Toronto, ON · On-site

CA$65K - CA$85K/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 ...

Foot Locker

Assistant Manager

Brampton, ON

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 ...

Sagard

Executive Assistant

Toronto, ON · Hybrid

Based in Toronto, the Executive Assistant is a foundational member of the team. This role supports ... Proficiency with Google Suite and virtual meeting platforms such as Zoom or Microsoft Teams

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All JobsVirtual JobsVirtual Assistant Assistant JobsVirtual Assistant Assistant Jobs in Markham, ON

Virtual Assistant Assistant information

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

AspectVirtual Assistant AssistantVirtual Assistant
CredentialsBasic administrative skills, possibly some certifications in office softwareSame as Virtual Assistant, often with additional specialized skills
Work EnvironmentRemote, home-based or freelanceRemote, home-based or freelance
Employer & IndustryBusinesses, entrepreneurs, online companiesBusinesses, entrepreneurs, online companies
Common Search IntentComparing support roles, entry-level virtual supportGeneral virtual support services, more experienced tasks

The Virtual Assistant Assistant typically performs basic administrative tasks similar to a Virtual Assistant but may focus on more specific or entry-level support roles. Both roles are remote, require similar skills, and are used across various industries. The main difference lies in the scope and complexity of tasks, with the Virtual Assistant often handling a broader range of responsibilities.

How do I start working as a virtual assistant?

To start working as a virtual assistant, you should develop relevant skills such as organization, communication, and proficiency with tools like email, calendar management, and office software. You can find opportunities on freelance platforms, create a professional profile, and consider obtaining certifications in administrative support or related areas to enhance credibility.

How do you become a virtual assistant?

To become a virtual assistant, you typically need strong organizational and communication skills, proficiency with tools like email, calendar management, and office software, and a reliable internet connection. Many virtual assistants gain experience through online courses or certifications in administrative support and start by offering services on freelance platforms or job boards.

How much do virtual assistants get paid?

Virtual assistants typically earn between $10 and $30 per hour, depending on experience, skills, and the complexity of tasks. Rates can vary based on whether they work freelance or for a company, with some specialized roles commanding higher pay. Many virtual assistants also charge fixed project rates or monthly retainers.

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

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

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

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

Virtual Assistant Assistant jobs near you

GTM Sales Associate

Wing Assistant

Toronto, ON • Remote

Full-time

Re-posted 2 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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