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Remote Workforce Management Jobs in Ontario (NOW HIRING)

Wing Assistant

GTM Sales Associate

Toronto, ON · Remote

... remote talent, and global workforce solutions are changing the way companies build teams. What You ... Keep activity, notes, and pipeline data accurate and current in our CRM. Bring the Market Back In

Intelligent Change

Social Media Manager

Toronto, ON · Remote

Location: This is a fully remote position open to candidates anywhere in the world. However, we ... Requirements * 3+ years of experience in social media management, ideally within lifestyle ...

Wilsonhr

Elevate your career as an Experienced Healthcare Recruitment Consultant with Contingent Workforce ... We are on the lookout for a consultative Recruitment Consultant to manage the comprehensive ...

New

WES

Program Associate, Career Pathways (Remote)

Toronto, ON · On-site +1

CA$56K - CA$68K/yr

Support Implementation Leads in managing relationships with ecosystem partners (e.g., regulators ... Our diverse workforce reflects the global community we serve, and we take pride in it. We are ...

Danaher

Country Manager

Toronto, ON · On-site +1

CA$150K - CA$175K/yr

Maintains rigor in all Standard Work in funnel and forecast management, with weekly reviews of ... workforce. We recognize the benefits of flexible, remote working arrangements for eligible roles ...

Danaher

Country Manager

Ottawa, ON · On-site +1

CA$150K - CA$175K/yr

Maintains rigor in all Standard Work in funnel and forecast management, with weekly reviews of ... workforce. We recognize the benefits of flexible, remote working arrangements for eligible roles ...

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All JobsWorkforce Management JobsRemote Workforce Management JobsRemote Workforce Management Jobs in Ontario

Remote Workforce Management information

See Ontario salary details

$12

$32

$70

How much do remote workforce management jobs pay per hour?

As of Aug 7, 2026, the average hourly pay for remote workforce management in Ontario is $32.23, according to ZipRecruiter salary data. Most workers in this role earn between $19.23 and $39.42 per hour, depending on experience, location, and employer.

What is remote workforce management?

A Remote Workforce Management job involves overseeing and optimizing a team of employees who work remotely. This includes ensuring productivity, maintaining communication, implementing collaboration tools, tracking employee performance, and addressing any challenges that arise. The role often involves creating policies, managing schedules, and using workforce analytics to improve efficiency. Strong leadership, technology proficiency, and problem-solving skills are essential for success in this position.

What are some of the common challenges faced in remote workforce management and how can they be addressed?

One of the most common challenges in Remote Workforce Management is maintaining team cohesion and effective communication across dispersed locations and time zones. Managers often need to implement clear processes, leverage collaboration tools, and schedule regular check-ins to keep everyone aligned and informed. Additionally, monitoring productivity without micromanaging, and addressing employees' sense of isolation, requires a balance of trust and structured support. By prioritizing transparent communication, fostering a culture of accountability, and providing professional development opportunities, managers can overcome these challenges and create a successful remote work environment.

What are the key skills and qualifications needed to thrive in remote workforce management, and why are they important?

To thrive in Remote Workforce Management, strong organizational, leadership, and analytical skills are essential, often supported by a degree in business, human resources, or a related field. Familiarity with remote communication platforms, workforce management software, project management tools, and experience with HRIS systems or related certifications is highly beneficial. Excellent communication, problem-solving, and adaptability help you effectively lead distributed teams and foster engagement. These abilities are crucial for ensuring productivity, cohesion, and compliance in an increasingly remote and digital work environment.

What are the most commonly searched types of Workforce Management jobs in Ontario? The most popular types of Workforce Management jobs in Ontario are:
What are popular job titles related to Remote Workforce Management jobs in Ontario? For Remote Workforce Management jobs in Ontario, the most frequently searched job titles are:
What job categories do people searching Remote Workforce Management jobs in Ontario look for? The top searched job categories for Remote Workforce Management jobs in Ontario are:
Remote Workforce Management jobs near you
Infographic showing various Remote Workforce Management job openings in Ontario as of August 2026, with employment types broken down into 86% Full Time, and 14% Part Time. Highlights an 100% Remote job distribution, with an average salary of $67,031 per year, or $32.2 per hour.

GTM Sales Associate

Wing Assistant

Toronto, ON • Remote

Full-time

Re-posted 5 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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