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Operations Assistant Remote Jobs in Oshawa, ON (NOW HIRING)

Wing Assistant

GTM Sales Associate

Toronto, ON · Remote

Educate prospects who may not have considered remote assistants, virtual assistants, offshore ... Experience prospecting into founders, executives, operations leaders, HR leaders, recruiting teams ...

Morson Talent

25-026 DevOps Engineer

Toronto, ON · Remote

CA$80 - CA$100/hr

... Remote) Job Overview We are seeking a skilled DevOps Engineer to support our data analytics ... Identify and resolve performance bottlenecks in data processing pipelines. Assist in defining and ...

Monks

Analyst, Media Operations

Toronto, ON · On-site +1

This is considered a remote/hybrid role, and you can expect to work with clients and other team ... * Assist in and/or own client communications and updates, review requests and questions, and ...

Cayenta

(Remote) Application Consultant

Markham, ON · Remote

It is important for this individual to evolve into a conduit between Operations, R&D, and our ... Create user documentation when required and the complete handover documentation to assist support ...

Cayenta

(Remote) Application Consultant

Toronto, ON · Remote

It is important for this individual to evolve into a conduit between Operations, R&D, and our ... Create user documentation when required and the complete handover documentation to assist support ...

WES

Program Associate, Career Pathways (Remote)

Toronto, ON · On-site +1

CA$56K - CA$68K/yr

... . * Assist with operational execution of initiatives by coordinating tasks across matrixed teams (policy and practice, philanthropy, community power, narrative and comms) to ensure timelines ...

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All JobsOperations JobsOperations Assistant Remote JobsOperations Assistant Remote Jobs in Oshawa, ON

Operations Assistant Remote information

What is an operations assistant remote?

Operations Assistants working remotely provide administrative and organizational support to ensure efficient business operations. Their duties often include managing schedules, handling communications, processing data, coordinating with different departments, and assisting with project management tasks—all through digital platforms. Remote Operations Assistants must be tech-savvy, self-motivated, and strong communicators, as they collaborate with teams and managers virtually. This role is essential for keeping workflows smooth and helping organizations stay organized, even when team members are not in the same physical location.

What are the key skills and qualifications needed to thrive as an operations assistant remote?

To thrive as an Operations Assistant (Remote), you need strong organizational skills, attention to detail, and proficiency in administrative processes, typically supported by a high school diploma or equivalent. Familiarity with project management tools (like Asana or Trello), cloud-based collaboration platforms (such as Google Workspace or Microsoft Office 365), and possibly CRM systems is important. Excellent time management, proactive communication, and adaptability are standout soft skills for this role. These abilities ensure efficient remote support, seamless workflow coordination, and effective team collaboration across locations.

What are some common challenges faced by remote operations assistants, and how can they be managed effectively?

Remote Operations Assistants often face challenges such as coordinating across time zones, maintaining clear communication with team members, and juggling multiple administrative tasks independently. To manage these effectively, it's important to establish regular check-ins with supervisors, use collaboration tools for task tracking, and set clear priorities for daily work. Proactively reaching out when clarification is needed and staying organized with digital tools can help ensure tasks are completed accurately and on time. Building strong communication habits is key to thriving in this remote role.

What is the difference between Operations Assistant Remote vs Operations Coordinator?

AspectOperations Assistant RemoteOperations Coordinator
CredentialsHigh school diploma or equivalent; some roles may require administrative certificationsHigh school diploma; some roles may prefer additional certifications or experience in operations
Work EnvironmentRemote, often independent with virtual team communicationTypically office-based or hybrid, involving coordination across teams
Employer & Industry UsageCommon in administrative, nonprofit, and small business sectorsUsed across corporate, healthcare, and logistics industries
Search & Comparison IntentPeople comparing entry-level or administrative support roles in remote settingsIndividuals seeking roles with more coordination responsibilities in operations

The main difference between Operations Assistant Remote and Operations Coordinator lies in their responsibilities and work environment. Operations Assistants primarily handle administrative tasks remotely, while Operations Coordinators often oversee broader operational processes, sometimes in hybrid or office settings. Both roles require similar credentials but differ in scope and complexity.

What job categories do people searching Operations Assistant Remote jobs in Oshawa, ON look for?

The top searched job categories for Operations Assistant Remote jobs in Oshawa, ON are:

What cities near Oshawa, ON are hiring for Operations Assistant Remote jobs?

Cities near Oshawa, ON with the most Operations Assistant Remote job openings:

Operations Assistant Remote jobs near you
Infographic showing various Operations Assistant Remote job openings in Oshawa, ON as of August 2026, with employment types broken down into 88% Full Time, 9% Part Time, 1% Temporary, and 2% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% 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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