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Remote Service Desk Manager Jobs in Calgary, AB (NOW HIRING)

Wing Assistant

GTM Sales

Calgary, AB · Remote

Educate prospects who may not have considered remote assistants, virtual assistants, offshore ... services organizations. * Familiarity with CRM and sales engagement tools such as HubSpot ...

Cayenta

(Remote) Application Consultant

Calgary, AB · Remote

... services that fit the needs of our clients. * Support Project Managers in managing engagement ... Remote work and more! About Cayenta: Cayenta is a leading provider of enterprise resource ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Calgary, AB · Remote

CA$60K - CA$80K/yr

Flexible Scheduling - Manage your work around an agreed schedule while working remotely. Weekly ... Is motivated by improving their own results Experience in sales, customer service, retail ...

Alstar Group

Project Manager

Calgary, AB · On-site +1

Alstar Group of Companies Ltd. has been providing quality construction services to the oil and gas ... One remote day per week What We're Looking For From You - If This Describes You, We'd Love to Meet!

Finlink Group

AUDIT MANAGER

Calgary, AB · On-site +1

Demonstrated success in team leadership, project management, and client service. * Strong ... Remote work flexibility and a modern tech stack * Real impact, real responsibility, right away ...

Finlink Group

AUDIT MANAGER

Calgary, AB · On-site +1

Demonstrated success in team leadership, project management, and client service. * Strong ... Remote work flexibility and a modern tech stack * Real impact, real responsibility, right away ...

RhythmQ

Account Executive (Remote, Canada)

Calgary, AB · On-site +1

$80K - $100K/yr

... Relationship Management * Our customers are the best source of potential prospects and ... and services 10% - Learn and Grow * Spend 1-1 time with Industry experts to grow and hone your ...

RhythmQ

Account Executive (Remote, Canada)

Calgary, AB · Remote

CA$80K - CA$100K/yr

... Relationship Management * Our customers are the best source of potential prospects and ... and services 10% - Learn and Grow * Spend 1-1 time with Industry experts to grow and hone your ...

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All JobsService Desk JobsRemote Service Desk Manager JobsRemote Service Desk Manager Jobs in Calgary, AB

Remote Service Desk Manager information

What is a remote service desk manager?

A Remote Service Desk Manager oversees the operations of a service desk team that provides IT support to users, typically working from a remote location. They are responsible for managing staff, ensuring high-quality customer service, and maintaining efficient processes for handling technical issues and requests. This role involves monitoring performance metrics, implementing best practices, and coordinating with other IT departments to resolve complex problems. Remote Service Desk Managers also play a key role in training staff and improving service delivery through technology and workflow enhancements.

What are the key skills and qualifications needed to thrive as a remote service desk manager?

To thrive as a Remote Service Desk Manager, you need expertise in IT service management, troubleshooting, and team leadership, typically supported by a bachelor's degree in IT or related field and several years of relevant experience. Familiarity with ticketing systems (such as ServiceNow or Jira), remote support tools, and ITIL certification are commonly required. Strong communication, problem-solving abilities, and the capacity to motivate and coordinate remote teams are crucial soft skills. These competencies ensure efficient service delivery, high client satisfaction, and effective remote team operations in a dynamic IT environment.

What are the main challenges faced by a remote service desk manager, and how can they be addressed?

A Remote Service Desk Manager often faces challenges such as coordinating a dispersed team, maintaining effective communication, and ensuring consistent service quality across different time zones. To address these, it's important to leverage collaboration tools, establish clear protocols, and schedule regular check-ins to keep the team connected and aligned. Additionally, implementing standardized processes and performance metrics helps maintain accountability and ensures a high level of customer support regardless of team members' locations.

What is the difference between Remote Service Desk Manager vs Remote Help Desk Supervisor?

AspectRemote Service Desk ManagerRemote Help Desk Supervisor
ResponsibilitiesOversees service desk operations, manages team performance, implements policiesSupervises help desk staff, handles escalations, ensures customer satisfaction
Required CredentialsITIL certification, relevant IT experience, leadership skillsCustomer service experience, technical knowledge, team management skills
Work EnvironmentRemote or on-site, strategic planning focusPrimarily remote, operational support focus
Industry UsageIT service management, tech companies, large organizationsIT support, customer service departments, SMBs

The Remote Service Desk Manager typically handles strategic oversight and team management, requiring certifications like ITIL, while the Remote Help Desk Supervisor focuses on daily operational support and customer interactions. Both roles are vital in IT support but differ in scope and responsibilities.

What job categories do people searching Remote Service Desk Manager jobs in Calgary, AB look for?

The top searched job categories for Remote Service Desk Manager jobs in Calgary, AB are:

Remote Service Desk Manager jobs near you
Infographic showing various Remote Service Desk Manager job openings in Calgary, AB as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 18% Part Time, and 3% Contract. Highlights an 90% Physical, 2% Hybrid, and 8% Remote job distribution.

GTM Sales

Wing Assistant

Calgary, AB • Remote

Full-time

Re-posted 20 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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