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Microsoft Help Desk Remote Jobs in Calgary, AB (NOW HIRING)

Wing Assistant

GTM Sales

Calgary, AB · Remote

We help companies get high-quality support across roles like executive assistance, admin support ... Educate prospects who may not have considered remote assistants, virtual assistants, offshore ...

Bulletproof IT

Support Specialist - Calgary

Calgary, AB · On-site +1

Are you passionate about IT and helping humans get the most from their technology? * Do you want to ... Microsoft Exchange/365 * Remote Desktop Services * Advanced firewalls * Cloud services * Mobile ...

Bentley Systems

Associate Consultant

Calgary, AB · On-site +1

... well as remote colleagues globally. This role offers an excellent opportunity to build your ... Proficient in use of the Microsoft Office Suite (Word, Excel, PowerPoint, Visio, and SharePoint ...

WSP

Intermediate Spatial Ecologist

Calgary, AB · On-site +1

CA$43.90 - CA$60.40/hr

In this role, you will help integrate emerging technologies-including artificial intelligence (AI ... Integrate remote sensing datasets, including satellite imagery, LiDAR, UAV/drone imagery, and Earth ...

WSP

Intermediate Spatial Ecologist

Calgary, AB · On-site +1

CA$43.90 - CA$60.40/hr

In this role, you will help integrate emerging technologies-including artificial intelligence (AI ... Integrate remote sensing datasets, including satellite imagery, LiDAR, UAV/drone imagery, and Earth ...

Enerflex Ltd.

Manager, IT Security

Calgary, AB · On-site +1

As Manager, IT Security, you will lead a capable team, strengthen security practices, and help ... Microsoft 365, identity, privileged access, conditional access, remote access, encryption, data ...

International SOS

Registered Nurse

Calgary, AB · Remote

... help organisations fulfil their Duty of Care responsibilities. Now, we're looking for talented ... Community health nursing in remote Indigenous communities isn't just a job-it's an opportunity to ...

True Environmental

Manager - Hydrogeology

Calgary, AB · On-site +1

CA$120K - CA$180K/yr

Remote - Regular-Full Time As the Supervisor - Hydrogeology, this role will be responsible for ... Proficiency in Microsoft Office Suite (Excel, Word, PowerPoint) and other business software

Quadbridge

Account Manager

Calgary, AB · Remote

CA$60K - CA$80K/yr

Knowledge of Microsoft products and technologies, an asset Why Quadbridge? * Invest in Your Future ... Monday to Friday, 8:30am-5pm, Remote Fulltime, Permanent Salary/Wage Range: $60,000-$80,000 per ...

Quadbridge

Account Manager

Calgary, AB · Remote

CA$60K - CA$80K/yr

Knowledge of Microsoft products and technologies, an asset Why Quadbridge? * Invest in Your Future ... Monday to Friday, 8:30am-5pm, Remote Fulltime, Permanent Salary/Wage Range: $60,000-$80,000 per ...

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All JobsMicrosoft Help Desk JobsMicrosoft Help Desk Remote JobsMicrosoft Help Desk Remote Jobs in Calgary, AB

Microsoft Help Desk Remote information

What is a Microsoft Help Desk Remote?

Microsoft Help Desk Remote jobs involve providing technical support and troubleshooting assistance to users of Microsoft products and services, such as Windows, Office, and Microsoft 365, from a remote location. Employees in these roles typically handle customer inquiries, resolve software or hardware issues, and guide users through problem-solving steps via phone, chat, or email. These positions require strong communication skills, technical knowledge of Microsoft products, and the ability to work independently from home or another remote setting.

What are some typical challenges faced by remote Microsoft Help Desk professionals, and how can they effectively address them?

Remote Microsoft Help Desk professionals often encounter challenges such as troubleshooting technical issues without physical access to devices, managing multiple support requests simultaneously, and maintaining clear communication with users who may have varying levels of technical knowledge. To address these challenges, leveraging remote diagnostic tools, setting clear expectations with users, and utilizing knowledge bases or documentation can be highly effective. Additionally, regular collaboration with team members through chat or video meetings helps ensure consistent support quality and knowledge sharing.

What is the difference between Microsoft Help Desk Remote vs Technical Support Specialist?

AspectMicrosoft Help Desk RemoteTechnical Support Specialist
CertificationsCompTIA A+, Microsoft Certified Desktop Support Technician (MCDST)CompTIA A+, HDI Support Center Analyst
Work EnvironmentRemote, help desk or call center settingOn-site or remote, technical support roles in various industries
Industry UsageIT support, software companies, tech service providersIT, telecommunications, hardware/software companies

Microsoft Help Desk Remote and Technical Support Specialist roles share similar certifications and work environments, often involving remote support for software and hardware issues. However, Microsoft Help Desk Remote positions are typically focused on supporting Microsoft products specifically, while Technical Support Specialists may handle a broader range of technologies and on-site support. Both roles are essential in IT support, but the Microsoft Help Desk Remote role emphasizes Microsoft expertise and remote troubleshooting skills.

What skills and qualifications are needed to thrive as a Microsoft Help Desk Remote specialist?

To thrive as a Microsoft Help Desk Remote specialist, you need a solid understanding of Windows operating systems, Microsoft Office applications, troubleshooting techniques, and often an associate degree or relevant certification such as CompTIA A+ or Microsoft Certified: Modern Desktop Administrator Associate. Familiarity with remote support tools, ticketing systems like ServiceNow or Zendesk, and knowledge of Active Directory are typically required. Exceptional communication, patience, and problem-solving skills help you efficiently assist users and resolve technical issues from a distance. These abilities are crucial for providing timely, effective support and ensuring user satisfaction in a remote IT environment.

What are popular job titles related to Microsoft Help Desk Remote jobs in Calgary, AB?

For Microsoft Help Desk Remote jobs in Calgary, AB, the most frequently searched job titles are:

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

The top searched job categories for Microsoft Help Desk Remote jobs in Calgary, AB are:

Microsoft Help Desk Remote jobs near you
Infographic showing various Microsoft Help Desk Remote job openings in Calgary, AB as of August 2026, with employment types broken down into 1% As Needed, 59% Full Time, 37% Part Time, and 3% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution.

Hotel Regional Director of Sales - Remote (Canada)

Gillis Sales

Calgary, AB • Remote

CA$70K/yr

Full-time

PTO

Posted 29 days ago

Job description

About Gillis

At Gillis, we believe that sales is the lifeblood for all organizations. Our mission is to make sales accessible and achievable to all hotel owners. We also believe that our associates are our biggest asset and we put our people first over profit. If you are looking for a company that invests in its culture in a fast-paced, supportive, and dynamic environment, we would love to hear from you.


Our clients trust us to increase their revenue and build both short-term and long-term business. We embrace the dynamic nature of our industry and always ask ourselves, "How can this be done better?" and "How can we provide more value?"


Role Overview

  • The Regional Director of Sales (RDOS) will provide strategic, outbound and proactive sales for 6 multi-branded hotels, located across Canada and/or the USA.
  • This position is home-based and reports to an Executive Director of Sales Performance.


What's in it for you?

  • Position is home-based (remote) during client's business hours and requires travel for in-market visits (2-4 visits per year).
  • Working within a fun and fast-paced environment, Gillis' culture offers dynamic training, ongoing coaching, and a deep commitment to taking care of our employees.
  • Base salary of $70K CAD, quarterly incentives and an annual profit-sharing bonus.
  • 31 paid days off annually:
    • 15 PTO Days
    • 13 Holidays/Gillis Days
    • 3 Wellness Days
  • Comprehensive benefits package.
  • Team offsites.


Responsibilities

  • Provide strategic, outbound and proactive sales for a portfolio of 6 multi-branded hotelswhile also creating a sales-focused culture with the General Managers and Front Desk staff by sharing best practices and peer to peer coaching.
  • Accountable for driving ROI for hotel partnerswhile achieving revenue milestones on a shortened sales cycle of 6 months.
  • Activate new accountsin the local market andincrease market sharefrom existing accountsthrough intentional and strategic prospecting. Deliver bi-weekly sales strategy presentations over MS Teams with each of your designated hotels to report progress.
  • Develop and nurture a sales pipelineutilizing Salesforce CRM to manage accounts and shorten the sales cycle.
  • Support the Dynamic Sales Solution modelby working closely with your assigned POD (team) to drive revenue across our portfolio of hotels.
  • Create remarkable client experiences, manage client expectations, and maintain a high level of client satisfaction by acting as a seamless extension of the hotel and representing your clients with professionalism and integrity.
  • Ability to travel for in-market visitsto elevate and strengthen client relationships.


What You'll Bring

  • 3+ consecutive years of hotel guestroom sales experience across all market segments; multi-property sales experience preferred.
  • Proven ability to generate new business, grow market share, and achieve revenue goals.
  • Strong knowledge of hotel sales strategies, RFP processes, brand tools, account management, and hotel operations.
  • Experience building trusted relationships with hotel owners, General Managers, and key local accounts.
  • Proficiency with Salesforce (or similar CRM), Microsoft Office, AI tools, and sales technology.
  • Excellent communication, organization, and presentation skills, with the ability to manage priorities and deliver results in a remote, fast-paced environment.
  • Ability to work at a computer and participate in virtual meetings for extended periods.
  • Reside in Canada and able to travel for client visits approximately 2-4 times annually.


Our Commitment to Fair Hiring

  • At Gillis, we may use technology, including AI, to support aspects of our recruitment process; however, all interviews and hiring decisions are conducted by people.
  • Gillis is committed to fostering an inclusive and accessible workplace. Accommodations are available through the recruitment process upon request.

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