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Entry Level Remote Systems Administrator Jobs in Toronto, ON

AO Globe Life

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Entry Level Benefits Sales Representative (100% Remote)

Brampton, ON · Remote

CA$60K - CA$80K/yr

Entry Level Benefits Sales Representative (100% Remote) AO Globe Life | 100% Remote | Full-Time | ... Use online platforms and company systems to manage daily activities * Build stronger communication ...

Globe Life Insurance

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Entry Level Customer Sales Representative (100% Remote)

Toronto, ON · Remote

CA$60K - CA$80K/yr

Entry Level Customer Sales Representative (100% Remote) 100% Remote | United States & Canada ... Learns new systems and information quickly * Is open to coaching and willing to improve * Can stay ...

Sun Life Financial

HR Systems Analyst

King, ON · On-site +1

As part of a team, administer andmaintainthe system(s), primarily Workday, to include security ... Hybrid #LI-Remote * Competitive salary and bonus structure influenced by market range data

Sun Life Financial

HR Systems Analyst

King, ON · On-site +1

As part of a team, administer andmaintainthe system(s), primarily Workday, to include security ... Hybrid #LI-Remote * Competitive salary and bonus structure influenced by market range data

Sun Life Financial

HR Systems Analyst

Toronto, ON · On-site +1

As part of a team, administer andmaintainthe system(s), primarily Workday, to include security ... Hybrid #LI-Remote * Competitive salary and bonus structure influenced by market range data

Sun Life Financial

HR Systems Analyst

Toronto, ON · On-site +1

As part of a team, administer andmaintainthe system(s), primarily Workday, to include security ... Hybrid #LI-Remote * Competitive salary and bonus structure influenced by market range data

Ratehub

Junior IT & Operations Support

Toronto, ON · Remote

The Role This is an entry-level to junior role on our IT and Operations team. You will be the day ... You will get exposure to SaaS administration, VoIP phone systems, mortgage and insurance brokerage ...

MetroDrive.ca

Driving Instructor (Remote)

Toronto, ON · Remote

CA$35 - CA$40/hr

We remove the admin burden so you can focus on teaching no marketing, no chasing payments, no ... Modern backend systems for scheduling, tracking, and notes * Ongoing support from a dedicated ...

Third Octet

IT Support Analyst

Mississauga, ON · On-site +1

This role can be remote but needs to be able to visit local businesses in the GTA. What you'll do ... Systems, Active Directory, and Messaging including basic management and administration; entry-level ...

Financeit

Administrative Clerk, Recovery Team

Toronto, ON · On-site +1

CA$20 - CA$25/hr

... remote or hybrid, with the first month hybrid for onboarding and training. What you'll do ... System Maintenance: Regularly update and maintain our internal recovery databases, ensuring all ...

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All JobsSystems Administrator JobsEntry Level Remote Systems Administrator JobsEntry Level Remote Systems Administrator Jobs in Toronto, ON

Entry Level Remote Systems Administrator information

What is the difference between Entry Level Remote Systems Administrator vs Network Support Technician?

AspectEntry Level Remote Systems AdministratorNetwork Support Technician
CertificationsCompTIA A+, Network+; basic Linux/Windows knowledgeCompTIA A+, Network+; Cisco CCNA (preferred)
Work EnvironmentRemote, IT departments, data centersOn-site or remote, network labs, client sites
Job FocusManaging servers, user accounts, system securityTroubleshooting network issues, hardware, connectivity
Industry UsageIT companies, tech firms, large organizationsTelecommunications, IT support, MSPs

Both roles require foundational IT certifications and involve supporting network and system infrastructure. An Entry Level Remote Systems Administrator typically manages servers and system security remotely, while a Network Support Technician focuses on troubleshooting network problems and hardware, often on-site. The roles overlap in skills but differ in daily tasks and work environment.

Entry Level Remote Systems Administrator jobs near you
Infographic showing various Entry Level Remote Systems Administrator job openings in Toronto, ON as of August 2026, with employment types broken down into 86% Full Time, 9% Part Time, 4% Contract, and 1% Nights. Highlights an 85% Physical, 4% Hybrid, and 11% Remote job distribution.

Entry Level Benefits Sales Representative (100% Remote)

AO Globe Life

Brampton, ON • Remote

CA$60K - CA$80K/yr

Full-time

Medical, Dental, Vision, Life

Posted 10 days ago

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Job description

Entry Level Benefits Sales Representative (100% Remote)

AO Globe Life | 100% Remote | Full-Time | Entry-Level | Training Provided

A Remote Sales Opportunity Built Around Real Client Conversations

Not every sales position starts with cold calls, door-to-door visits, or finding strangers to contact.

This role is focused on working with individuals who have already requested information and are scheduled to speak with a representative. The goal is simple: understand what the client is looking for, provide clear information about available benefits, and help them complete the next steps.

As an Entry Level Benefits Sales Representative, the candidate will receive training on the products, sales process, virtual tools, and systems used to support clients.

Previous insurance experience is not required.

What the Role Involves

  • Speak with clients through scheduled phone and virtual appointments
  • Review the information and benefit options available to each client
  • Ask questions to understand individual needs and priorities
  • Provide clear explanations of insurance and supplemental benefit options
  • Help clients complete applications and enrollment steps
  • Keep client records and follow-up information organized
  • Follow up with clients when additional information is needed
  • Participate in virtual team meetings and coaching sessions
  • Use online platforms and company systems to manage daily activities
  • Build stronger communication, sales, and client-service skills through hands-on experience

What Makes This Different From Traditional Sales

The position is designed around scheduled client appointments rather than field prospecting.

There is no requirement to:

  • Go door to door
  • Travel to customers' homes
  • Maintain an in-person sales territory
  • Perform street or walk-in prospecting
  • Meet clients face-to-face as part of the regular role

The work can be performed remotely with the appropriate computer, internet connection, and virtual communication tools.

The Right Background Isn't One Specific Job Title

This opportunity may be a good fit for someone who has developed strong people skills through previous work in:

  • Customer service
  • Retail
  • Hospitality
  • Call centers
  • Sales
  • Administration
  • Education
  • Account support
  • Client relations

What matters most is the ability to communicate professionally, stay organized, follow through, and learn a structured process.

Candidates should be comfortable with:

  • Speaking with people by phone and video
  • Learning new software and online systems
  • Managing scheduled appointments independently
  • Listening carefully and responding appropriately
  • Receiving coaching and applying feedback
  • Working toward individual performance goals
  • Maintaining professionalism in a remote environment

Compensation & Benefits

  • Full-time remote opportunity
  • Commission-based compensation
  • Weekly pay
  • Uncapped earning potential
  • Health benefits
  • Training and structured onboarding
  • Ongoing coaching and development
  • Scheduled client appointments
  • Recognition and incentive opportunities
  • Opportunities to advance into leadership and management
  • No door-to-door sales
  • No required in-person client meetings

Training Is Provided

New representatives do not need to arrive with an insurance background.

Training introduces the products, client conversation process, technology, and day-to-day expectations of the position. Continued coaching is available as representatives gain experience.

About AO Globe Life

AO Globe Life is part of Globe Life and provides life insurance and supplemental health benefit solutions to individuals and families. Our remote representatives work directly with clients while receiving training, coaching, and support from their teams.

Ready for a New Direction?

If a remote sales position centered on scheduled client conversations, professional development, and performance-based earning sounds like the right next step, submit an application for consideration.

Apply today for the Entry Level Benefits Sales Representative position.