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Remote Entry Level Leadership Jobs in Toronto, ON

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Entry Level Benefits Sales Representative (100% Remote) AO Globe Life | 100% Remote | Full-Time | ... Opportunities to advance into leadership and management * No door-to-door sales * No required in ...

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Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Leads Are Provided The role includes access to prospective clients who have already requested ...

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1099 Job Position summary American Income Life is a leading insurance and supplemental benefits ... Remote work from home option * 100% Commission Pay ONLY * Provide full training * Residual Income

This role can be remote but needs to be able to visit local businesses in the GTA. What you'll do ... Open voice to shape the company's direction with leadership who serves your best interests. * Work.

About Ratehub Ratehub is Canada's leading personal finance comparison platform, helping millions of ... The Role This is an entry-level to junior role on our IT and Operations team. You will be the day ...

As a leader in design, manufacturing, hardware platform and supply chain solutions, Celestica ... This entry-level role requires attention to detail, a developing analytical mindset, and the ...

Remote Entry Level Leadership information

What is a remote entry level leadership position?

A Remote Entry Level Leadership position is a job designed for individuals who are new to management and are responsible for leading small teams or projects while working from a remote location. These roles typically provide training and mentorship to help employees develop essential leadership and communication skills. While the responsibilities may vary by industry, common tasks include coordinating team activities, monitoring progress, and supporting team members' growth. This type of position is ideal for those who want to start a career in management while enjoying the flexibility of remote work.

What are the key skills and qualifications needed to thrive as a remote entry level leader?

To thrive as a Remote Entry Level Leader, you need foundational leadership skills, basic project management knowledge, and at least a bachelor’s degree in a relevant field. Familiarity with collaboration tools like Slack, project management platforms such as Asana or Trello, and video conferencing software is often required. Strong communication, time management, and self-motivation are crucial soft skills for effectively guiding remote teams. These abilities are essential for maintaining productivity, fostering team engagement, and achieving organizational goals in a distributed work environment.

What types of support and training can remote entry level leadership roles expect when starting out?

Remote entry level leadership roles typically offer structured onboarding programs, mentorship opportunities, and regular check-ins with supervisors to help you acclimate to both the company culture and your new responsibilities. You can expect to participate in virtual training sessions focused on communication, team management, and project coordination. Collaboration tools like Slack, Zoom, or Microsoft Teams are commonly used for team interaction and support. Many organizations also provide access to leadership development resources and peer groups to help you build confidence and grow your skills remotely.

What is the difference between Remote Entry Level Leadership vs Remote Customer Service Supervisor?

AspectRemote Entry Level LeadershipRemote Customer Service Supervisor
Required CredentialsHigh school diploma or equivalent; leadership potentialHigh school diploma; customer service experience
Work EnvironmentVirtual team management, project coordinationOverseeing customer support teams remotely
Industry UsageVarious industries including retail, tech, healthcarePrimarily retail, telecom, and service sectors
Common Search IntentEntry-level leadership roles with remote optionsSupervisory roles in customer service teams remotely

Remote Entry Level Leadership and Remote Customer Service Supervisor roles both involve overseeing teams remotely, but the former emphasizes leadership development and project management, while the latter focuses on managing customer support operations. Both roles typically require strong communication skills and basic leadership qualities, making them popular choices for those starting in management positions in a remote setting.

What remote entry level leadership jobs can you do?

Remote entry-level leadership jobs include roles such as team coordinator, project assistant, or supervisor positions that involve overseeing small teams or projects. These roles typically require strong communication skills, basic management knowledge, and familiarity with collaboration tools like Slack or Trello. They often offer flexible schedules and serve as stepping stones to more advanced leadership positions.

What are the most commonly searched types of Remote Leadership jobs in Toronto, ON?

The most popular types of Remote Leadership jobs in Toronto, ON are:

What are popular job titles related to Remote Entry Level Leadership jobs in Toronto, ON?

For Remote Entry Level Leadership jobs in Toronto, ON, the most frequently searched job titles are:

Infographic showing various Remote Entry Level Leadership job openings in Toronto, ON as of July 2026, with employment types broken down into 73% Full Time, and 27% Part Time. Highlights an 100% 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

This job post has expired today. Applications are no longer accepted.


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.