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Calendly Jobs in Ontario (NOW HIRING)

Impact Clients

Client Success Coach (CSM)

Toronto, ON · Remote

CA$10K - CA$15K/mo

Should be proficient or at least knowledgeable about our tech stack (Loom, ActiveCampaign, Slack, Zapier, Calendly, GSuite, CRM, etc.) - you should be familiar with the above tools, or have a ...

Sterling Law Professional Corporation

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Law Clerk

Etobicoke, ON · On-site

CA$50K - CA$70K/yr

DivorceMate, Cosmolex, Teams, Calendly, Vaultie, Adobe, Case Center. You will assist by providing administrative and substantive support including: - Project management tasks as assigned - Review ...

Sterling Law Professional Corporation

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Law Clerk

Mississauga, ON · On-site

CA$50K - CA$75K/yr

DivorceMate, Cosmolex, Teams, Calendly, Vaultie, Adobe, Case Center. You will assist by providing administrative and substantive support including: - Project management tasks as assigned - Review ...

Sterling Law Professional Corporation

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Law Clerk

Milton, ON · On-site

CA$50K - CA$70K/yr

DivorceMate, Cosmolex, Teams, Calendly, Vaultie, Adobe, Case Center. You will assist by providing administrative and substantive support including: - Project management tasks as assigned - Review ...

All JobsCalendly JobsCalendly Jobs in Ontario

Calendly information

See Ontario salary details

$8

$26

$61

How much do calendly jobs pay per hour?

As of Aug 24, 2026, the average hourly pay for calendly in Ontario is $26.34, according to ZipRecruiter salary data. Most workers in this role earn between $15.14 and $30.77 per hour, depending on experience, location, and employer.

What is Calendly?

Calendly is a scheduling automation platform that helps individuals and businesses streamline the process of booking meetings and appointments. It allows users to share their availability with others, enabling invitees to select a suitable time without back-and-forth emails. Calendly integrates with various calendar services, such as Google Calendar and Outlook, and can be customized to include buffer times, meeting durations, and automated reminders. The tool is widely used by sales professionals, recruiters, entrepreneurs, and teams to save time and improve scheduling efficiency.

What is a Calendly job?

A Calendly job refers to a role at Calendly, a company that provides scheduling automation software. Employees at Calendly work in various departments, including engineering, sales, marketing, and customer success, to improve and support the platform. Roles typically involve enhancing scheduling functionality, integrating with other tools, and ensuring a smooth user experience. Calendly offers remote-friendly positions with a focus on innovation and collaboration.

What are the key skills and qualifications needed to thrive as a Calendly Product Manager, and why are they important?

To thrive as a Product Manager at Calendly, you need a strong background in product lifecycle management, market research, and technical understanding, often supported by a relevant degree or experience in software or SaaS environments. Familiarity with product management tools like Jira, analytics platforms, and user feedback systems is typically required. Exceptional communication, stakeholder management, and problem-solving abilities help you bridge gaps between engineering, design, and business teams. These skills ensure successful product launches, alignment with user needs, and continued business growth in a competitive scheduling software market.

What are some common challenges faced by Customer Success Managers at Calendly, and how can they effectively overcome them?

Customer Success Managers at Calendly often encounter challenges such as adapting to rapidly changing product features, managing a high volume of client inquiries, and ensuring clients realize the full value of the platform. To overcome these, it's important to stay up-to-date with product updates through internal trainings, prioritize tasks efficiently, and maintain proactive communication with both clients and internal teams. Building strong relationships with customers and collaborating closely with product and support teams can also help address client needs effectively and contribute to client retention.

What is the difference between Calendly vs Customer Service Representative?

FeatureCalendlyCustomer Service Representative
Primary RoleScheduling and appointment managementAssisting customers, resolving issues
Required SkillsScheduling software proficiency, organizationCommunication, problem-solving
Work EnvironmentRemote or office-based, tech-focusedOffice or remote, customer-facing
Industry UsageUsed across various industries for schedulingCustomer service in retail, tech, healthcare

Calendly is a scheduling tool used to streamline appointment booking, while Customer Service Representatives handle direct customer interactions. Both roles are essential in different contexts; Calendly improves efficiency, whereas Customer Service Representatives focus on customer satisfaction.

Does Calendly offer remote positions?

Calendly offers remote positions across various roles, allowing employees to work from home or other locations. Many of their jobs, especially in customer support, sales, and software development, are fully remote and may require familiarity with collaboration tools like Slack or Zoom.

Is Calendly a good place to work?

Calendly offers roles in software development, customer support, and sales, often emphasizing a collaborative environment and remote work options. Employee reviews highlight opportunities for growth and a focus on work-life balance, though experiences can vary by position and team. As with any company, individual experiences depend on the specific role and department.

Is Calendly fully remote?

Calendly offers many roles that are fully remote, allowing employees to work from anywhere. However, some positions may require specific in-office presence or hybrid arrangements depending on the role and team needs.

What job categories do people searching Calendly jobs in Ontario look for?

The top searched job categories for Calendly jobs in Ontario are:

Calendly jobs near you
Infographic showing various Calendly job openings in Ontario as of August 2026, with employment types broken down into 1% As Needed, 80% Full Time, 16% Part Time, 1% Temporary, and 2% Contract. Highlights an 77% Physical, 5% Hybrid, and 18% Remote job distribution, with an average salary of $54,791 per year, or $26.3 per hour.

Client Success Coach (CSM)

Impact Clients

Toronto, ON • Remote

CA$10K - CA$15K/mo

Full-time

Re-posted 21 days ago

Job description

We're looking for a full-time Client Success Coach to join our fast-growing team at Richard Yu's online education company. Our mission is simple: help everyday people launch impactful online digital arbitrage businesses that transform lives-starting with their own.
If you're someone who loves mentorship, thrives in a high-performance environment, and wants to make a real difference in people's lives, keep reading.
About Us:
Richard Yu is an online business coach with:

  • 100K+ subscribers on YouTube  youtube.com/richardyu1
  • A growing personal brand on Instagram  instagram.com/richardyuzee

Our company is fast-paced, and rooted in service. We're building a world-class education platform to help people turn their knowledge into income through coaching and consulting.
About The Role:
This is a remote, full-time position. You must be available during 8AM-5PM EST, Monday to Friday. On average, you'll work up to 9 hours per day, and some days will require a little more effort of 10 hours.
You must currently live in North America, Europe, or South Africa, and speak fluent, accent-neutral English. Clear communication is non-negotiable, we're in the coaching business.

Requirements

Here are the requirements:

  • You must be able to commit full time hours (Our office hours are 9 AM - 6 PM EST, though if you are different time zones we're super open minded) 
  • You will be conducting new onboarding calls daily to welcome in new students.
  • You will be conducting check in coaching calls daily, to hold accountable, motivate, and inspire students inside the program (must be comfortable jumping on 1:1 Zoom calls or recording Loom videos as needed.
  • You will be messaging clients on a daily basis, in order to hold them accountable to their plan of execution towards their goals and moderating the community.
  • Weekly group coaching calls answering client questions
  • Must have strong communication/interpersonal skills so we can put you in front of our clients and you can confidently answer their questions and guide their decisions
  • Help innovate our products by creating and producing new video trainings/worksheets to deliver a world-class experience.
  • Taking renewal / upgrade calls with clients and enrolling them into our backend coaching programs.
  • Should be proficient or at least knowledgeable about our tech stack (Loom, ActiveCampaign, Slack, Zapier, Calendly, GSuite, CRM, etc.) - you should be familiar with the above tools, or have a willingness to learn these VERY quickly if hired.
  • Your role will constantly be changing. A big part of this job is to stay on your toes, always ready for action and change.
  • You will be responsible for daily reporting on multiple communication channels (Slack, text message, spreadsheets, etc.,) and so a high attention to detail and compliance with standard operating procedures is essential.
  • You must have a high attention to detail and understand systems/processes so you are able to innovate new, more efficient SOPs (processes) to ensure our Fulfillment Team hits their KPIs

WHO THIS IS FOR:

  • A coach or mentor at heart-you love helping people
  • Clear, professional communicator (spoken and written English)
  • Experienced with organic marketing on Instagram/Facebook/TikTok (creating reels, organic posts, to generate organic leads)
  • Sales background
  • Able to handle fast-paced environments, multiple clients, and changing priorities
  • Willing to grow with us long-term (3+ years)-this isn't a side hustle
  • Open to feedback and constructive coaching (we'll train you, but we expect growth)
  • Comfortable with tools like Loom, Calendly, Slack, GSuite, CRMs, etc-or willing to learn fast

WHO THIS IS NOT FOR:

  • You have another full-time job or multiple freelance clients
  • You struggle with structure, deadlines, or fast execution
  • You dislike being challenged to improve daily

Benefits

Expected Earnings (Rev share on book of business): $10,000-$15,000+ USD/month (depending on experience)

Commission opportunities: % on referrals, upgrades, renewals, and pending payment collections.

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