ITSM Sales Development Representative





As a Sales Development Representative on Online’s Enterprise Sales team, you will work closely with our Sales and Marketing teams to promote Freshworks solutions by identifying and growing a pipeline and qualifying opportunities for our ITSM Practice. You will play an integral role in executing a variety of campaigns that mature leads and convert them into sales opportunities.
Your growth mindset, strong business acumen, people skills, and ability to translate complex topics into tailored, easy-to-understand messaging will help to set you up for success. You are a natural leader who is collaborative, sales-minded, and detailed-oriented. 
What you'll do
  • Identify prospect's needs and suggest appropriate products/services.
  • Present the company and value proposition to potential prospects.
  • Grow Freshworks lead funnel and nurture them to qualified meetings for our Sales team.
  • Work with the Marketing and Sales teams to develop and execute campaigns that identify new prospects and advance existing opportunities for our Sales team. This includes multiple sales prospecting techniques: cold calling, cold emailing, and social outreach.
  • Complete prospecting activities to source new leads through direct outreach.
  • Using a variety of tools, conduct industry, account, and buyer research to identify target lists for prospecting, campaigns, and sales support.
  • Respond to all inbound inquiries and collaborate with Sellers to qualify leads and opportunities.
  • Provide support for Online's virtual/in-person events program including: sourcing speaking opportunities, helping drive attendance, and attending conferences to uncover new opportunities.
  • Create, update, and maintain company and opportunity information in Salesforce.


What we'd like
  • Proven work experience as a Sales Development Representative, Sales Account Executive, or similar role
  • Hands-on experience with multiple sales prospecting techniques such as cold calling, cold emailing, and social outreach
  • Track record of achieving sales quotas
  • Excellent communication and negotiation skills
  • Passionate about driving revenue
  • Ability to develop rapport, influence others, and maintain strong working relationships
  • Experience with Salesforce is an asset


What's in it for you?
We have an amazing culture, a supportive environment and team members who are both smart and fun to be around. We know everyone says that; but, if you join us, you'll be saying it too. We offer a competitive compensation and benefits package:

    Professional development budget and time.

    Connection opportunities for learning and socializing.

    Career mentor to help you grow in your career.

    RRSP/401K matches for your future.

    Wellness program to help keep you healthy.

About Online
We are "Onliners" - not employees.
We do amazing things for our Clients. And they keep inviting us back!
We are lifelong learners who continuously challenge ourselves.
We support, respect, and value one another.
We are collaborators. This is not a one-person show.
We believe in balance. We work hard, but we value - and take - our personal time.
We love to have fun, and a sense of humour is appreciated around here.
We deliver Results. Guaranteed.


Location: Remote Canada



Business Team: Service Management



Online Business Systems serves an international market with team members spanning Canada, US, and EMEA. Click here to see all locations.
Hear from Onliners on why they believe YOU want to work here!






ITSM Sales Development Representative


Location: Remote Canada



Business Team: Service Management



As a Sales Development Representative on Online’s Enterprise Sales team, you will work closely with our Sales and Marketing teams to promote Freshworks solutions by identifying and growing a pipeline and qualifying opportunities for our ITSM Practice. You will play an integral role in executing a variety of campaigns that mature leads and convert them into sales opportunities.
Your growth mindset, strong business acumen, people skills, and ability to translate complex topics into tailored, easy-to-understand messaging will help to set you up for success. You are a natural leader who is collaborative, sales-minded, and detailed-oriented. 
What you'll do
  • Identify prospect's needs and suggest appropriate products/services.
  • Present the company and value proposition to potential prospects.
  • Grow Freshworks lead funnel and nurture them to qualified meetings for our Sales team.
  • Work with the Marketing and Sales teams to develop and execute campaigns that identify new prospects and advance existing opportunities for our Sales team. This includes multiple sales prospecting techniques: cold calling, cold emailing, and social outreach.
  • Complete prospecting activities to source new leads through direct outreach.
  • Using a variety of tools, conduct industry, account, and buyer research to identify target lists for prospecting, campaigns, and sales support.
  • Respond to all inbound inquiries and collaborate with Sellers to qualify leads and opportunities.
  • Provide support for Online's virtual/in-person events program including: sourcing speaking opportunities, helping drive attendance, and attending conferences to uncover new opportunities.
  • Create, update, and maintain company and opportunity information in Salesforce.

What we'd like
  • Proven work experience as a Sales Development Representative, Sales Account Executive, or similar role
  • Hands-on experience with multiple sales prospecting techniques such as cold calling, cold emailing, and social outreach
  • Track record of achieving sales quotas
  • Excellent communication and negotiation skills
  • Passionate about driving revenue
  • Ability to develop rapport, influence others, and maintain strong working relationships
  • Experience with Salesforce is an asset

What's in it for you?
We have an amazing culture, a supportive environment and team members who are both smart and fun to be around. We know everyone says that; but, if you join us, you'll be saying it too. We offer a competitive compensation and benefits package:
Professional development budget and days.

Connection opportunities for learning and socializing.

Career mentor to help you grow in your career.

RRSP/401K matches for your future.

Wellness program to help keep everyone healthy.

About Online
We are "Onliners" - not employees.
We do amazing things for our Clients. And they keep inviting us back!
We are lifelong learners who continuously challenge ourselves.
We support, respect, and value one another.
We are collaborators. This is not a one-person show.
We believe in balance. We work hard, but we value - and take - our personal time.
We love to have fun, and a sense of humour is appreciated around here.
We deliver Results. Guaranteed.



Online Business Systems serves an international market with teams members spanning across Canada, US and EMEA. Click here to see all locations.
Hear from Onliners on why they believe YOU want to work here!


Our story began in 1986 in Winnipeg, Canada, where our CEO grew a small team of University friends into an award-winning Digital Transformation and Cybersecurity consultancy with over 400 team members across North America and EMEA. We have the stability of a larger company but the heart of a small company, even as we continue to grow. We have been on the “Best Workplaces in Canada” list for the past 16 years and you’ll understand why when you read what our team members say on Glassdoor: (https://www.glassdoor.ca/Overview/Working-at-Online-Business-Systems-EI_IE373050.11,34.html)

Online firmly believes in respect, equity, and equality and in providing EVERYONE equal opportunity to apply and succeed in their role. We are committed to creating and maintaining an inclusive and accessible environment for everyone. Studies show that women and people of color are less likely to apply for a role if they don’t meet 100% of the qualifications listed in the job description. If that describes you, don’t underestimate yourself – apply anyway!

You just might be the right person for this, or another role.