Sales Development Representative - SaaS

Toronto, ON

Experience Required
Employment Type
Work Schedule

Job Description



Gatekeeper is a SaaS-based, next-generation solution that transforms how organisations manage their suppliers and contracts. We help our customers to reduce risk, improve compliance and maximise value.

Due to strong global growth, we're opening the doors for new Sales Development Reps to join the team.

This is a rare chance to join a true technology startup, working with a close-knit team to create new business processes, uncover new opportunities and position yourself for success and rapid career progression.

A sales career at Gatekeeper might not be for everyone. We hire a small percentage of the people who walk through our door. If that doesn’t put you off - you might just have what it takes to join us in the exciting times ahead.

Note: This is a fully remote position, so your physical location can be anywhere in Canada.

The Sales Development Representative role will prepare you for a highly rewarding software sales career. This position will give you the experience required in developing and building your sales skills while building your product knowledge and contributing to the company’s growth.

Candidates not comfortable with prospecting both warm and cold leads, need not apply


  • Are you a sales focused problem solver, with an incredible ability to listen, understand, build rapport and generate new opportunities?
  • Do you want to work in a fast-moving & fast-growing start-up and have uncapped earning potential?
  • Do you have what it takes to deliver value over and above expectations on a consistent basis?

DO NOT apply for this job if:

  • You are not fanatically focused on data-driven sales strategy to consistently exceed quota for uncapped personal gain
  • You ever consider mediocrity acceptable
  • You need to be told what to do
  • You want to be the smartest person in the (virtual) room
  • Don’t like working with the best and learning something new every day
  • You have an ego bigger than your sense of humour

If this role feels like a fit, read our Vision & Values. Only If they excite and inspire you to join our team and culture then, please, read on.


  • Execute inbound and outbound campaigns to thousands of companies in North America and Europe.
  • Adopt an existing (working) process and bring your ideas to the table to strategize and iterate
  • Be at the forefront of a digital-first outbound strategy and social selling using a data-driven targeting, account-based approach based on analysis of our customer base and understanding of our ICPs.
  • Support the qualification inbound leads (MQLs) using all manner of communication channels
  • Connect and conduct exploratory conversations with potential customers across different channels (email, social, phone).
  • Become a subject matter expert, publishing your first article within 90 days
  • Work closely and collaboratively with a team of Account Executives

This is a Lead Generation and Development Role with growth potential within the organisation.

Job Requirements

A track record of high achievement
Coachable and willing to adopt a sales methodology and process
Previous successful software sales experience OR a strong desire to begin a SaaS sales career
An interest in start-ups
The desire to meet and exceed measurable performance goals
Excellent written and verbal communication skill
Naturally curious and passionate
The technical aptitude to master our product and sales process
A developed competitive nature and consistent personal energy to be driven
The ability to deal with and thrive on objections and rejection on a daily basis

Opportunity: to shape the go-to-market strategy of a fast-growing start-up
Work remotely: Live & work wherever you like - no more commutes
Flexible hours: Design your working time to meet your lifestyle
Technology: Get hooked up with a laptop, monitor and headphones to do your best work
Gatekeeper Retreats: Join us on annual (or more frequent) Global GK Gatherings
Learning & development budget: to support our lifetime learners we offer financial support for courses, books and events
Health: stay fit and healthy - reimbursement for a gym membership or any other well-being activity
Uncapped earning potential with access to our metric driven sales methodology
Team: work alongside a team of really smart and highly driven individuals that value the quality of work they deliver as much as their happiness and work/life balance.