Account Executive for SaaS Solution | REMOTE (Ontario/Alberta)

About Gatekeeper

Gatekeeper is the ONLY unified contract & third-party-risk management platform that protects compliance-centric organisations by delivering company-wide control to reduce risk and cost.

Powered by our AI engine, AI Services, we embed risk checks, accelerate contracting, and surface savings in one platform — helping lean teams stay compliant, efficient, and audit-ready.

Gatekeeper has consistently achieved significant, profitable growth YoY, with our customer base including Ford, The Telegraph, Autotrader, SumUp, Crocs and Funding Circle.

Due to our strong global growth and private equity partnership from Vista Equity Partners, we are looking for new Account Executives to join the team.

This is a rare chance to join a true technology innovator, working with a close-knit team to 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, open to candidates based in Ontario or Alberta only

About You

Are you a sales-focused problem solver, with an incredible ability to listen, understand, build rapport and close new customers?

Do you want to work in a fast-moving, fast-growing, fast-talking 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:

• AI does not excite you.
• You are not fanatically focused on a data-driven sales 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.

In this role you will:

• Sell our solution to Mid-Market and Enterprise customers.
• Nail your Quota.
• Maximise all inbound leads using a systems and Sales Playbook mindset.
• Research prospective customers, create outreach strategies, and identify sales opportunities.
• Prospect and build an outbound pipeline.
• Connect and conduct exploratory conversations with potential customers.
• Conduct needs qualification calls with specific prospects.
• Work with the product team to feedback customer driven feature requests.

Requirements

• A minimum of 3 years of SaaS sales experience, within a closing role, ideally in a startup, selling similar solutions, with an ACV of >$40K.
• A borderline unhealthy obsession with exceeding your quota by maximising leads and consistently increasing ACV over time (no money left on the table).
• A Sales Playbook mindset to ensure consistent, predictable improvement through open sharing and teamwork.
• A data-driven mindset: you eat, breathe and sleep core sales metrics.
• A focus on Buyer Personas and Verticals to uncover rich veins of new business.
• An encyclopedic knowledge of SaaS sales blogs and best-practice.
• The ability to manage multiple work streams without dropping the ball.
• A sense of humour and lust for life.

Benefits

• 100% remote working: no offices and no commute
• Generous paid vacation allowance
• Comprehensive benefits package including:
• Private Medical & Dental cover
• GRSP Matching
• Employee Assistance Program
• Learning & Development opportunities for lifelong learners
• Technology: we provide everything you need to do your best work
• Gatekeeper for Good: Match funding to support non-profit organisations in your local community
• Gatekeeper retreats
  

We live by our company vision and values. If these ring true and if you’re a customer-focused professional passionate about growing and retaining high-value accounts, we’d love to hear from you!

Gatekeeper offers a diverse and multicultural working environment, currently spanning 15 countries. We respect each other’s differences and welcome candidates from all backgrounds.

Apply now to join Gatekeeper in our exciting journey of growth and innovation. Please note, this role is likely to involve some national and international travel.