The problems are high-stakes, data-dense, and unforgiving.

About the Role

As an Account Executive focused on high-velocity sales in Canada, you will drive Ramp’s growth by closing a large volume of small, repeatable deals with speed and consistency. This role is designed for sellers who thrive in fast sales cycles, high activity, and a process-drive environment. You’ll primarily sell to small businesses and early-stage companies, running a transactional sales motion that emphasizes quick qualification, clear ROI, and rapid decision-making. You’ll work closely with SDRs, efficiently move deals forward, and help Ramp scale its presence across Canada.

What You’ll Do

• Close a high volume of deals by managing opportunities from first contact to signature in short, efficient sales cycles.

• Quickly qualify prospects based on firmographics, use case, and urgency, advancing strong-fit deals and disqualifying others early.

• Run concise, repeatable demos and sales conversations focused on immediate value, ease of adoption, and clear next steps.

• Manage a large pipeline of simultaneous opportunities, maintaining responsiveness and momentum across all accounts.

• Hit weekly and monthly activity, pipeline, and revenue targets in a metrics-driven sales environment.

• Maintain clean CRM hygiene, accurate forecasting, and disciplined follow-up in Salesforce.

• Provide ongoing feedback on SMB objections, competitive trends, and process improvements to help optimize Ramp’s velocity sales motion.

What You Need

• 1-2 years of quota-carrying SaaS sales experience in an SMB, transactional, or high-velocity closing role.

• Proven ability to consistently close a high number of small deals per month (20–30+ deals/month)

• Experience selling to founders, owners, and operators at small businesses with straightforward, value-focused messaging.

• Ability to stay highly organized while managing dozens of active deals at once.

• Comfort working off clear metrics and operating in a fast-paced, high-growth environment.

• Strong written and verbal communication skills.

• This is an in-office role in Toronto, 5 days per week. This is not a remote role.

Nice to Haves

• Experience selling into very small businesses or early-stage startups.

• Fintech, payments, or financial operations sales experience.

• Familiarity with Canadian SMBs and local business requirements.

• Flexible PTO

• Centralized home-office equipment ordering

• Health and wellness stipend

• Budget for intra-office travel

• Weekly coffee stipend

United States

• 100% medical, dental & vision insurance coverage for you, with partial coverage for dependents

• One Medical annual membership

• Fertility HRA (up to $10,000 per year)

• Pet insurance

• In-office perks: lunch, snacks, drinks, and more

Canada

• Group medical, dental, and vision coverage through Sun Life

• Life, AD&D, and disability coverage

• Fertility drug coverage (up to $4,000 lifetime)

United Kingdom

• Private medical insurance through Freedom Elite

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