About RampRamp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $200B in annualized spend flows in and out of 70,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books.

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

We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At the company, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome.

The median the company customer saves 5% and grows revenue 16% in their first year – far in excess of businesses operating without the company. We believe every ambitious company deserves the same.

If you want to build systems that directly shape how companies move and manage billions, the company is the place to do it.

About the Role As an Account Executive focused on high-velocity sales in Canada, you will drive the company’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 the company 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 the company’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 workplace.

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.

Benefits available to all full-time the company employees (Global)

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

401(k), including employer match on contributions made while employed by the company

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

Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay

Pet insurance

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

Relocation expense coverage to NYC or SF (if needed)

Canada

Group medical, dental, and vision coverage through Sun Life

Life, AD&D;, and disability coverage

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

Group Retirement Plan with employer match (RRSP + DPSP)
United Kingdom

Private medical insurance through Freedom Elite

Virtual GP and at-home care via eMed x Livi

Workplace pension through Penfold, with salary sacrifice option

Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay with additional time available at reduced pay

Other noticesPursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.

the company Applicant Privacy Notice

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📌 Commercial Account Executive, Canada (Ontario)
🏢 United States Digital Space
📍 Ontario