Account Executive, SMB | Canada

About the role

ABOUT RAMP

Ramp 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 Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome.

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

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

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.

Nice to Have

• 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 (FOR CANADA-BASED FULL-TIME EMPLOYEES)

• Life Insurance

• Accidental Death and Dismemberment

• Critical Illness

• Short- and Long-Term Disability

• Extended Health, Vision, and Dental coverage

• Emergency Travel Assistance

• Employee Assistance Program

• Virtual Health

• Drugs for the treatment of infertility, up to a lifetime maximum of $4,000 for each person.

BENEFITS AVAILABLE TO ALL FULL-TIME RAMP 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 Ramp

• 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 support to NYC or SF (as 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)

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

• Employee Assistance Program and virtual care through Lumino Health

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

REFERRAL INSTRUCTIONS

If you are being referred for the role, please contact that person to apply on your behalf.

OTHER NOTICES

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

Beware of recruiting scams: Ramp will only contact you through official @Ramp.com http://Ramp.com email addresses and will never ask for payment or sensitive personal information during the hiring process.

Ramp Applicant Privacy Notice https://ramp.com/legal/applicant-privacy-notice

Covesight rechecks every listing nightly. Last confirmed live: 2026-07-16.