- Location
- Toronto, ON
- Workplace
- Remote
- Employment
- Full time
- Level
- Mid level
- Posted
- 5 weeks ago
About this 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 email addresses and will never ask for payment or sensitive personal information during the hiring process.
As published by Ramp. Applications are handled on their site.
Skills this posting mentions
About Ramp
Ramp is an all-in-one financial operations platform designed to save businesses time and money. Combining corporate cards, expense management, bill payments, accounting automation, procurement, travel, treasury, and more, Ramp empowers finance teams to do their best work. More than 70,000 companies, from family-owned farms to space startups, have saved $10B and 27.5M hours with Ramp since its founding in 2019. Investors include Founders Fund, Thrive Capital, Khosla Ventures, Sequoia, Greylock, Stripe, Goldman Sachs, Coatue, and Redpoint, as well as over 100 angel investors who were founders or executives of leading companies. The Ramp team comprises talented leaders from leading financial services and fintech companies - Stripe, Affirm, Goldman Sachs, American Express, Mastercard, Visa, Capital One - as well as technology companies such as Meta, Uber, Netflix, Twitter, Dropbox, and Instacart. Ramp has been named to Fast Company's Most Innovative Companies list and LinkedIn's Top U.S. Startups for over 3 years, as well as the Forbes Cloud 100, CNBC Disruptor 50, and TIME Magazine's 100 Most Influential Companies. Visit our website for a full list of US state licenses & disclosures: https://ramp.com/legal/state-disclosures
All 146 openings at RampOne click, then it is written
Apply to Ramp with a resume written for this role.
Queue Commercial Account Executive, Canada and I read the posting, rewrite your resume against it, draft the cover letter, and score the fit. Then you press send, or press one button and I fill in Ramp’s form for you.
01Drop your resume
A PDF or a LinkedIn URL. About a minute, once.
02I rank the openings
Every weekday morning, the live catalog scored against your history. Up to 20 worth your time, not two hundred links.
03Each one is written up
Resume rewritten for the posting, a cover letter, a fit score. Press send, or let me fill in the form.
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- No card
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Paste your career in once. Every application after that is written for you.
Drop a resume or a LinkedIn URL. I rank the live openings against it, rewrite the resume and write a cover letter for the best of them, and fill in the employer's form when you press the button. You read, you decide what goes out.
01Drop your resume
A PDF or a LinkedIn URL. About a minute, once.
02I rank the openings
Every weekday morning, the live catalog scored against your history. Up to 20 worth your time, not two hundred links.
03Each one is written up
Resume rewritten for the posting, a cover letter, a fit score. Press send, or let me fill in the form.
- New matches ranked and written before you are up.
- Every bullet stays inside what your history supports. Nothing invented.
- Queued, submitted, interviewing, offer: one screen, not a spreadsheet.
500 free credits on sign-up. No card. Nothing is sent until you say so.
Listed from the job board Ramp publishes. Refolk is not the employer and does not handle their hiring. Applications go to Ramp directly.