Account Executive, SMB | Canada

At Ramp, we’re rethinking how modern finance teams function in the age of AI. We believe AI isn’t just the next big wave. It’s the new foundation for how business gets done. We’re investing in that future — and in the people bold enough to build it.

Ramp is a financial operations platform designed to save companies time and money. Our all-in-one solution combines payments, corporate cards, vendor management, procurement, travel booking, and automated bookkeeping with built-in intelligence to maximize the impact of every dollar and hour spent. More than 50,000 businesses, from family-owned farms to e-commerce giants to space startups, have saved $10B and 27.5M hours with Ramp. Founded in 2019, Ramp powers the fastest-growing corporate card and bill payment platform in America, and enables over $100 billion in purchases each year.

Ramp’s investors include Lightspeed Venture Partners, Thrive Capital, Sands Capital, General Catalyst, Founders Fund, Khosla Ventures, Sequoia Capital, Greylock, Redpoint, and ICONIQ, 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 more than 3 years, as well as the Forbes Cloud 100, CNBC Disruptor 50, and TIME Magazine’s 100 Most Influential Companies.

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.

• 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.

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

  • Partially covered for your dependents

  • One Medical annual membership

• 401k (including employer match on contributions made while employed by Ramp)

• Flexible PTO

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

• Parental Leave

• Unlimited AI token usage

• Pet insurance

• Centralized home-office equipment ordering for all employees

• Health and Wellness stipend

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

• Budget for intra-office travel

• Relocation support to NYC or SF (as needed)

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

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

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