Account Executive, SMB

Venn Software Inc.; Toronto; On-site; CAD 60,000 - 90,000; Full time

Benefits offered by this job

Healthy equity ownership

Medical, dental, and vision insurance

Shape the future of business banking

Job summary

Venn Software Inc. is hiring for an SMB Sales role to own the full sales cycle across Canada, targeting high-velocity, repeatable deals. You will qualify prospects quickly, run discovery calls and demos, and manage a busy pipeline with BDR collaboration to maintain momentum.

Ideal candidates bring 1–2 years of quota-carrying SaaS/fintech/B2B sales experience, a proven ability to close many small deals, and strong CRM discipline with HubSpot.

Qualifications

• 1–2 years of quota-carrying SaaS/fintech/B2B sales experience.
• Close a high volume of smaller deals (25+ per month).
• Experience selling to founders and small business decision-makers.
• Strong qualification skills and ability to identify strong-fit opportunities.
• Experience handling dozens of active deals simultaneously.
• Metrics-driven with weekly/monthly activity, pipeline, and revenue goals.
• Excellent written and verbal communication; able to explain value simply.
• Proficient with HubSpot CRM and pipeline forecasting.

Responsibilities

• Own the full sales cycle for SMB opportunities across Canada.
• Qualify prospects quickly based on profile, needs, urgency, decision process.
• Conduct discovery calls and product demos showing value to Canadian businesses.
• Manage a large pipeline with strong follow-up and momentum.
• Close a high number of smaller, repeatable deals monthly.
• Collaborate with BDRs for smooth handoffs and conversions.
• Meet or exceed weekly and monthly activity, pipeline, and revenue targets.
• Provide feedback on objections, competitor insights, market trends, and process improvements.

Skills

SaaS sales

Fintech experience

B2B sales

High-velocity closing

Strong qualification skills

CRM discipline

Tools

HubSpot

Job description

About Venn

Venn is the fastest-growing B2B fintech in Canada. We’re on a mission to transform business banking for Canadian entrepreneurs and are looking to hire A-players who want to disrupt traditional banking.

As the only digital banking platform in Canada offering a truly modern solution for business banking, we’ve seen rapid growth, scaling to support more than 10,000 Canadian businesses in under two years.

Business owners are tired of the big banks’ monopoly and the legacy systems that have been their only option for more than 100 years. Venn gives Canadian entrepreneurs modern financial tools built for how businesses operate today.

We’ve raised over $26.5M from Tier 1 investors including Gradient, Left Lane Capital, Intact, and XYZ Venture Capital. Interested in redefining the future of banking in Canada? Look no further.

What You'll Be Doing

• Own the full sales cycle for a high volume of SMB opportunities across Canada, from first qualified conversation to signed customer.

• Quickly qualify prospects based on company profile, needs, urgency, decision-making process, and fit.

• Run clear, focused discovery calls and product demos that show how Venn can help Canadian businesses move faster, simplify banking, and replace outdated financial tools.

• Manage a large pipeline of active opportunities while maintaining strong follow-up, clear next steps, and consistent deal momentum.

• Close a high number of smaller, repeatable deals each month through short, efficient sales cycles.

• Work closely with BDRs to ensure smooth handoffs, fast follow-up, and strong conversion from qualified meetings.

• Meet or exceed weekly and monthly targets for activity, pipeline, closed-won deals, and revenue.

• Share feedback on customer objections, competitor insights, market trends, and process improvements to help strengthen Venn’s SMB sales motion.

What we’re looking for:

• 1–2 years of quota-carrying SaaS, fintech, or B2B sales experience, ideally in an SMB, transactional, or high-velocity closing role.

• A proven ability to close a high volume of smaller deals consistently, ideally 25+ deals per month.

• Experience selling to founders, owners, operators, or decision-makers at small businesses.

• Strong qualification skills and the ability to quickly identify strong-fit opportunities while disqualifying low-fit prospects early.

• Comfort managing dozens of active deals at once while staying organized, responsive, and detail-oriented.

• Experience working in a metrics-driven sales environment with weekly and monthly activity, pipeline, and revenue goals.

• Strong written and verbal communication skills, with the ability to explain value simply and confidently.

• CRM discipline and comfort managing pipeline, forecasting, and follow-up in HubSpot.

• High urgency, resilience, and a bias toward action in a fast-paced startup environment.

Bonus Points

• Experience in B2B fintech, banking, payments, spend management, or financial services.

• Experience working at an early-stage or high-growth startup.

Perks & Benefits

• Healthy equity ownership, aligning your success with the company’s growth

• Comprehensive coverage of medical, dental, and vision insurance

• Opportunity to shape the future of business banking in Canada and beyond