Account Executive (Montreal, Canada)

Roof AI; Montreal (administrative region); On-site; CAD 80,000 - 110,000; Full time

Benefits offered by this job

Small team with high trust

Direct access to leadership

Clear path to senior roles

Job summary

A technology company based in Montreal is seeking an experienced Account Executive to own the full sales cycle. This role involves engaging mid-market and enterprise clients, leading sales conversations, and managing pipeline activities using Salesforce. The ideal candidate will have 3–6 years of B2B SaaS sales experience, possess strong communication skills, and demonstrate high accountability. Join a small, fast-growing team where you will have direct influence over sales strategies and pathways to senior roles.

Qualifications

• 3-6 years of experience in B2B SaaS sales.
• Experience selling to mid-market and enterprise clients.
• Ability to explain complex concepts simply.
• Clear communicator with the ability to explain complex things simply.
• High level of accountability with follow-through.

Responsibilities

• Run the sales cycle from first call to contract.
• Lead multi-stakeholder conversations to uncover needs.
• Manage deal tracking and forecasting in Salesforce.

Skills

B2B SaaS sales experience

Strong discovery skills

Clear communicator

High level of accountability

Mid-market/Enterprise

Tools

Salesforce

Job description

Roof AI is a Montreal-based software company that helps leading real estate brands like RE/MAX, Coldwell Banker, and HomeServices of America turn passive website traffic into real conversations, real leads, and real appointments.

Our AI-powered digital assistant engages every lead in real time, qualifies them based on intent, and instantly routes them the right way. No more missed opportunities, no more slow response times.

We’re a lean, fast‑growing team backed by years of product development and strong traction with some of the most recognized brands in real estate.

We sell to brokerages of different sizes. Deal sizes are meaningful. You will sell to operators, marketing leaders, and executives who have been burned by vendors before.

This is not a plug‑and‑play AE role. You will help define how we sell.

The Role

We are looking for an Account Executive who can own the full sales cycle and help mature our GTM strategy. You will work closely with the founders, product, growth, and customer success teams. You will talk to prospects early, shape positioning, and close real revenue.

If you like clarity, ownership, and selling something that actually works, keep reading.

What You’ll Do

Own Revenue

• Run the full sales cycle from first call to contract
• Navigate and lead multi‑stakeholder conversations to uncover needs, create urgency and deliver Roof AI’s value proposition
• Maintain accurate forecasting, pipeline management and deal tracking in Salesforce

Shape the Sales Motion

• Give direct feedback on messaging, pricing, and ICP
• Help refine what a “qualified” account actually is
• Build and qualify pipeline, while also running your own targeted outbound prospecting to strategic accounts
• Improve demos, discovery, and deal flow over time

Work Cross‑Functionally

• Partner closely with Customer Success to ensure clean handoffs
• Work with Growth team on sales and marketing strategy
• Feed real market insight back to product

What We’re Looking For

Must‑Haves

• 3–6 years of B2B SaaS sales experience
• Comfort selling to mid‑market and enterprise buyers
• Strong discovery skills — you ask good questions and listen
• Clear communicator — you can explain complex things simply
• High level of accountability with consistent follow‑through

Strong Pluses

• Experience selling to real estate, proptech, or local businesses
• Experience selling marketing, data, or workflow tools
• Early‑stage startup experience
• Comfort with ambiguity and evolving processes
• Familiarity with AI tools

What Success Looks Like

• You are consistently closing deals
• You understand our best buyers better than we do
• You help sharpen our ICP and disqualify faster
• You contribute to a repeatable sales motion
• Founders trust you with deals without micromanagement

Why Join Roof AI

• Product works. Customers see real impact
• Small team. High trust. Low politics
• You will influence how this company sells, not just hit a number
• Direct access to leadership and product
• A technical product in a niche vertical with real pain and buying intent
• Clear path to senior AE or sales leadership as we scale

Compensation

• Details discussed with qualified candidates

Seniority level

Mid‑Senior level

Employment type

Full-time

Job function

Sales and Business Development

Industries

Technology, Information and Internet