Remote Account Executive - B2B SaaS, 6-Figure Deals

Canals; Chicago (IL); Remote; USD 120,000 - 180,000; Full time

Job summary

Canals, a Chicago-based software company, is seeking an Account Executive who can shepherd six-figure deals through multi-month sales cycles and earn trust up to the C-suite. You will own dozens of accounts from first meeting through close and upsell, driving a fast-growing B2B SaaS business.

The role requires 5–7+ years of closing experience, consultative selling, POC sales, and the ability to demonstrate a broad product to skeptical buyers.

Qualifications

• 5-7+ years of closing six-figure deals in B2B SaaS startups.
• Structured, consultative sales process with 3–9 month cycles and POC experience.
• Comfort selling evolving product lines in fast-moving startups.
• Strong ownership with proactive, autonomous work ethic.

Responsibilities

• Manage dozens of accounts from first meeting to close and upsell.
• Research prospects and tailor messaging for stakeholders up to the C-suite.
• Demonstrate product features and present compelling proposals.
• Prepare materials to enable closing of deals.
• Defend terms and value across multiple negotiation rounds.
• Travel to industry conferences and trade shows ~25%.

Skills

5-7+ years

Consultative selling

POC sales

C-suite engagement

Ownership mindset

Excellent communication

Travel 25%

Job description

Canals, a Chicago-based software company, is seeking an Account Executive who can shepherd six-figure deals through multi-month sales cycles and earn trust up to the C-suite. You will own dozens of accounts from first meeting through close and upsell, driving a fast-growing B2B SaaS business.

The role requires 5–7+ years of closing experience, consultative selling, POC sales, and the ability to demonstrate a broad product to skeptical buyers.