About Us

The Spiral Agency began as a Toronto-based lead generation agency, helping some of the most respected logistics brands scale their sales pipelines. Today, we've evolved into a boutique software company that builds tech specifically for the logistics and supply chain space.

Our flagship product, Winbox, is a fast-growing AI-powered automation platform that helps logistics pros and sales teams accelerate outreach, simplify workflows, and close more deals. Backed by real industry experience and real growth, Winbox is quickly becoming a go-to solution for brokers, carriers, and warehousing teams looking to win business faster.

Why Join Us?

We're a small, agile team with big ambitions. Joining now means becoming part of something early, meaningful, and growing-where your voice will help shape the direction of both the sales strategy and the product. Leadership opportunities are on the table for the right candidate.

About the Role

We're looking for a driven, experienced Account Executive to lead the charge in growing the Winbox user base. You'll own the full sales cycle-from prospecting and demos to closing and account growth.

What You'll Do:

• Own and manage the full sales funnel: prospecting, outreach, demoing, negotiating, and closing
• Run product demos and clearly articulate the value of Winbox to logistics professionals
• Identify new opportunities and verticals to expand into
• Collaborate with the founder and product team to provide feedback that informs sales strategy and product roadmap
• Develop outreach campaigns (email, LinkedIn, etc.) and optimize conversion performance
• Build relationships with key stakeholders across logistics and supply chain organizations
• Hit and exceed revenue targets with a hunger for uncapped commission
• Help shape sales playbooks, processes, and the future sales team

Qualifications:

• 2+ years in a SaaS sales/account executive role: conducting demos, closing new business, prospect nurturing, etc.
• Self-starter with excellent communication and presentation skills
• Obsessed with solving problems and creating value for clients
• Comfortable in a fast-paced startup environment and eager to take initiative
• Based in the GTA, with the ability to work hybrid (remote + in-person collaboration when needed)

Compensation:

Base Salary + Uncapped Commission

OTE aligned with performance-no limits on your earnings

Ready to Help Shape the Future of Logistics Sales Tech? Apply now.