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Sales Executive

Job in Dauphin, Brandon, Manitoba, Canada
Listing for: The Spiral Agency
Full Time position
Listed on 2026-03-03
Job specializations:
  • Sales
    Sales Development Rep/SDR, Inside Sales, Business Development, Sales Representative
Salary/Wage Range or Industry Benchmark: 60000 - 70000 CAD Yearly CAD 60000.00 70000.00 YEAR
Job Description & How to Apply Below
Location: Dauphin

At Spiral, we don’t just build software; we build revenue systems that transform how logistics companies grow.

Winbox® is our outbound automation SaaS built from years operating inside freight brokerages, 3PLs, and warehousing operations across North America. It converts outbound messaging into booked meetings, booked meetings into revenue and revenue into predictable growth.

Our mission is to become the dominant outbound engagement platform in logistics, replacing manual prospecting with intelligent, repeatable, scalable pipeline creation.

We are hiring an Sales Executive to lead the revenue growth of Winbox, someone who turns demos into deals, conversations into customers, and interest into recurring MRR. You’ll shape market penetration, influence product direction, and operate alongside high-performance talent.

If selling a category-defining SaaS excites you — read on.

What You’ll Own
  • Convert inbound + outbound pipeline into won deals
  • Build urgency, frame value clearly, and close decisively
  • Diagnose outbound bottlenecks; position Winbox as the fix
  • Handle objections confidently and logically
  • Close with speed, conviction, and clarity
Sales Systems + Playbook Development
  • Refine talk tracks, objections & discovery flow
  • Turn winning calls into repeatable playbooks
  • Relay product feedback based on real usage patterns
  • Strengthen the Winbox sales engine as we scale

You’re not entering a seat, you’re helping build the sales machine.

Requirements
  • 2+ years closing B2B SaaS (SMB/MM preferred)
  • Clear communicator; concise and high-trust
  • Thrives in performance environments with pace & accountability
  • Logistics experience = bonus, not mandatory
  • A-players only — this role rewards excellence.
Success Metrics
  • 100%+ quota attainment consistently
  • Month-over-month ARR Increase
  • Faster sales cycle through qualification mastery
  • Playbooks & scripts created from your execution
Location

Remote (Must be Canada Based)

Compensation

$60,000-$70,000 base salary + uncapped, recurring commission.

You earn recurring commission monthly for as long as the account stays subscribed — revenue you close continues paying you.

  • Access to premium training, masterminds, certifications
  • Opportunity to work with leading logistics + SaaS brands
  • Performance > hours. Output > presence.
The Spiral Agency Core Values
1. Ownership with Humility

We take initiative and move projects forward — not because we have all of the answers, but because we are committed to finding them. We improve what we touch, own outcomes fully, and build alongside the team — not above it.

We never stop asking why. We experiment, test, and break things to rebuild them better. Innovation isn’t a buzzword here — it’s a habit.

3. Integrity in Action

We say what we mean and do what we say. We hold ourselves and our peers accountable to a higher standard — even when no one’s watching.

Why This Role Matters

You are joining at a scaling moment — not maintenance mode.

You will set the pace.

You will influence the roadmap.

You will be tied to the revenue number.

If you want to see the impact of your work — this is that role.

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