Sales Representative

DataDocks; Toronto; Remote; CAD 70,000 - 100,000; Full time

Job summary

DataDocks is seeking a proactive Salesperson to join their dynamic team. In this role, you will own the sales process from prospecting to closing. With uncapped commissions, you will have the opportunity to connect with key players in the logistics industry, providing tailored solutions to enhance their operations. If you're a curious and collaborative individual with a passion for solving real problems, we want to hear from you!

Benefits

Full benefits – health, dental, all the basics

Uncapped commission

Annual retreat

Qualifications

• 5–10 years of B2B sales experience (SaaS or logistics tech is a bonus).
• Articulate, resourceful, energized by solving real problems.
• Curious, kind, and collaborative spirit.

Responsibilities

• Own deals from first touch to close with full support.
• Discover customer needs and align them with our solutions.
• Follow up personally to nurture leads and warm deals.

Skills

B2B Sales Experience

Communication

Problem Solving

Collaboration

Job description

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Hey there!

If you get a thrill from finding real problems, running your own pipeline, and landing deals that actually matter, you'll love it here.

At DataDocks, we help warehouse and logistics teams take control of their docks. Our platform cuts through the chaos and replaces whiteboards and phone tag with clean, simple software. We're already trusted by some of the biggest names in North America and now it's time to scale that impact.

You won't just be “doing sales.” You'll be part of a tight-knit, supportive, and fun team where your wins are celebrated, your voice shapes the product, and your insights help us grow. We're looking for someone who's part problem-solver, part deal-closer, and 100% team player.

You'll chase down real challenges, connect with sharp operators in the logistics world, and show them how our platform can make their day-to-day smoother and saner. You'll work closely with our team to share what you're hearing in the field, shape how we sell, and help guide where we go next. Around here, sales isn't a silo—it's a core part of how we build, improve, and win together.

What You'll Be Doing

You'll own deals from first touch to close—but you're never flying solo. Expect full support, real collaboration, and a sales process that's structured just enough to keep things moving.

• Prospect, Pitch, Close
• Find your own leads (outbound, inbound, referrals—whatever works)
• Run discovery, tailor your pitch, and demo the product like a boss
• No “spray and pray”—we personalize everything
• Understand the Customer
• Dive into warehouse workflows so you can speak their language
• Connect our software to their day-to-day pain
• Keep the Momentum
• Follow up like a human (not a bot), and keep deals warm without the spam
• Hit Your Number
• Typical sales cycle: 30–90 days
• Close the right deals, not just fast ones
• Collaborate, Always
• Direct access to the founder and product team
• Your feedback helps shape the sales playbook and the product
  
  

What We're Looking For

• 5–10 years of B2B sales experience (SaaS or logistics tech is a bonus)
• You're a closer—but you're also curious, kind, and collaborative
• You thrive on ownership but still love working as part of a team
• You care about customers (not just commissions)
• You're articulate, resourceful, and energized by solving real problems
• You're excited to grow—personally and professionally
  
  

Why You'll Love It Here

• Remote-first (Canada)
• Full benefits – health, dental, all the basics
• Uncapped commission – deals range from low 5-figures to 6-figures
• Tight team – we've got each other's backs, always
• No micromanagement – high trust, high autonomy
• Annual retreat – yes, it's actually fun
• Small company, real impact – your work matters here
  
  

Ready to Join the Team?

At DataDocks, we've been on a mission to make life easier for logistics teams everywhere. What started as an idea in a spare bedroom has grown into a thriving SaaS platform used by some of the world's biggest brands to book trucks and organize their operations more effectively. And here's the kicker - we've done it all without outside funding. Built from the ground up with care, grit, and a relentless focus on what matters most: our customers.

We're proud of what we've built so far, but we're even more excited about where we're headed. Our small, passionate team has made it all possible, and we're always looking for people who share our excitement for solving real-world problems and building something incredible. If that sounds like you, we'd love to hear from you.

If you're looking for a role where no two days are the same and you get to make a real impact, send us your application. Let's make something great together at DataDocks!

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Transportation, Logistics, Supply Chain and Storage

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