DataDocks is a warehouse and logistics SaaS company helping distribution centers replace manual dock scheduling, carrier emails, and spreadsheet-based appointment workflows.
We’re looking for a full-cycle Account Executive who wants to help turn founder-led sales into a repeatable sales motion. We have real customers, a proven product, and a market that still relies heavily on manual processes. You’ll have direct access to the founder, product, and customers, while owning prospecting, discovery, demos, follow-up, and closing current business.
This role is a good fit for someone who likes building pipeline, learning an industry deeply, and earning trust with practical operators who care about solving real workflow problems.
Compensation: Base salary plus uncapped commission. Expected first-year OTE is approximately $120,000-$160,000+, with upside for strong performance.
In your first 90 days, you’ll:
Learn our customers, product, and warehouse/dock scheduling workflowsShadow founder led sales calls and demosStart outbound into warehouses and distribution centresRun discovery calls and demos with supportBuild a repeatable follow-up and pipeline processBy 6 months, you’ll:
Own a defined pipelineClose new customer revenueHelp improve our messaging, demo flow,



and sales processBring market feedback back into productIdeal profile:
3-10 years B2B sales experienceFull-cycle closing experienceComfortable with outboundStrong discovery and follow-up disciplineCan speak with warehouse, ops, supply chain, and logistics leadersComfortable selling a practical product to practical buyersBonus points if you:
Have sold technical or operational software beforeEnjoy figuring things out without a 40-page playbookNaturally look for ways to improve systems and processesWhy DataDocks
Remote-first (Canada)
- work how you work bestFull benefits
- health, dental, all the basicsHigh trust, low micromanagement environmentYour ideas actually shape the product and how we growAnnual team retreat
- no trust falls, we promiseWe’re a small, ambitious team building software for an industry that keeps the world moving. The work is fast-paced, collaborative, and high ownership. The impact you make here will be visible immediately.
Ready?
If you enjoy solving real operational problems, working directly with operators, and closing deals that have a tangible impact, we’d love to meet you.
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📌 Account Executive (Winnipeg)
🏢 DataDocks
📍 Winnipeg