Account Executive - B2B SaaS

About DataDocks: DataDocks (datadocks.com) is an innovative, high-impact warehouse and logistics SaaS company on a dedicated mission to modernize industrial supply chain communications. By replacing manual dock scheduling processes, chaotic carrier email threads, and fragile spreadsheet-based trackers with a unified, cloud-driven digital management interface, we optimize shipping bay utilization for major distribution hubs and logistics facilities. Built on high trust and minimal corporate bureaucracy, our remote-first engineering and sales team focuses on providing pragmatic, robust solutions to real-world operational bottlenecks that keep the global economy moving.

Position Overview

We are seeking an exceptionally motivated, process-driven, and highly autonomous full-cycle Account Executive to join our expanding enterprise growth team under a permanent, full-time remote framework within Canada. Operating alongside our founding team, you will step up to claim direct outbound prospecting, tactical client discovery, solution demonstrations, and contract closure accountability as we transform founder-led sales into a scalable, repeatable regional market engine. Shifting completely away from entry-level administrative account management, passive customer care ticketing, or slow-moving paperwork, you will run an active high-volume multi-channel pipeline, inbound demo qualification, and industrial procurement laboratory—partnering face-to-face with warehouse managers, logistics executives, internal product engineers, and the company founder. This position requires a consultative closing specialist with 3 to 10 years of professional B2B software sales experience who architectures target pipeline paths fluidly natively using Sales Representative frameworks, evaluates client workflow inefficiencies cleanly within complex supply chain environments, and directs enterprise software deals confidently to hit uncapped compensation tiers.

Key Responsibilities

• Full-Cycle Pipeline Management: Own and execute the entire outbound business-to-business sales motion, spanning targeted lead generation, technical qualification, exploratory discovery loops, software demos, and final contract execution.
• Outbound Prospecting Acceleration: Architect and deploy robust cold prospecting channels into logistics hubs, manufacturing plants, and distribution centers to establish a consistent influx of mid-market opportunities natively utilizing Sales Representative protocols.
• Pragmatic Software Demonstrations: Translate real-world dock bottlenecks into tailored platform configurations, demonstrating our software’s core ROI to highly practical operations managers.
• Repeatable Sales Engineering: Partner directly with the company founder to analyze customer friction points, refining corporate sales materials, product positioning, and follow-up sequences.
• Product Feedback Loops: Synthesize technical objections and user feedback tables collected during market interactions, moving data trends directly back to product and engineering squads to guide feature roadmaps.
• Pipeline Hygiene Maintenance: Maintain comprehensive and highly structured client record fields inside our CRM, providing reliable data forecasting to executive leadership teams.

Required Skills & Qualifications

• A minimum of 3 to 10 years of verified professional experience operating within a business-to-business (B2B) corporate software sales or tech account executive capacity.
• Proven background managing a full-cycle sales desk, demonstrating deep personal comfort running targeted cold outreach campaigns.
• Outstanding discovery capabilities, showing the professional discipline, listening habits, and persistence needed to uncover deep operational process challenges.
• Excellent verbal and written communication strengths in English, with a natural talent for holding confident, high-trust consultations with logistics, ops, and supply chain leaders.
• High level of professional adaptability, showing an innate capability to navigate ambiguous growth phases and iterate processes without structured corporate playbooks.
• Location Context: Position operates under a remote-first layout open exclusively to qualified sales practitioners residing and working within Canada.

Preferred Strategic Indicators (Nice to Have)

• Prior experience selling industrial operations software, supply chain tracking systems, or warehouse management tools (WMS).
• Natural interest in systems engineering and process automation software mechanics.

What We Offer

• Uncapped Multi-Tiered Earning Blueprint: Competitive base salary paired with an aggressive, uncapped commission matrix resulting in a year-one On-Target Earning (OTE) expected range of $120,000 – $160,000+ CAD.
• A highly collaborative, autonomous remote-first work model providing complete regional location flexibility across Canada.
• Comprehensive health and dental benefits coverage framework protecting all baseline personal wellness needs.
• A high-trust, low-micromanagement culture built around direct output tracking and continuous professional ownership.
• Direct operational access to the founder and engineering squads, ensuring your market insights immediately shape the core product architecture.
• Participation in our highly anticipated annual team retreat—focused on real camaraderie and shared vision alignment over corporate cliches.