Account Executive, Canada

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Are you interested in joining an innovative logistics technology company?

Loadsmart is a growth-stage technology company valued at over $1 billion (a true Tech Unicorn). We are a collection of industry veterans and user‑centered engineers using innovative technology to fearlessly reinvent the future of freight by helping shippers, brokers, warehouses and carriers move more with less. With headquarters in Chicago and a globally distributed remote team, Loadsmart continues to attract top talent committed to driving meaningful change.

We seek professionals who embody our core values: curiosity, clarity, results, commitment, and teamwork.

What you get to do

• Actively prospect new business opportunities with high-volume outreach via phone, email, Linked In, virtual meetings, and onsite customer meetings
• Identify key decision makers and business drivers, and relentlessly present the Loadsmart pitch in a compelling way
• Drive complex sales cycles from initial contact to successful onboarding within a fast-paced sales environment
• Adeptly guide customers through complex integration projects, contracts, RFPs, and onboarding processes
• Build and manage a strong pipeline of Enterprise and Mid-Market customers, coordinating with sales management to provide accurate sales forecasts
• Partner closely with Loadsmart’s customer success–focused Account Management team to ensure strong long‑term customer retention
• Exhibit dedication to constantly refining your sales skills through role play, objection handling, pitch demos, and applying feedback and data insights
• Evaluate Loadsmart’s product offerings and roadmap, sharing customer feedback and observations with Product and Engineering to enhance customer value
• Become a subject matter expert on our business, including processes, operations, the competitive landscape, and industry news
• Participate as an active member of our collaborative sales team and contribute to our culture of sales success

Required qualifications

• Direct sales experience in Logistics
• Able to work autonomously and independently
• 3+ years of direct Enterprise or Mid-Market B2B sales experience with a consistent track record of achieving quota
• Excellent communication, customer service, and project management skills
• Enthusiasm and a high degree of energy
• Experience working in a high‑pressure, deadline‑driven environment
• Willingness to work in a highly entrepreneurial and teamwork‑oriented environment
• Experience with Salesforce, Sales Loft, Zoom Info, and Linked In Sales Navigator preferred

$55,000 - $86,000 a year

The compensation offered for this role will be based on multiple factors such as location, the role’s scope and complexity, the candidate’s experience and expertise. In addition to your base compensation offer, this role is eligible for an incentive bonus. You will also receive stock options and benefits listed below.

Working at Loadsmart

• Competitive base salaries – we believe in rewarding top talent
• Extremely competitive Equity package – become a shareholder in our company!
• Loadie Time Off – PTO and sick days without a limit

At Loadsmart, we believe our biggest asset is our people. We are proud to be an equal‑opportunity employer, hiring and developing individuals from diverse backgrounds and experiences to add to our collaborative culture. Loadsmart treats all candidates and employees with respect and does not discriminate in our recruiting, hiring, and promoting processes, including on the basis of race, color, religion, sex, age, sexual orientation, gender identity and/or expression, national origin, veteran status or disability.

It is the policy of Loadsmart that all offers of…