GTM Engineer
Loadsmart · Chicago, Illinois
Posted Oct 6, 2026 · Verified open Oct 10, 2026
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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 to 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.
We're looking for a sharp, AI-fluent GTM Engineer to take our outbound motion to the next level.
We sell three products (Opendock, ShipperGuide, and Loadsmart AI) into the same accounts, but to different buyers in each one. Our sales pods pair an Account Executive with a Sales Development Representative to work our best accounts with highly customized, AI-driven plays, and they should be spending their time selling, not building target lists or sequences from scratch.
As our GTM Engineer, you'll sit RevOps-adjacent and close to sales, designing and running the outbound programs behind those plays. You'll be accountable for whether they produce pipeline and help us land bigger deals. You're a systems person and a revenue strategist: you find where we lose deals in the data and help shape what we do about it.
JOB TYPE: Exempt
DEPARTMENT: SaaS Sales
LOCATION: Chicago, IL (On-site /Hybrid)
- 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
- Comprehensive Medical, Dental, and Vision insurance plans
- 401k Match
- Applicants must be currently authorized to work in the United States on a full-time basis. Loadsmart will not sponsor applicants for work visas.
- 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 employment made shall be contingent upon successful completion of electronic background check(s). These checks will be job-related, consistent with business necessity and conducted by our vendor, pursuant to all applicable laws, rules, policies and procedures of our candidates' specific locale.