---
title: Head Global Sales at Loadsmart in Chicago, IL
description: Loadsmart is hiring for the Head Global Sales role in Chicago, IL. Pays $225K–$275K
  per year. See the full description and apply.
type: job
url: https://www.foundrole.com/jobs/head-global-sales-at-loadsmart-01a0d539-562c-708e-9a74-77faecc1a27c
date: 2026-09-28T03:40:10Z
og_description: Join Loadsmart as Head Global Sales in Chicago, IL. Pays $225K–$275K per year.
  Full-time, on-site role.
og_image: https://www.foundrole.com/og/7diykj.png
breadcrumbs:
  - label: Home
    url: https://www.foundrole.com/
  - label: Search
    url: https://www.foundrole.com/jobs
---

| | |
|---|---|
| **Company** | Loadsmart |
| **Location** | Chicago, IL |
| **Salary** | $225K/yr - $275K/yr |
| **Type** | Full Time |
| **Posted** | Sep 22, 2026 |
## Description

**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 are looking for a high-agency, hands-on **Head of Global Sales** to join our team! We are seeking an experienced, battle-tested sales leader who thrives in a flat structure, rolls up their sleeves to manage pipeline discipline, and uses data to drive strategic GTM decisions. Reporting directly to the CEO, you will bridge the gap between high-level go-to-market strategy and day-to-day tactical execution. You will unify our enterprise sales organization, lead senior individual contributors, and proactively identify and fix operational gaps. This is a very exciting and lucrative opportunity for the right leader.

**JOB TYPE:** Exempt - U.S. Only

**DEPARTMENT:** Sales

**LOCATION:** Chicago, IL (On-site / In-office requirement; Relocation package provided)

**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.
## Benefits

- Health Insurance
- Dental Insurance
- Vision Insurance
- Paid Time Off (Pto)
- Sick Leave
- 401(k) Plans
- Employee Stock Options (ESOs)
- Relocation Assistance

## How to Apply

[Apply for this position](https://www.foundrole.com/jobs/head-global-sales-at-loadsmart-01a0d539-562c-708e-9a74-77faecc1a27c?utm_source=ai_markdown)

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