---
title: 'Enterprise Sales Development Representative at Loadsmart'
canonical: 'https://feeny.ai/job/enterprise-sales-development-representative-loadsmart-chicago-f0n0fkcv1fxa'
type: 'job'
last_seen: '2026-09-10'
---

# Enterprise Sales Development Representative at Loadsmart

- **Company:** Loadsmart
- **Location:** Chicago, IL
- **Compensation:** $55–$60
- **Employment:** full-time
- **Work type:** onsite
- **Posted:** 2026-09-02
- **Last confirmed live:** 2026-09-10
- **Apply:** https://jobs.lever.co/loadsmart/6de2da48-6156-48ff-a44f-ab0ae4abbc5c

## Job 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.

Our Digital Sales team is growing, and we're looking for a Senior Sales Development Representative to join us! In this role, you'll support our enterprise sales team and help drive outbound efforts for our Dock & Yard SaaS Division. Job Type: Exempt DEPARTMENT: Digital Sales LOCATION: Chicago HQ

## WHAT YOU GET TO DO:

- Research Loadsmart’s target distribution facility and warehouse companies and identify the most relevant key decision-makers
- Initiate conversations with senior executives with high-volume outreach via phone, email, and social media
- Gather insight on target accounts through conversations and effective questioning
- Document information in Salesforce to form detailed and accurate account profiles
- Insightfully vet accounts against target criteria to distinguish productive vs. unproductive leads
- Set up introductory sales meetings for our Enterprise Account Executives with key decision makers at qualified accounts
- Adeptly articulate the value of  Loadsmart’s digital solutions and constantly work on improving product knowledge and sales skills
- Establish a working knowledge of Loadsmart’s  business, including processes, operations, the competitive landscape, and remaining up-to-date on industry news
- Participate as an active member of our collaborative sales team and contribute to our culture of sales success.
- Continually upgrade the prospecting cadence and messaging by collaborating with your fellow SDR’s, account executives and leaders

## REQUIRED QUALIFICATIONS:

- 1-2+ years of experience in direct sales or lead generation with a consistent track record of achieving quota
- SaaS experience preferred
- Excellent communication, customer service and project management skills
- Enthusiasm and high degree of energy
- Willingness to work in a highly entrepreneurial and teamwork oriented environment

## 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.

## About Loadsmart

## Company Overview
- **One-liner**: Loadsmart is a digital freight platform that uses AI-powered agents, transportation management software, and brokerage services to help shippers, carriers, and warehouses move freight more efficiently.
- **Entity Type**: Private (Late‑stage venture‑backed)
- **Headquarters**: Chicago, Illinois, USA
- **Founded**: 2014
- **Founders**: Ricardo Salgado, Felipe Capella

## Core Business
- **Industry**: Transportation, Logistics, Supply Chain & Storage (with a strong AI/software component)
- **Target customers**: B2B – enterprise shippers, carriers, and warehouse operators; small to large businesses in retail, manufacturing, consumer goods, etc.
- **Mission / Purpose**: To become “the nexus of moving freight” by combining technology and human expertise to reduce freight spend and increase service levels [loadsmart.com/about](https://loadsmart.com/about/).

## Products & Services
- **ShipperGuide (AI‑native TMS)**: Cloud‑based transportation management system that plans, procures, executes, and settles freight across all modes. AI agents embedded in the TMS handle tendering, tracking, document collection, auditing, and claims. [loadsmart.com/about](https://loadsmart.com/about/)
- **Opendock (Dock, Gate & Yard Management)**: Digitizes freight entry, movement, and exit at facilities. Carrier self‑service scheduling, gate automation, and yard management across 4,500+ warehouses and 230,000+ carriers. The scheduling agent automatically reschedules when a pickup slips. [loadsmart.com/about](https://loadsmart.com/about/)
- **AI Agents (Logistics Automation)**: Six specialized agents that run repetitive freight tasks end‑to‑end (document collection, tracking, retendering, load audits, claims, scheduling). Claimed to auto‑resolve 80%+ of work, with the remainder escalated to human Freight Experts. [loadsmart.com/about](https://loadsmart.com/about/)
- **Freight Brokerage**: Technology‑enabled brokerage backed by 100,000+ vetted carriers. Execution is governed by the user’s routing guide and carrier preferences. [loadsmart.com/about](https://loadsmart.com/about/)
- **Managed Transportation**: End‑to‑end transportation management as a service, combining the Loadsmart platform with dedicated specialists and forward‑deployed engineers. [loadsmart.com/about](https://loadsmart.com/about/)

## Market Standing
- **Valuation / Market Cap**: Not publicly disclosed.
- **Key Metrics**:
  - *Annual Revenue*: USD 250 M (as of latest fiscal year) [linkedin.com/company/loadsmart](https://linkedin.com/company/loadsmart)
  - *Total Funding*: USD 346.4 M (company site) / USD 368.1 M (LinkedIn) – both figures appear in search results; the company site reports $346.4 M. [loadsmart.com/about](https://loadsmart.com/about/)
  - *Headcount*: ~400 employees (LinkedIn reports 392, Built In 495; company site says 400+). [loadsmart.com/careers](https://loadsmart.com/careers/)
  - *Year‑over‑Year Headcount Growth*: +10.2% [linkedin.com/company/loadsmart](https://linkedin.com/company/loadsmart)
- **Notable Investors / Partners**: BlackRock, Maersk Growth, Ports America, TFI International, Chromo Invest, Connor Capital, SoftBank Latin America Fund, CSX Corp. [loadsmart.com/about](https://loadsmart.com/about/)
- **Growth Signals**:
  - Acquired Opendock and Kamion in November 2021.
  - Workforce distributed across 25 countries (United States, Brazil, Philippines, Colombia, El Salvador, etc.).
  - Active job postings up 100% year‑over‑year (14 open roles as of search date). [linkedin.com/company/loadsmart](https://linkedin.com/company/loadsmart)
  - LinkedIn followers: 34,627 (+12% yearly). [linkedin.com/company/loadsmart](https://linkedin.com/company/loadsmart)

## Competitive Advantages
- **AI‑native platform**: AI agents are embedded in both the TMS and dock/yard system, not bolted on, enabling high automation rates (80%+ of repetitive tasks auto‑resolved).
- **Unified data model**: ShipperGuide, Opendock, and the brokerage service share one data set, eliminating data silos.
- **Large carrier network**: 100,000+ vetted carriers for brokerage; 230,000+ carriers connected through Opendock.
- **Strategic backing**: Investors include global logistics players (Maersk, TFI International, Ports America) and financial heavyweights (BlackRock), providing both capital and industry credibility.
- **Proven revenue base**: $250 M in annual revenue demonstrates market traction with enterprise clients.

## Strategic Focus
- **Expanding AI capabilities**: Continuous development of AI agents to handle more freight tasks and compound auto‑resolution rates.
- **Platform integration**: Driving adoption of the full suite (TMS + dock/yard + brokerage) to create stickiness and cross‑sell opportunities.
- **Global scaling**: Maintaining offices in Chicago, New York, and across Latin America while enabling remote work; hiring across engineering, sales, and AI roles globally.
- **Customer success**: Shifting user role from “operating the system” to “supervising results” through automation. [loadsmart.com/about](https://loadsmart.com/about/)

## Why Work Here
- **Culture**: Described as “the nerds of logistics” – a mix of industry veterans, data scientists, and innovative engineers focused on reinventing freight. Emphasis on collaboration, fun, and celebration of achievements. [loadsmart.com/careers](https://loadsmart.com/careers/)
- **Work model**: Hybrid/remote‑first; headquarters in Chicago (West Jackson) with additional offices in Latin America. Most roles open to remote within the US and select countries (Brazil, Philippines, etc.). [jobs.lever.co/loadsmart](https://jobs.lever.co/loadsmart/)
- **Employee ratings**: 3.7/5 on LinkedIn (322 reviews) – Work‑Life 4.0, Compensation 4.0, Culture 3.6, Career 3.5. [linkedin.com/company/loadsmart](https://linkedin.com/company/loadsmart)
- **Growth opportunities**: Rapidly growing (10%+ YoY headcount), recent job posts include senior engineering, AI automation, sales, and director‑level roles.
- **Total rewards**: Formal “Total Rewards” program – details not fully listed but implies competitive compensation and benefits. [loadsmart.com/careers](https://loadsmart.com/careers/)

## Sources
1. [loadsmart.com/about](https://loadsmart.com/about/)
2. [loadsmart.com/careers](https://loadsmart.com/careers/)
3. [jobs.lever.co/loadsmart](https://jobs.lever.co/loadsmart/)
4. [linkedin.com/company/loadsmart](https://linkedin.com/company/loadsmart)
5. [builtin.com/company/loadsmart](https://builtin.com/company/loadsmart)

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