Own a Box Truck? Turn Your Early Mornings Into Steady Income.

If you're an owner operator or master contractor with a 26 ft box truck and a lift gate, we want to talk. Dropoff is building out a brand new operation in the Detroit and Toledo markets, and we're looking for reliable, professional drivers to run daily routes and grow with us.

This is consistent, repeatable work you can count on. Routes run Tuesday through Saturday mornings, starting at 12:00 AM and wrapping up around 8:00 AM, give or take depending on the route. You get your day back before most people have finished their first cup of coffee.

Company Overview

Dropoff is a same-day, last mile delivery service that enables businesses across industries to meet rising expectations for faster deliveries. Through our proprietary technology platform and trusted, professional delivery drivers, Dropoff seamlessly becomes an extension of any business and a true logistics partner. Dropoff Tracker increases enterprise businesses' visibility into all of their deliveries, with details of all orders and assigned drivers available in one centralized and dynamic map. Real-time tracking and confirmations, transparent pricing, flexible delivery options, and feature-rich APIs bring modern courier services to market that equip businesses with the resources they need to satisfy customers and achieve their goals.

Why Contract With Dropoff

Non-CDL 26 ft truck work. You provide your own vehicle and insurance.
Daily routes, Tuesday through Saturday, early morning hours (12:00 AM to 8:00 AM, more or less depending on the route).
Paid by the delivery.
Steady, repeatable work with a company that treats its contractors like partners.

What We're Looking For

We are contracting owner operators and master contractors who bring their own 26 ft box truck with a lift gate. Your truck must be DOT compliant and operate under your own DOT number, and Dropoff will verify this on an ongoing basis throughout the contract. Drivers must be willing to run all five days, Tuesday through Saturday.

Requirements

Own a 26 ft box truck with a lift gate
DOT compliant with your own DOT number (verified continuously during the contract)
21 years of age or older
Able to lift 50 lbs
A current driver's license and clean driving record
A chauffeur's license if your truck has air brakes
Available to run all five days, Tuesday through Saturday
Tech savvy. You're comfortable using a smartphone and apps.

Ready to roll? Apply today and let's get you on a route.

About the company

Dropoff provides same-day business delivery and courier services as a Delivery as a Service, serving healthcare, retail, e-commerce, and industrial clients with on-demand, scheduled, and fixed-route options. It runs a proprietary technology platform for easy ordering, transparent pricing, real-time GPS tracking, ETAs, and proof of delivery, plus Intelligent Dispatch to handle large volumes. The company differentiates itself with professional, uniformed, vetted drivers including healthcare certifications, strong insurance, and brand-friendly service supported by API integrations and scalable operations. Its goal is to offer reliable, tech-enabled last-mile logistics at scale as a national provider, delivering consistent, professional experiences for business customers.

Company Size

201-500

Company Stage

Series B

Total Funding

$17.2M

Headquarters

Austin, Texas

Founded

2014

Get referred to Dropoff

See people who can refer or advise you

Simplify's Take

What believers are saying

January 2026 city expansion shows active demand and management confidence in national coverage.
Rightaway's Midwest routes added healthcare customers and recurring enterprise delivery volume.
Dropoff's 24/7 positioning fits business customers needing scheduled, on-demand, and fixed-route delivery.

What critics are saying

No recent funding after 2021 debt facility signals capital dependence and slower expansion.
Private courier margins face heavy commoditization from regional rivals and in-house enterprise fleets.
Any service failure in healthcare logistics can rapidly damage trust and trigger contract losses.

What makes Dropoff unique

Proprietary logistics technology powers same-day delivery with real-time tracking and dispatch automation.
Dropoff still operates 15 cities after January 2026 expansion into San Diego, Fort Worth, Nashville.
Healthcare-ready couriers and the 2022 Rightaway acquisition deepen Midwest enterprise coverage.

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Benefits

Flexible Work Hours

Growth & Insights and Company News

Headcount

6 month growth

1 year growth

2 year growth

BNN Breaking

Feb 29th, 2024

Hedge Unveils DropOff: Innovative Pay-Per-GB File-Sharing for Creatives

This partnership, initially forged during the creation of the PostLab Drive app, has now evolved to integrate LucidLink's secure storage solutions with DropOff.

FreightWaves

Feb 21st, 2023

Last-Mile Companies Poised To Shake Up The Market

U.S. retailers have a last-mile problem. Complex routes, failed deliveries, returned products and consumer expectations around delivery speed, flexibility and reliability have complicated the last-mile equation in recent years. Add to that the rising costs of fuel and labor and the last mile is now the most expensive portion of the delivery process.In fact, according to Capgemini, last-mile delivery accounts for more than half of the total cost of shipping. And per Statista, as much as $41 of every $100 spent on supply chains is funneled into last-mile operations.But some industry projections offer hope. Statista anticipates that the global last-mile delivery market will grow from $128.5 billion in 2022 to over $200 billion by 2027, buoyed by an assortment of startups and pre-IPO firms across verticals like robotics, autonomous vehicles, delivery management platforms, microfulfillment, warehousing and courier services.There are now hundreds of companies clamoring for a seat at the table among the last mile’s elite. But there are 10 key players that are driving the future of the industry with a heavy focus on innovation and the potential to eat up market share.That’s according to Coresight Research, which on Tuesday released its Innovator Matrix: Last-Mile Delivery report. The research — which identified the top last-mile solution providers among more than 150 private U.S

PR Newswire

Mar 23rd, 2022

Dropoff, Inc Acquires Rightaway Delivery, Inc. After 23 Years of Success in Michigan

/PRNewswire/ -- We are pleased to announce that Dropoff has officially acquired Rightaway Delivery, Inc. An essential part of our company's growth strategy is...

Business Chief

Mar 22nd, 2022

Dropoff, Inc. acquires Rightaway Delivery LLC

Business Chief is pleased to announce that Dropoff has officially acquired Rightaway Delivery, Inc.

PR Newswire

Sep 27th, 2021

Fulcrum Equity Partners, Inc. invests into Dropoff, Inc.

Dropoff has received funding from prominent growth sponsors Fulcrum Equity Partners, Greycroft Partners and Wild Basin Investments, and will use the loan proceeds for general working capital purposes and acquisitions.

Dropoff

Box Truck Owner Operator Delivery Driver

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