About Us | System 365

Our Mission

Moving America's Mail with Precision

Founded in Chicago in 2012, System 365 was built with a single mission: to make intercity mail and logistics smarter, faster, and more transparent for businesses and individuals across the United States.

We believe reliable delivery shouldn't be a luxury. Whether you're a solo entrepreneur shipping a single parcel or a Fortune 500 company coordinating hundreds of daily shipments, our infrastructure treats every package with the same level of care and professionalism.

Today, System 365 operates from our headquarters at 1050 W 35th St, Chicago, IL — a 40,000 sq ft operations center serving all 48 contiguous states, with a growing network of regional hubs in Indianapolis, Detroit, Milwaukee, and St. Louis.

What Drives Us

Our Core Values

🎯

Reliability

We promise what we can deliver — literally. Our 99% on-time rate is not a marketing claim; it's a contractual commitment backed by our service level agreement.

🔍

Transparency

No hidden fees, no vague timelines. Our clients see exactly where their shipment is, what it costs, and when it will arrive — in real time.

♻️

Sustainability

We are committed to reducing our carbon footprint through route optimization, a growing electric vehicle fleet, and carbon-offset partnerships.

🤝

Partnership

We treat every client as a long-term partner. Dedicated account managers, customized solutions, and proactive communication set us apart.

🚀

Innovation

From AI-powered route optimization to predictive delivery windows, we continuously invest in technology to serve you better and faster.

🛡️

Security

All couriers are background-checked, bonded, and DOT-certified. Our facilities use 24/7 surveillance and tamper-evident packaging protocols.

Our Journey

Company Timeline

2012

Founded in Chicago

System 365 launches as a two-van courier operation servicing Chicago's South Side business district, focusing on same-day document delivery.

2015

Regional Expansion

Expanded to Indianapolis and Detroit with new hub locations. Fleet grows to 18 vehicles. 10,000th shipment milestone reached.

2018

Freight Division Launch

System 365 Freight launched with LTL and FTL capabilities. New 40,000 sq ft warehouse opens at the Chicago headquarters.

2021

Digital Tracking Platform

Launch of system365mail.com with real-time GPS tracking, automated notifications, and customer self-service portal.

2026

National Coverage Achieved

System 365 now serves all 48 contiguous U.S. states with 5 regional hubs, 120+ employees, and a fleet of 65 vehicles — including 12 electric vans.

Leadership

Our Team

JH

James Holbrook

Chief Executive Officer

AP

Angela Price

VP of Operations

MK

Michael Kim

Director of Technology

SR

Sandra Rivera

Head of Customer Success

About System 365