Rise & Grind Freight
Company Overview
Fleet Size
21
power units
Tractors
21
owned
Trailers
21
owned
Drivers
21
total
Address & Contact
600 S Dearborn St Apt 508, Chicago, IL 60605
Services & Equipment
Cargo Carried
Classification
authorized for hire
Business Type
N/A
HazMat
No
Registration Details
MCS-150 Date
February 23, 2026
Annual Mileage
1,301,469 mi (2025)
CDL Drivers
21
Ready to automate your dispatch?
Dispatch with AI helps carriers like Rise & Grind Freight save 50% of admin time with AI-powered automation. Manage your 21 trucks from one dashboard.
14 days free · No credit card required
Why Rise should try Dispatch with AI
- ✓AI Load Agent — Extracts loads from emails with 97%+ accuracy
- ✓Auto Billing — Invoices, driver pay, and IFTA in one click
- ✓Safety Agent — Proactive compliance alerts for licenses & insurance
- ✓GPS Tracking — Samsara & Motive ELD integrations
- ✓QuickBooks Sync — Two-way sync for invoices & expenses
Plans from $49/mo · 60-day money-back guarantee
AI-Powered TMS for Rise & Grind Freight
Rise & Grind Freight is a motor carrier based in Chicago, Illinois (USDOT# 3818620, MC-1380941). With 21 power units and 21 drivers, managing dispatch, billing, and compliance can be time-consuming and error-prone with traditional TMS software.
Dispatch with AI is an AI-powered transportation management system built specifically for carriers like Rise & Grind Freight. Our AI agents automate load extraction from emails, invoice generation, driver pay calculations, and compliance monitoring — so your team can focus on moving freight, not pushing paper.
Plans start at $49/month with a 14-day free trial and 60-day money-back guarantee. No contracts, no setup fees.