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CALLOWAYS TRUCKING LLC
Chesapeake, VA
CarrierChk vetting signal
No flags raised
Authority, insurance, safety rating and crash records checked
FMCSA status: Active & Authorized · DOT 3578472 · MC 1211890
No Safety Rating
Active 9 months
Broker Vetting Summary
Key signals from current FMCSA records
Authority
Active
MC-1211890 · Common carrier
Insurance
On File
Southwind Risk Retention Group Inc
Safety
Not Rated
5 inspections on record
✓ No risk flags found on authority or insurance records
Vetting notes
- Operating authority active for 9 months
- Insurance on file: $750,000
- 5 FMCSA inspections on record
Authority & Compliance
Authority, insurance and required filings
Operating Authority
MC1211890
Common Carrier
Insurance on File
SOUTHWIND RISK RETENTION GROUP INC
BI&PD · $750,000 · Policy SWR-VA-0005559-25
Required Filings
Liability (BIPD)
$750,000
Company Information
Registration, contact and cargo details
FMCSA Registration
DOT Number
3578472
MC Number
MC-1211890
Safety Rating
Not Rated
Operation Classification
Authorized for hire
MCS-150 Filed
December 5, 2025
FMCSA Registration
March 1, 2021
Authority Reinstated
December 17, 2025
Annual Mileage
45,000 mi (2024)
Contact Information
Address
1016 Port Side Way, Chesapeake, VA 23323
Phone
Email
Owner / Officer
James Calloway
Cargo Types
General FreightLogs/Poles/BeamsBuilding MaterialsMachinery/Large ObjectsConstruction Materials
Safety Snapshot
Out-of-service rates, violations and crashes
Safety & Inspection Summary
Total Inspections
5
Driver Inspections
2
Vehicle Inspections
3
Out-of-Service Violations
6
Violations by Category
Vehicle Maintenance12
Unsafe Driving0
Hours of Service4
OOS Rates vs. National Average
Inspection Trend by Year
2025
2024
Violation Rate by Category
Share of roadside inspections in FMCSA's rolling 24-month window that found a violation in each category. The individual violations are listed under each inspection in Inspection Details below. None of this is the basis of the safety rating, which comes from an on-site compliance review.
Vehicle Maintenance
1 of 1 inspections
Unsafe Driving
0 of 1 inspections
Hours of Service
1 of 1 inspections
Driver Fitness
0 of 1 inspections
Controlled Substances
0 of 1 inspections
Fleet & Operating Areas
Observed roadside activity and equipment
Where This Carrier Operates
States where this carrier's roadside inspections were recorded
FewerMore
VA2
GA1
Fleet & Equipment (3)
Vehicles identified in this carrier's inspection history. Year, make, model and equipment type are decoded from the VIN.
Power units
~2
of 2 reported to FMCSA
Trailers
~1
seen at inspection
Units on record
| Vehicle | Type | VIN | Inspections | With OOS |
|---|---|---|---|---|
| 2006 Transcraft | Flatbed · 53 ft | 1TTF5320061078456 | 3 | 2 |
| 2016 Volvo Truck VNL | Tractor · Class 8 | 4V4NC9EJ0GN955157 | 2 | 1 |
| 2025 Volvo Truck VNL | Tractor · Class 8 | 4V4NC9EH0SN685529 | 1 | 1 |
A vehicle appearing here was recorded in an inspection — it is not proof the carrier still operates it today.
Inspection Details
Each roadside inspection with its violations
Inspection Records (5)
| Date | Report # | Location | Level | Viol | OOS | Shipper | Unit Type | Make | VIN | License |
|---|---|---|---|---|---|---|---|---|---|---|
| June 4, 2025 | 1342000833 | DARIEN GA | II | 9 | 2 | NONE | Truck Tractor Semi-trailer |
VOLVO TRUCK TRANSCRAFT |
4V4NC9EH0SN685529 1TTF5320061078456 |
VA 38582PZ TX 173C629 |
| 393.75A3-TFL | OOSTires - Front, leaking or inflation 50% or less than of the maximum inflation pressure | Tires | ||||||||
| 395.8A1-HOSP | OOSHOS (Property) - Failing to have a record of duty status using the method prescribed | Incomplete/Wrong Log | ||||||||
| 393.11A1-LTSM | OOSLighting - Turn signal - Any missing on the rearmost vehicle. | Lighting | ||||||||
| 392.2-SLLUCR | State/Local Laws - Failure to pay UCR fee | |||||||||
| 393.9A-LSLI | Lighting - Stop lamps - Any inoperative. | Lighting | ||||||||
| 393.9A-LRLI | Lighting - Tail lamp - Any inoperative | Lighting | ||||||||
| 390.21TB2-DOT | Operate a CMV without USDOT number displayed. Must be preceded by the letters USDOT | |||||||||
| 393.75C-TAOTD-LT2/32 | Tires - Less than 2/32 inch tread depth | Tires | ||||||||
| 393.75C-TAOTD-LT2/32 | Tires - Less than 2/32 inch tread depth | Tires | ||||||||
| June 26, 2024 | 1279000821 | TOWNSEND DE | II | 3 | 2 | CERTIFIED LUMBER/INDUSTRIAL WOOD PRODUCTS | Truck Tractor Semi-trailer |
VOLVO TRUCK TRANSCRAFT |
4V4NC9EJ0GN955157 1TTF5320061078456 |
VA 38582PZ TX 173C629 |
| 393.75A3-TAOL | OOSTires - All others, leaking or inflation less than 50% of the maximum inflation pressure on tire not equipped with ATIS | Tires | ||||||||
| 393.110B3-C | OOSCargo - Insufficient tiedowns (w/o headerboard/blocking) for article(s) of cargo longer than 10 feet | Tiedown | ||||||||
| 392.2-SLLTL | State/Local Laws - Misc. traffic law violation | |||||||||
| May 27, 2024 | 4810000283 | CHESAPEAKE VA | III | 2 | 1 | CALLOWAYS TRUCKING LLC | Truck Tractor Semi-trailer |
VOLVO TRUCK TRANSCRAFT |
4V4NC9EJ0GN955157 1TTF5320061078456 |
VA 38582PZ TX 173C629 |
| 383.23A2-LCDLN | OOSLicense (CDL) - Operate a CMV and does not possess a valid CDL | License-related: High | ||||||||
| 391.41A-MCPC | Medical (Certificate) - Operating a commercial motor vehicle without showing proof of a valid medical certification upon request, but presents proof prior to com | Medical Certificate | ||||||||
| May 23, 2024 | 4346000152 | CHARLES CITY VA | III | 5 | — | INFRA METALS CO. | Truck Tractor Semi-trailer |
VOLVO TRUCK TRANSCRAFT |
4V4NC9EJ0GN955157 1TTF5320061078456 |
VA 38582PZ TX 173C629 |
| 391.41A | Operating a property-carrying vehicle without a valid medical certificate in possession or on file with the state drivers licensing agency. History of either fail | Medical Certificate | ||||||||
| 392.2-SLL | State/Local Laws - | |||||||||
| 395.22H2-ELDNISDT | HOS (ELD) Driver failing to have instruction sheet describing the data transfer mechanisms supported by the ELD and step-by-step instructions for the driver to pr | EOBR Related | ||||||||
| 395.22H4-ELDBRODS | HOS (ELD) - In-Vehicle Information - Failing to have a supply of blank driver's records of duty status graph-grids sufficient to record the driver's duty status a | EOBR Related | ||||||||
| 395.8A | HOS (Form) - Paper Log/Logging Programs Form and Manner | Other Log/Form & Manner | ||||||||
| February 6, 2024 | 0251005255 | RT 13 N/B SALISBURY SCALEHOUSE, MD | II | 5 | 1 | UFP ELIZABETH CITY | Truck Tractor Semi-trailer |
VOLVO TRUCK TRANSCRAFT |
4V4NC9EJ0GN955157 1TTF5320061078456 |
VA 38582PZ TX 173C629 |
| 393.9TS | OOSInoperative turn signal | Lighting | ||||||||
| 392.2-SLLEWG3 | State/Local Laws - Excessive weight - More than 5000 lbs over on allowable gross weight | |||||||||
| 393.9 | Inoperable Required Lamp | Clearance Identification Lamps/Other | ||||||||
| 393.9 | Inoperable Required Lamp | Clearance Identification Lamps/Other | ||||||||
| 392.2WC | Wheel (Mud) Flaps missing or defective | Windshield/ Glass/ Markings | ||||||||
Shippers Seen at Inspections
Shipper names recorded by roadside inspectors over roughly the last three years. Only inspected loads appear, so this is a sample of who the carrier hauls for, not a complete customer list. Names are as entered at the roadside; blanks and placeholders such as “N/A” or “same as carrier” are left out.
| Shipper | Inspections | Most recent |
|---|---|---|
| CERTIFIED LUMBER/INDUSTRIAL WOOD PRODUCTS | 1 | June 26, 2024 |
| INFRA METALS CO. | 1 | May 23, 2024 |
| UFP ELIZABETH CITY | 1 | February 6, 2024 |
History & Filings
Authority, insurance and process-agent records
Authority History
| Date | Status | Type |
|---|---|---|
| December 17, 2025 | REINSTATED | Common Carrier |
| July 21, 2025 | GRANTED | Common Carrier |
| October 8, 2024 | INVOLUNTARY REVOCATION | Common |
| July 26, 2023 | INVOLUNTARY REVOCATION | Common |
| January 27, 2023 | INVOLUNTARY REVOCATION | Common |
| January 5, 2022 | INVOLUNTARY REVOCATION | Common |
Insurance & Revocation Filings
| Date | Type | Status |
|---|---|---|
| December 11, 2025 | BI&PD Primary/Excess | On file |
| June 18, 2025 | COMMON | On Record |
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Data sourced from FMCSA MCMIS via Socrata. Record last updated: September 27, 2026.
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