Updated September 2026
Best Owner-Operator Companies in Greenwood, Indiana (September 2026)
Through September 2026, 666 carriers in Greenwood, Indiana contract owner-operators across the lanes Lanefinder tracks. RAY'S TRANSPORT INC leads with an average gross weekly revenue of $8,500 and an average $2,000 sign-on bonus. WINNERS TRANSPORTATION LLC follows at $2,657/week gross. Indiana freight centers on Indianapolis as a major Midwest crossroads, where I-65 / I-70 / I-74 intersect, supporting automotive supply chains, pharmaceuticals, and a large steel-producing northwest corridor near Gary.
What changed in September 2026
We just started tracking monthly changes for this view. Check back next month to see how rankings have shifted.
Where owner-operator pay is strongest in Greenwood, Indiana this month
The top of the list is RAY'S TRANSPORT INC at $8,500/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1RAY'S TRANSPORT INC — $8,500/wk
RAY'S TRANSPORT INC is number-one in Greenwood, Indiana this month on the composite ranking. RAY'S TRANSPORT INC's gross weekly revenue ranks in the 95th percentile across Greenwood, Indiana. Strongest FMCSA dimension is driver fitness — 87th percentile. RAY'S TRANSPORT INC tracks as a responsive employer on application-response data.
#2WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC's top FMCSA dimension is driver fitness, in the 92nd percentile. Driver applications get a faster-than-median response in Greenwood, Indiana.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's top FMCSA dimension is hours-of-service compliance, in the 96th percentile. Lanefinder's application data flags LOAD MONSTER INC as a responsive employer.
Also in the top 10: #4 TITANIUM AMERICAN TRUCKING INC at $6,250/wk, #5 WESTERN MOUNTAIN TRANSPORT INC at $8,750/wk, #6 WIDER GROUP INC at $6,250/wk, #7 POPE TRANSPORT INC at $7,000/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 AIA TRUCKING INC at $3,450/wk, #10 JK MOVING & STORAGE INC at $4,975/wk.
What Greenwood, Indiana drivers actually run
11% of Greenwood, Indiana's active CDL postings are regional and 89% are OTR; local plus semi-local accounts for the rest (0%).
Guaranteed pay is on offer at 2% of Greenwood, Indiana postings; dedicated routes at 27%; take-truck-home at 93%. Pet-friendly policies appear at 73% and riders-allowed at 69%.
How Greenwood, Indiana compares to Indiana
| Greenwood, Indiana | Indiana top 50 | Delta | |
|---|---|---|---|
| Pet-friendly fleets | 86% | 76% | +10 pt |
| Riders-allowed policies | 88% | 78% | +10 pt |
Source: Lanefinder index, September 2026
Greenwood, Indiana's biggest divergence from Indiana is on pet-friendly fleets, 10 points above the state baseline.
Driving CDL in Indiana
Indiana freight centers on Indianapolis as a major Midwest crossroads — I-65, I-70, I-74, and I-69 all intersect here. Automotive parts (Subaru, Honda, Toyota plus Tier-1 suppliers), pharmaceutical distribution tied to Eli Lilly, FedEx Indianapolis (FedEx's second hub after Memphis Worldhub), and Amazon regional fulfillment all drive consistent lane demand. Cost of living is below the national average. Indiana has a low flat state income tax — among the lower rates in the Midwest. Northwest Indiana (Gary/Hammond) is steel-and-chemical industrial; treat it as Chicago-overflow.
Related guides
- Best trucking companies in Greenwood, Indiana
- CDL driver salary in Greenwood, Indiana
- Best owner-operator companies in Indiana
How we compile these rankings
Compensation (30%): pay percentile + sign-on bonus + guaranteed pay + settlement frequency. FMCSA safety (25%): weighted percentile across vehicle maintenance, unsafe driving, hours-of-service, driver fitness, and controlled substances. Benefits (25%): hiring-type-aware. Operational (20%): driver-application responsiveness, modulated by fleet scale. Updated September 2026.