Updated September 2026
Best Owner-Operator Companies in Pueblo, Colorado (September 2026)
Pueblo, Colorado has 482 active owner-operator carriers as of September 2026. The carriers ranked below are scored on real driver pay, FMCSA safety, benefits, and how they treat applicants. WINNERS TRANSPORTATION LLC leads with an average gross weekly revenue of $2,657 and an average $2,142 sign-on bonus. WESTERN MOUNTAIN TRANSPORT INC follows at $8,500/week gross. Colorado trucking centers on the I-25 / I-70 cross at Denver, with energy-sector freight from the Denver-Julesburg (DJ) Basin's Niobrara play in Weld County and growing produce flows out of the Western Slope.
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 Pueblo, Colorado differs from the Colorado baseline
| Pueblo, Colorado | Colorado top 50 | Delta | |
|---|---|---|---|
| Average weekly pay | $6,880 | $5,587 | +23% |
| Dedicated routes | 50% | 34% | +16 pt |
Source: Lanefinder index, September 2026
The largest gap is on average weekly pay: Pueblo, Colorado sits 23% above the Colorado baseline.
Pueblo, Colorado's top owner-operator carriers right now
The top of the list is WINNERS TRANSPORTATION LLC at $2,657/week. A few names below the top earn more on a weekly-pay basis but rank lower on the composite.
#1WINNERS TRANSPORTATION LLC — $2,657/wk
WINNERS TRANSPORTATION LLC is number-one in Pueblo, Colorado this month on the composite ranking. WINNERS TRANSPORTATION LLC's FMCSA score is strongest on driver fitness — 92nd percentile. Lanefinder's application data flags WINNERS TRANSPORTATION LLC as a responsive employer.
#2WESTERN MOUNTAIN TRANSPORT INC — $8,500/wk
WESTERN MOUNTAIN TRANSPORT INC sits in the 95th percentile for gross weekly revenue among Pueblo, Colorado carriers. Top FMCSA dimension here is driver fitness, in the 93rd percentile. Application-response data flags this carrier as a responsive employer.
#3LOAD MONSTER INC — $5,125/wk
LOAD MONSTER INC's FMCSA score is strongest on hours-of-service compliance — 96th percentile. LOAD MONSTER INC responds to driver applications more reliably than the Pueblo, Colorado median.
Also in the top 10: #4 WIDER GROUP INC at $6,250/wk, #5 Rickman Transport, LLC at $9,250/wk, #6 GNS TRUCKING INC at $9,000/wk, #7 Ali Star Inc at $10,000/wk, #8 BLUE LIGHTNING LOGISTICS at $7,000/wk, #9 KILO METER LOGISTIC INC at $7,500/wk, #10 C & G TRANSPORTATION INC at $7,500/wk.
How drivers spend their time on the road in Pueblo, Colorado
7% of Pueblo, Colorado's active CDL postings are regional and 93% are OTR; local plus semi-local accounts for the rest (0%).
Guaranteed pay is on offer at 2% of Pueblo, Colorado postings; dedicated routes at 28%; take-truck-home at 93%. Pet-friendly policies appear at 74% and riders-allowed at 72%.
Driving CDL in Colorado
Colorado trucking centers on the I-25 / I-70 crossroads at Denver, with I-70 westbound the gateway to the Mountain West. Mountain passes and canyons — Eisenhower Tunnel (above 11,000 ft), Vail Pass, and Glenwood Canyon — are the dominant operational variable. Chain laws are aggressively enforced on I-70 from September through May. Elevation affects engine performance, brakes, and HOS realism. Cost of living along the Front Range is high relative to the Mountain West interior. Colorado has a moderate flat state income tax. Western Slope produce, northern Permian energy, and Denver last-mile distribution round out the lane mix.
Related guides
- Best trucking companies in Pueblo, Colorado
- CDL driver salary in Pueblo, Colorado
- Best owner-operator companies in Colorado
Where this data comes from
Carriers are scored against carriers in their own market. The composite is 30% compensation (pay + bonus + guaranteed pay + settlement cadence), 25% FMCSA safety, 25% benefits (W2 vs owner-op scoring), and 20% operational performance (responsiveness + fleet scale). No paid placement — the weights are the same for every carrier in the index. Updated September 2026.