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CDL A Contract Driver (1099), OTR, Dry Van

Overlog INC · Palatine, Cook County

How to use this kit

Ground every answer in facts on this page and the original listing. We never invent Glassdoor-style reviews or salaries that are not in our data.

Interview prep

Be ready on: CDL/endorsements and experience, OTR comfort and time away, HOS examples, safety incidents, equipment familiarity, and 1099 contractor readiness (taxes, fuel, delays). Ask about lanes, home time, detention, equipment age, and settlement cadence.

Fit summary

Strong fit if you hold CDL A, prefer OTR dry van, and can run independently as a 1099 contractor. Weaker fit if you need local daily home time or W-2 structure. DATA does not confirm pay, reviews, or benefits.

Day in the role

As a CDL A Contract Driver (1099) for OVERLOG INC on OTR dry-van work, your day typically centers on pre-trip inspections, safe highway miles, load securement checks, HOS compliance, and timely pickups/deliveries. Expect independent scheduling as a contractor, ELD logging, shipper/receiver coordination, and end-of-day paperwork and equipment checks before the next leg.

Skills to emphasize

Core needs: valid Class A CDL, clean driving record, HOS/ELD fluency, dry-van loading awareness, and basic mechanical triage. Prep via FMCSA — CDL & Entry-Level Driver Training (ELDT) requirements (free info). Practice pre-trips, map/route planning, and professional shipper communication.

FAQ from this listing

Is this a W-2 company driver job?

The title lists CDL A Contract Driver (1099), so expect contractor status—confirm tax and settlement details with OVERLOG INC.

What kind of freight is involved?

The posting specifies OTR dry van; ask about lanes, drop-and-hook vs live load, and typical weekly miles.

Where is the role based?

Location is Palatine, Cook County, Illinois; OTR work usually means travel well beyond the home area.

Company facts (cached)

Website: overlog.com

Public cache only — not an employee review.

Role overview (listing rewrite)

OVERLOG INC is hiring a CDL A Contract Driver (1099) for OTR Dry Van routes based out of Palatine, Cook County. Join a carrier built and run by people who have lived life behind the wheel and genuinely back the drivers who power the freight. About the Role This is a full-time, over-the-road (OTR) opportunity hauling dry van freight as an independent contract driver (1099) for OVERLOG INC in Palatine, Cook County. Our leadership team and dispatchers all came up as drivers themselves, so they understand the realities of the road and structure the operation to keep you rolling and earning. We aim to build long-term partnerships — the kind where the drivers who start with us choose to finish their careers with us. Key Responsibilities Operate dry van equipment safely on long-haul, over-the-road assignments. Transport and deliver freight on schedule while complying with all DOT and FMCSA regulations. Maintain accurate logs and required documentation as a 1099 contract driver. Complete pre-trip and post-trip inspections and uphold strong, clean DOT inspection records. Communicate proactively with dispatch to keep loads moving efficiently. Qualifications Valid Class A (CDL A) commercial driver's license. Willingness to run OTR routes and operate as a 1099 independent contractor. Experience handling dry van freight is an asset. Commitment to safety, on-time delivery, and DOT compliance. Compensation Highlights Earnings of up to 65 CPM for solo drivers and 75 CPM for teams — paid on both empty and loaded miles. Bonuses awarded for clean DOT inspections. Layover pay when a layover occurs. Detention pay when detention occurs. About OVERLOG INC At OVERLOG INC, the owners and every dispatcher are former drivers, which shapes how we treat the people who drive for us. That driver-first mindset means real support, fair pay structures, and a team that's invested in keeping you happy, moving, and profitable. We're not looking to fill a seat for a season — we're looking for drivers who want a home for the long haul. How to Apply Ready to drive OTR dry van with a carrier that gets it? Apply for the CDL A Contract Driver…

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Questions to ask them

Generated for personal interview prep · 2026-07-17 UTC · getajob.ai