Career LaddersLogistics & Driving
Delivery → CDL → owner-operator → fleet
The full ladder
5 steps from entry to ownership
- 1Step 1 of 5
Delivery / Gig Driver
Drive your own car for DoorDash, Uber Eats, Amazon Flex, or a local courier — start this week.
Learn more → - 2Step 2 of 5
Warehouse / Non-CDL Driver
Stable W-2 work driving a box truck or moving freight — no CDL needed under 26,000 lbs.
Learn more → - 3Step 3 of 5
CDL Driver (Class A or B)
Get your CDL and drive tractor-trailers, dump trucks, or transit buses — the biggest pay jump in the trade.
Learn more → - 4Step 4 of 5
Specialized / OTR Driver
Drive hazmat, tanker, heavy haul, or long-distance lanes — premium pay for premium skill.
Learn more → - 5Step 5 of 5
Owner-Operator / Fleet Owner
Own your truck (or trucks), get your own MC authority, and run a real trucking business in MA.
Learn more →
Next actions
What to do this week
- Sign up for DoorDash, Uber Eats, and Amazon Flex this week — all 3 take 3–5 days to activate
- Apply at 3 local W-2 courier companies (medical, parts, pharmacy) — they pay better and offer benefits
- Call your auto insurance and add a delivery/rideshare endorsement before your first shift
- Download Stride or Everlance to track miles for taxes from day one