Driving Jobs in Oldsmar, FL — Open Positions

As of September 2026, there are 20+ open driving positions in Oldsmar, FL. Current pay ranges from $1,092 to $8,925 per year. Top hiring areas include Delivery Driver and Dsp. New roles are posted daily — listings on this page are verified and updated regularly.

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Oldsmar, FL

$4,024 - $6,899

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Oldsmar, FL

$2,750 - $4,950

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Oldsmar, FL

$2,000 - $4,000

Heavy Freight Logistics

Independent Contractor Driver - Cargo Van / Box Truck Specialist

Oldsmar, FL

$5,250 - $8,925

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Oldsmar, FL

$2,940 - $5,250

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Oldsmar, FL

$2,040 - $3,570

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Oldsmar, FL

$3,920 - $6,720

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Oldsmar, FL

$3,000 - $5,500

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Oldsmar, FL

$2,800 - $4,800

United Parcel Service (UPS)

UPS Package Delivery Driver

Oldsmar, FL

$4,000 - $7,500

Domino's Pizza

Oldsmar Pizza Delivery Driver($2.6k-$4.4k/Month) | Hiring

Oldsmar, FL

$2,625 - $4,410

Amazon DSP

Amazon DSP seeks Delivery Driver in Oldsmar | Hiring

Oldsmar, FL

$2,975 - $4,080

Driving Jobs in Oldsmar — FAQ

How many driving jobs are available in Oldsmar, FL right now?
There are currently 20+ open driving positions in Oldsmar, FL. These include delivery drivers, CDL truck drivers, couriers, bus drivers, DSP drivers, and local route positions. New jobs are added daily.
How much do driving jobs pay in Oldsmar?
Driving job pay in Oldsmar varies by role: Delivery drivers earn $18–$25/hr, CDL truck drivers $55K–$90K+/year, couriers $16–$22/hr, and bus drivers $20–$30/hr. Night and weekend routes often pay premium rates.
Can I get a driving job with no experience in Oldsmar?
Yes. Many delivery driver, courier, and DSP positions in Oldsmar require no prior experience and provide paid training. Delivery driver positions require a valid driver's license but no CDL. Some carriers offer free CDL training programs.
What schedules do driving jobs offer in Oldsmar?
Driving jobs in Oldsmar offer flexible schedules: day routes (6 AM–4 PM), evening routes (1 PM–10 PM), overnight/line haul (6 PM–6 AM), and weekend-only schedules (Fri–Sun or Sat–Mon). Part-time and gig-style shifts are also available. Overnight and weekend routes typically pay premium rates.
What benefits do driving jobs offer in Oldsmar?
Benefits vary by employer, but many driving positions in Oldsmar offer: health, dental, and vision insurance; 401(k) or retirement plans; paid time off; sign-on bonuses; weekly or daily pay; company-provided vehicles for delivery positions; and CDL training assistance from select employers.
How much do drivers take home after taxes in Oldsmar?
Your take-home pay as a driver in Oldsmar depends on your pay rate, hours worked, and state tax rate. For example, a delivery driver earning $22/hr in a no-tax state like Texas takes home about $750/week, while in California it's closer to $670/week after state tax.
Are driving companies hiring immediately in Oldsmar?
Yes, many driving positions in Oldsmar are hiring immediately with start dates within 1–2 weeks of applying. Delivery driver and courier roles often offer same-week start dates. Browse the 20+ listings above and apply directly.

Last updated: September 11, 2026