ZipRecruiter

Log In

1

The Ride Drivers Jobs in Massachusetts (NOW HIRING)

Bennett Motor Express

$1.0K/day

... for the ride ✅ Virtual or In-Person Orientation - Your choice ✅ Medical Insurance Program Options Limited availability - Apply today! Requirements: * CDL A * 1 year of Verifiable OTR CDL A ...

Silver Ride

Boston - City

Boston, MA · On-site

$17.50 - $21.50/hr

Our innovative, award-winning ride-share platform is expanding and we're seeking compassionate ... Even if a driver has allergies, the law requires that the driver take the rider and service animal ...

Silver Ride

Boston/Element PACE - Driver

Methuen, MA · On-site

$33/hr

Bid for work with SilverRide, the only ADA-compliant shared-ride TNC in the U.S. Why Independent Contractors Choose SilverRide: $33/hr earnings potential Access to consistent ride opportunities $200 ...

WeDriveU

Paratransit Driver HP

Hyde Park, MA · On-site

$26 - $28/hr

OPERATING SERVICE FOR MBTA'S THE RIDE * PAID WEEKLY URGENTLY HIRING DRIVERS - NON-CDL - PUBLIC TRANSPORT VANS AND SEDANS * CLASSES START WEEKLY * FULL-TIME AND PART-TIME SHIFTS AVAILABLE * HEALTH ...

WeDriveU

Paratransit Driver HP

Boston, MA

$19.46/hr

OPERATING SERVICE FOR MBTAS THE RIDE * PAID WEEKLY URGENTLY HIRING DRIVERS NON-CDL PUBLIC TRANSPORT VANS AND SEDANS * CLASSES START WEEKLY * FULL-TIME AND PART-TIME SHIFTS AVAILABLE * HEALTH & OTHER ...

WeDriveU

Paratransit Driver HP

Boston, MA · On-site

$19.46/hr

OPERATING SERVICE FOR MBTA'S THE RIDE * PAID WEEKLY URGENTLY HIRING DRIVERS - NON-CDL - PUBLIC TRANSPORT VANS AND SEDANS * CLASSES START WEEKLY * FULL-TIME AND PART-TIME SHIFTS AVAILABLE * HEALTH ...

previous pagenext page

Showing results 21-40

All JobsThe Ride Drivers JobsThe Ride Drivers Jobs in Massachusetts

The Ride Drivers information

See Massachusetts salary details

$8

$14

$19

How much do the ride drivers jobs pay per hour?

As of Sep 10, 2026, the average hourly pay for the ride drivers in Massachusetts is $14.74, according to ZipRecruiter salary data. Most workers in this role earn between $12.36 and $16.78 per hour, depending on experience, location, and employer.

What is a The Ride Driver?

The Ride Drivers are professional drivers employed by 'The Ride,' a unique entertainment experience in cities like New York, where passengers board a custom, theater-style bus to enjoy an interactive tour of city landmarks. These drivers are responsible for safely navigating the streets while coordinating with on-board hosts and performers to ensure a seamless and entertaining journey. In addition to driving, they must be familiar with the city route, maintain a high level of safety, and contribute to the overall guest experience. The role requires excellent driving skills, customer service abilities, and the flexibility to work irregular hours, including nights and weekends.

What are the key skills and qualifications needed to thrive as a The Ride Driver?

To thrive as a The Ride Driver, you need a valid commercial driver's license (CDL), a clean driving record, and a thorough knowledge of traffic laws and city routes. Familiarity with GPS navigation systems, vehicle safety protocols, and scheduling software is typically required. Exceptional customer service, strong communication, and the ability to remain calm under pressure help drivers create a positive passenger experience. These skills ensure safe, timely, and enjoyable rides, which are critical for passenger satisfaction and operational efficiency.

What are some common challenges The Ride Drivers face while navigating busy city routes, and how can they effectively manage them?

The Ride Drivers often contend with heavy traffic, unpredictable road closures, and the need to keep passengers engaged and safe throughout the journey. Effective time management, adaptability, and strong communication skills are crucial for overcoming these challenges. Building familiarity with alternate routes, staying updated on traffic conditions, and maintaining a positive, customer-focused attitude help ensure a smooth and enjoyable experience for all riders.

What is the difference between The Ride Drivers vs Taxi Drivers?

AspectThe Ride DriversTaxi Drivers
Required CredentialsDriver's license, possibly ride-sharing certificationDriver's license, taxi permit or medallion
Work EnvironmentRideshare app-based, flexible hours, private vehiclesStreet-based, regulated, often in taxis or cabs
Employer & Industry UsageRide-sharing companies like Uber, LyftTaxi companies, municipal licensing authorities
Common Search & ComparisonYesYes

Both The Ride Drivers and Taxi Drivers provide transportation services, but The Ride Drivers typically operate through ride-sharing apps with flexible schedules and private vehicles, while Taxi Drivers work for taxi companies with regulated fares and licensing. Understanding these differences helps job seekers choose the right career path in the transportation industry.

What cities in Massachusetts are hiring for The Ride Drivers jobs?

Cities in Massachusetts with the most The Ride Drivers job openings:

The Ride Drivers jobs near you
Infographic showing various The Ride Drivers job openings in Massachusetts as of September 2026, with employment types broken down into 100% Part Time. Highlights an 100% In-person job distribution, with an average salary of $30,656 per year, or $14.7 per hour.

CDL-A Owner Operator - 1yr EXP Required - OTR - Bennett Motor Express

Worcester, MA • On-site

Bennett Motor Express
501 - 1,000 employees
Learn more about Bennett Motor Expressexternal

$1.0K/day

Full-time

Medical

This job post has expired today. Applications are no longer accepted.

Job description

CDL-A Owner Operators | Open Deck Division | Earn 74.7% of Linehaul.

  CDL-A Owner Operators – Open Deck Division | Drive for yourself. Partner with a company that stands for something bigger.


At Bennett Motor Express, we don’t just offer freight — we offer freedom, family, and a foundation of faith that’s helped independent contractors thrive for more than 50 years. Founded by Marcia Taylor in 1974 and still family-owned and operated, Bennett is built on the belief that when we put people first, everything else follows. We proudly serve America with integrity, patriotism, and excellence — and we treat every contractor like part of our own.

We’re looking for CDL-A Owner Operators who want more than just miles. If you’re ready to run your business, keep more of what you earn, and partner with a company that shares your values, there’s a place for you here.


Divisions Now Hiring:

  • Flatbed
  • Step Deck
  • Heavy Haul


What You’ll Get:

✅ Orientation Bonus – $1,000

✅ Fast Pay – Every day can be payday

✅ Earn up to 74.7% of line haul revenue

✅ Industry-Leading Fuel Discounts – Save ~$5,000/year on average

✅ No Forced Dispatch – You choose your loads

✅ Tire & Parts Discounts

✅ Safety Bonus – Up to $3,000 annually

✅ Business Support – Accounting, load alerts & back-office help

✅ 24/7 Chaplain Support – Because your spirit matters too

✅ Pet & Rider Programs – Bring family along for the ride

✅ Virtual or In-Person Orientation – Your choice

✅ Medical Insurance Program Options


Limited availability – Apply today!


Requirements:

  • CDL A
  • 1 year of Verifiable OTR CDL A Experience


Why Contractors Choose Bennett:

  • Faith-based, family-first culture
  • You’re in business for yourself, not by yourself
  • We exist to serve people, create opportunity, make a difference, and honor God in all we do
  • We believe in loyalty, safety, financial strength, and giving back to the communities we serve


At Bennett, you don’t just lease on — you level up. Let’s build something meaningful together.

Apply