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Top Boston, MA Transportation Companies With Best Work-Life Balance (92)

DraftKings
Digital Media • Gaming • Information Technology • Software • Sports • Esports • Big Data Analytics
The Crown Is Yours

It's simple, at DraftKings, we believe life is more fun when you're in on the action. For that reason, we’re committed to responsibly creating the world’s favorite games and betting experiences. We’re developing the most innovative and entertaining real money products and offers; to forever transform how people experience sports; to be a fully vertically integrated sports betting operator. It's...

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DraftKings

DraftKings's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Many corporate and technology roles are described as offering remote or hybrid options and autonomy to structure the workday, which helps manage personal commitments. Feedback suggests this flexibility is a notable strength outside peak-event periods.

Time Off Access: Flexible or unlimited PTO and paid parental leave are highlighted, and employees note these policies can make stepping away easier when workloads allow. Feedback suggests time away is workable on well-staffed teams.

Wellbeing Programs: Mental-health services, the Calm app, virtual yoga, backup childcare, and related resources are presented as meaningful supports for personal wellbeing. Feedback suggests these benefits complement flexibility even if they do not determine day-to-day hours.

Air Space Intelligence
Aerospace • Artificial Intelligence • Logistics • Machine Learning • Software • Transportation • Defense
3 Offices
150 Employees
38 Benefits Hiring Now
When predictability matters, real-time is already the past.

ASI is a dual-use software company that deploys predictive AI to the world's most complex operating environments. Backed by leading investors–including Andreessen Horowitz, Renegade Partners, and Spark Capital–we actively manage over 40% of all US air traffic across both public and private sector air operations. Partnering with major airlines like United and Alaska, we optimize thousands of flights daily, delivering...

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Air Space Intelligence

Air Space Intelligence's Top Work-Life Balance & Wellbeing Strengths

Flexible Scheduling: Flexible scheduling is described through manager-coordinated core hours, giving people autonomy over when work happens. This structure helps employees shape their days around personal needs in a fast-moving setting.

Time Off Access: A baseline of 20 PTO days, an additional flexible PTO pool, up to 33 paid sick days, and a company-wide Dec 25–Jan 1 break are outlined. These policies create meaningful opportunities for recovery, though actual ease of taking time off can depend on busy periods.

Remote or Hybrid Flexibility: A hybrid work model is offered, providing some control over where work is done. Performance is framed around output rather than hours, which can support work-life integration.

Agero
Automotive • Big Data • Insurance • Software • Transportation
Medford
1,600 Employees
65 Benefits Hiring Now
As the B2B industry leader, we are reimagining how to deliver support to drivers at ever step of vehicle ownership.

Agero is a leading provider of driver assistance, accident management, consumer affairs support and connected vehicle services for stakeholders across the automotive industry, including the world’s largest automakers, auto retailers, insurers, rideshare providers and other brands. As the driving force behind mobility support throughout all points in the vehicle ownership journey - from purchase to maintenance and breakdown to resell or...

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Agero

Agero's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Remote and hybrid options are offered across many positions, particularly in corporate and technology roles. This setup reduces commuting and can make day-to-day life easier to manage.

Flexible Scheduling: Some roles allow employees to choose among varied shifts, including overnight or alternative hours. This variety helps those balancing school, parenting, or other commitments.

Time Off Access: Benefits include flexible time off, paid sick leave, wellness days, and paid holidays. These resources can support recovery when workloads permit.

Piaggio Fast Forward
Artificial Intelligence • Computer Vision • Hardware • Robotics • Transportation • Automation • Manufacturing
Boston
62 Employees
52 Benefits Hiring Now
We are on a mission to build technology products that move the way that people move.

Boston-based company Piaggio Fast Forward Inc. (PFF) was founded in 2015 by the Piaggio Group (the Italian manufacturer that created the iconic Vespa scooter). In order to bring products to market today, PFF is solving the problem of robotic interaction with people in dynamically changing environments. We’re innovators, neighbors and creators with a passion for local living and pushing the...

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Piaggio Fast Forward

Piaggio Fast Forward's Top Work-Life Balance & Wellbeing Strengths

Remote or Hybrid Flexibility: Hybrid and flexible scheduling options are listed for eligible roles, with remote-work availability noted on workplace profiles. These arrangements are described as part of the day-to-day setup, helping employees manage commutes and personal commitments.

Time Off Access: Unlimited PTO, paid holidays, paid sick time, and parental leave are highlighted across employer materials and third-party profiles. These policies indicate formal avenues for employees to disconnect and take recovery time.

Supportive Culture: Colleagues are often characterized as collaborative, motivated, and enjoyable to work with, alongside social perks like team lunches, events, and a friendly, dog‑friendly office. This camaraderie is presented as a day-to-day strength that makes work more engaging.

TrueMotion
Software • Transportation
Boston

Safer driving, powered by your smartphone. TrueMotion (formerly Censio) is shaping the future of driving safety - through data and technology - while redefining how insurance is priced and delivered. TrueMotion’s technology platform enables insurance companies to distinguish between safe and risky drivers, reward safe drivers with discounts on...

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TrueMotion
Loomis Armored US, LLC
Logistics • Security • Transportation • Financial Services
48 Offices
24,000 Employees

Loomis is a cash-management and secure valuables services company operating through Loomis AB and its U.S. division, Loomis Armored US, LLC. It provides armored cash-in-transit transportation, cash processing and vaulting, ATM services, treasury-management support, and technology-enabled cash visibility. Its customers include financial institutions and commercial and retail businesses, supported by a nationwide network of branches, vehicles, and operating locations across...

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Loomis Armored US, LLC

Loomis Armored US, LLC's Top Work-Life Balance & Wellbeing Strengths

Wellbeing Programs: Benefits such as PTO, paid holidays, health, dental, vision, and retirement plans are commonly available. These offerings add structure to the overall package despite demanding hours.

Time Off Access: Time off is described as relatively easy to request in some locations, with PTO available even if sick and vacation time are combined. These practices provide occasional breathing room when staffing and schedules allow.

Workload Manageability: Teller and some office or vault roles can offer consistent schedules and a more manageable day-to-day rhythm. When branches are well managed, these positions tend to keep steadier start and end times than route-based jobs.

Massachusetts Port Authority
Agency • Logistics • Transportation
Boston
1,000 Employees
4 Benefits

The Massachusetts Port Authority (Massport) is a public authority that owns and operates three airports (Logan International Airport, Hanscom Field, and Worcester Regional Airport) and public terminals in the Port of Boston, connecting Massachusetts and New England to the world.

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Massachusetts Port Authority
WWEX Group
Logistics • Transportation • 3PL: Third Party Logistics
62 Offices
2,700 Employees
Hiring Now

Worldwide Express, a WWEX Group company, is a leading third-party logistics provider serving businesses with simplified parcel and freight shipping. It combines expert support, UPS parcel services, freight solutions, carrier relationships, and customizable technology to streamline shipping and e-commerce operations. The company provides customized, end-to-end logistics solutions and related supply-chain visibility for shippers ranging from small and midsized businesses to...

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WWEX Group
Collins Engineers, Inc.
Professional Services • Transportation • Industrial
20 Offices
500 Employees

Collins Engineers, Inc. is a nationwide engineering firm delivering civil and structural solutions for transportation, marine, industrial, energy, and site-development projects. Its work includes site planning, utility and stormwater design, waterfront and transportation engineering, inspections, asset management, and contractor support through construction. Combining decades of hands-on experience with modern technologies, the company tackles complex infrastructure challenges and develops practical solutions...

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Collins Engineers, Inc.
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Boston Volkswagen
Automotive • Retail • Transportation
Watertown
48 Employees
Hiring Now

Boston Volkswagen is a leading automotive retailer and Volkswagen dealership located in Watertown, MA. They offer a comprehensive selection of new and pre-owned Volkswagen vehicles, including cars, trucks, and SUVs. Beyond sales, the company provides professional auto leasing, financing, and maintenance services through its state-of-the-art service department, staffed by certified technicians to ensure high-quality vehicle care.

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Boston Volkswagen
OverIT
Cloud • Software • Transportation • Utilities
6 Offices
566 Employees

OverIT is a leading Field Service Management (FSM) software solutions provider with over 20 years of expertise. The company provides cloud-based, geospatial, and field collaboration tools specifically designed for mission-critical operations in linear asset industries, including energy, utilities, telecommunications, oil, and transportation. OverIT helps enterprise businesses globally optimize their daily efficiencies and manage complex field activities through its scalable and...

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OverIT
WeDriveU
Transportation
7 Offices
919 Employees
15 Benefits

WeDriveU is the leader in corporate transportation, specializing in complete managed solutions that move 4 million annual passengers. WeDriveU Commute Alternatives and Managed Solutions (Meetings & Events, Field Data Collection and Executive Drivers) help employers improve productivity, attract and retain talent, ease parking constraints, improve access to public transit and boost sustainability.

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WeDriveU

WeDriveU's Top Work-Life Balance & Wellbeing Strengths

Autonomy Over Hours: Overtime is often available by choice, enabling those seeking extra income to pick up additional hours. Feedback suggests this control helps some employees manage their time and earnings tradeoffs.

Workload Manageability: Certain routes and roles, especially for those with seniority or in corporate/support environments, provide steadier schedules and a more predictable day. Feedback suggests these arrangements make workload and hours easier to handle.

Time Off Access: PTO and paid holidays are highlighted alongside EAP support in job materials. Feedback suggests these policies can assist with time away and stress management, subject to location and role.

Flexcar
Automotive • Mobile • Software • Transportation • Travel
11 Offices
400 Employees
27 Benefits
Fiercely disrupt the concept of automobile ownership

Flexcar empowers all walks of life the flexibility to have a car of their own without the hassles of traditional car ownership. Convenient and affordable, Flexcar is here to disrupt a 90 Billion dollar industry by providing customers a better alternative to leases and ownership.

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Flexcar
Biocair
Logistics • Transportation
28 Offices

Biocair is a global GDP-compliant logistics specialist serving the pharmaceutical, biotechnology, and life sciences sectors. It provides comprehensive, time-sensitive and temperature-controlled logistics services, with flexible, tailored and cost-effective solutions. Its mission is to be the provider of choice for specialist logistics solutions to the global scientific community, helping customers retain absolute focus on research and development and enabling the safe...

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Biocair
Pickle Robot Company
Robotics • Transportation
Cambridge
40 Employees
20 Benefits Hiring Now

We believe the best working experience is one where machines do the heavy lifting and people do the problem solving. Our robots work with people in the messy world of warehouse loading docks, reducing the real physical pain of unloading trucks and containers radically amplifying what each person can accomplish. Founded by an exceptional cast of robotics and machine learning...

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Pickle Robot Company
The Walsh Group
Professional Services • Transportation • Utilities • Industrial
22 Offices
8,000 Employees
Hiring Now

The Walsh Group is a fourth-generation, family-owned construction company headquartered in Chicago, providing design, build, finance, and operation services for a wide variety of projects across North America. As one of the largest contractors in the United States, it operates through its subsidiaries—Walsh Construction, Archer Western, and Walsh Canada—specializing in the building, transportation, and water sectors to deliver industry-leading infrastructure.

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The Walsh Group

The Walsh Group's Top Work-Life Balance & Wellbeing Strengths

Supportive Culture: Feedback suggests some teams are described as family-oriented with strong teamwork that can make demanding periods more manageable.

Time Off Access: Feedback suggests PTO is available and sometimes supported, particularly under favorable managers or on well-run projects.

Adequate Staffing: Feedback suggests well-staffed projects and supportive supervisors are associated with more sustainable workloads.

Benesch
Professional Services • Transportation • Consulting • Industrial
49 Offices
1,309 Employees
Hiring Now

Benesch, formally Alfred Benesch & Company, is a multidisciplinary professional services firm providing planning, engineering, and design for infrastructure and community projects across the United States. Its work spans transportation—including roads, bridges, railroads, aviation, and transit—along with community development, environmental and water resources. The firm supports clients from needs assessment and concept development through design, regulatory compliance, and construction management.

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Benesch

Benesch's Top Work-Life Balance & Wellbeing Strengths

Flexible Scheduling: Flexible hours and a banked-time program are highlighted, allowing schedules to be adjusted to fit personal needs. Early-career materials and company statements emphasize the ability to modify working hours around life commitments.

Remote or Hybrid Flexibility: Depending on the position and manager, work can be done in-office, hybrid, or from home. Teams are encouraged to determine arrangements that best fit the role.

Time Off Access: Paid time off is available from day one with amounts tied partly to industry experience. Banked time and paid parental leave are intended to make time away easier to plan and use.

MBTA
Transportation
Boston
2,765 Employees
33 Benefits

The Massachusetts Bay Transportation Authority, often referred to as the MBTA or simply The T, is the public operator of most bus, subway, commuter rail and ferry systems in the greater Boston, Massachusetts, area. The MBTA is the largest transit provider in New England, and the fifth largest in the country. The MBTA directly operates or contracts out for service...

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MBTA
Parkloco
Transportation
Boston
1 Employees

Parkloco is the first real-time data pipeline in the parking industry. Using this real-time data, Parkloco provides data analytics software to parking lot owners that drives revenue. Parkloco shares this data with existing parking apps and navigation systems to establish a communication channel between parking lots and drivers.

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Parkloco
Masabi
Transportation • Travel
6 Offices
239 Employees
14 Benefits

At Masabi we’re driving the fare payment revolution — together, we are improving the transit of millions to enable seamless travel for all. Our own journeys are important too. Here, you have the tools to build the career you want. Whether you’re taking the direct route or trying new paths, we’ll be there to support you no matter what. We are grateful...

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Masabi

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