Top Chicago, IL Transportation Companies With Best Work-Life Balance (124)
Founded by The Allstate Corporation in 2016, Arity is a mobility data and analytics company focused on improving transportation. We collect and analyze trillions of miles of driving data, using predictive analytics to build solutions with a single goal in mind: to make transportation smarter, safer and more useful for everyone.
Arity's Top Work-Life Balance & Wellbeing Strengths
Remote or Hybrid Flexibility: The company operates as a fully remote organization across the continental U.S., enabling control over work location and eliminating commute time. This setup supports balance by allowing work to fit around personal routines and time zones.
Time Off Access: Generous PTO, paid sick days, parental leave, and wellness days are available to support downtime and recharge. Access to multiple leave types helps prevent burnout and sustains well-being.
Supportive Culture: Teams are characterized as friendly and collaborative, with managers avoiding micromanagement and teammates who are approachable. This environment helps individuals handle challenging work with autonomy to meet objectives.
Founded in Chicago in 1987 by Stan Day, SRAM, LLC has grown to be one of the world's largest bicycle component manufacturers. Today, we are led by CEO, Ken Lousberg, and Stan Day serves as Chairman of our Board. SRAM’s global footprint helps us bring cycling to every corner of the globe, including your local roads and trails. We design and...
SRAM, LLC's Top Work-Life Balance & Wellbeing Strengths
Remote or Hybrid Flexibility: Employees can coordinate with managers for personal needs and may work from home about one day per week or as needed. Feedback suggests this flexibility helps keep weekly rhythms sustainable.
Time Off Access: Policies include paid vacation that grows with tenure and an annual year‑end shutdown. Feedback suggests these practices create predictable windows for rest and true disconnection.
Supportive Culture: A bike‑centric, wellness‑oriented environment—lunch rides, on‑site showers/lockers, and wellbeing programs—normalizes stepping away during the day. Feedback suggests this culture reduces daily stress and supports wellbeing.
At Toro TMS, we are on a mission to deliver technology that drives lasting improvements for the trucking industry. Our dedicated team has built an easy-to-use, modern end-to-end TMS specifically designed for bulk haulers. From load management and dispatch, to accounting and driver payroll, we provide a single software solution to help our customers move more loads.
Toro TMS's Top Work-Life Balance & Wellbeing Strengths
Time Off Access: Policies include unlimited PTO, paid holidays, paid sick days, and generous parental leave (12 weeks primary/6 weeks non‑primary after one year), signaling accessible time away. These benefits are positioned to provide flexibility to step back during personal needs.
Supportive Culture: Culture materials describe a collaborative, mission‑driven environment with value‑based recognition, informal bonding, and leaders who openly reinforce cultural pillars. Cross‑functional rituals (weekly meetings, Slack, clear ownership) are emphasized to keep work organized and reduce bottlenecks.
Remote or Hybrid Flexibility: The company notes teammates across all four U.S. time zones and cites fully remote setups for some engineering roles. This distribution can allow some scheduling autonomy and location flexibility, depending on team.
Our platform creates comprehensive digital twins of your supply chain with AI-powered digital workers to automate resolution, improve collaboration and drive outcomes across all stakeholders. Unlike traditional control towers, we enable true real-time execution and intelligent fulfillment, transforming both your supply and customer-facing operations.
FourKites's Top Work-Life Balance & Wellbeing Strengths
Remote or Hybrid Flexibility: A team-driven hybrid model with no companywide in-office mandate lets most work happen remotely while enabling targeted in-person collaboration in hubs. Optional co-location days support coordination without enforcing a fixed cadence.
Time Off Access: Companywide “recharge days,” generous PTO, and volunteer time create predictable opportunities to disconnect when honored in practice. Paid parental leave further expands accessible time away.
Flexible Scheduling: Flexible start and end times and team-selected office days provide autonomy to plan work around personal commitments. This structure can help adjust hours around peaks without losing coverage.
Mastery is the World’s First Lovable Transportation Management System™ (TMS) built to support the complex world of logistics and supply chain. Mastery brings to market MasterMind™, a cloud-based SaaS technology solution for large complex organizations, providing interconnected automation, visibility, and productivity across their supply chains.
Mastery Logistics Systems's Top Work-Life Balance & Wellbeing Strengths
Boundary Respect: Explicit guardrails like no‑meeting Fridays and guidance to avoid Slack after 7 p.m. are in place to protect focus time and evenings. Feedback suggests these norms help maintain clearer boundaries when teams follow them.
Remote or Hybrid Flexibility: Many roles are offered as remote or hybrid, with flexibility on schedules in some cases. Past postings have even included four‑day workweeks for certain positions, indicating options that can ease day‑to‑day demands.
Time Off Access: Unlimited PTO and a company‑wide year‑end shutdown create structured opportunities to disconnect. Feedback suggests these benefits support recovery when utilization is encouraged by local teams.
Delta Group Logistics was founded in January of 2012 to provide additional solutions to Delta Freight Systems growing customer base. Though separate companies, in those early years, DFS and DGL worked together to meet the needs of our customers. With new experienced leadership in place, we are looking to grow the company the right way. We are a young and fast-growing...
We are industry veterans and data-scientists using innovative technology to fearlessly reinvent the future of freight. As the ‘nerds of logistics’, we seek intelligence in data to solve deep-rooted inefficiencies in the industry. We give shippers, brokers and carriers access to our data connections (linking supply and demand) and suite of award-winning solutions to strike the perfect balance of cost...
Loadsmart's Top Work-Life Balance & Wellbeing Strengths
Remote or Hybrid Flexibility: Remote-first rhythms, distributed teams across the U.S. and Latin America, and a hybrid-friendly HQ enable location and schedule control that supports balance. Periodic onsite meetups are positioned as collaboration touchpoints rather than full-time office mandates.
Time Off Access: Unlimited PTO and flextime are highlighted, allowing employees to tailor time away and manage personal needs. The remote/hybrid setup complements taking time off without rigid office constraints.
Supportive Culture: Colleagues and managers are described as supportive and inclusive, creating an environment that helps balance feel sustainable. Positive team dynamics are frequently cited as a buffer during busy periods.
Transifex is a Localization Automation Platform that helps developers and marketers publish digital content across multiple languages. Built for companies with agile development cycles, Transifex's cloud platform helps accelerate the delivery of content with a continuous localization workflow. Customers using Transifex can be assured that new content is always translated, and the latest translations are included with each release. This...
DeepWalk has built an AI-driven platform that measures 3D models of infrastructure and creates useful deliverables for engineering, planning, and maintenance teams. Over 100 cities across America rely on DeepWalk’s software for measuring, planning, and updating infrastructure, starting with sidewalks. Creating 3D models of buildings and infrastructure has become affordable and widespread. However, extracting useful information from models is extremely challenging....
Cubic Corporation (Cubic) is an international provider of systems and solutions that address the mass transit and global defense markets.
Cubic Corporation's Top Work-Life Balance & Wellbeing Strengths
Flexible Scheduling: Flexible Scheduling: Flexible work schedules, 9/80 or every other Friday off arrangements, and an unlimited vacation policy are described as supports for maintaining balance.
Remote or Hybrid Flexibility: Remote or Hybrid Flexibility: Remote work programs and role‑dependent work‑from‑home options provide location flexibility in certain roles.
Time Off Access: Time Off Access: Paid holidays, paid sick days, generous parental leave, and unlimited vacation are highlighted as benefits that can support work‑life balance.
Harnessing the power of technology to revolutionize freight rail and create a more sustainable supply chain.
For more than five decades, Labelmaster has been the go-to source for companies – big and small – to navigate and comply with the complex, ever-changing regulations that govern dangerous goods and hazardous materials. From hazmat labels and UN certified packaging, hazmat placards and regulatory publications, to advanced technology and regulatory training, Labelmaster’s comprehensive offering of industry-leading software, products, and...
SEKO started out in business in 1976, operating out of a single Chicago office. Since then, we have built a solid reputation throughout the world as an innovative and flexible provider of first class logistics services. We provide complete Supply Chain Solutions, specializing in transportation, logistics, forwarding and warehousing. We also lead the industry with innovative and customizable IT solutions,...
Revenova is a cloud application provider of transportation management solutions for shippers, brokers and third-party logistics (3PL) companies. Our solutions improve the process of moving freight by aligning customers, carriers and co-workers more efficiently and intelligently. We founded Revenova because we saw companies struggle to align their sales, service and shipping operations due to proprietary application solutions that required too much...
CtrlChain specializes in simplifying and automating logistics management, targeting enhanced profitability, visibility, and service levels for shippers and carriers. Company offers streamlined, centralized systems for managing freight, reducing manual operations and costs, and providing data-driven insights to optimize transport operations.
Nippon Express services continue to expand the globe, achieving a five-point framework across Japan, the Americas and Europe, and stretching into the rapidly developing markets of East Asia, South Asia and Oceania. We see our role as a logistics consultant, providing one-stop business solutions that connect people and companies beyond national and regional boundaries, through diverse logistics modes, integrating land,...
FleetPulse™ is the leading trailer telematics company that enables end-to-end visibility into trailer safety and cargo security, serving customers with OEM-agnostic wired and aftermarket telematics offerings. Based in Chicago, Illinois, FleetPulse combines deep roots in the trucking industry with expert tech talent and offers telematics solutions across a comprehensive portfolio of devices, from hard-wired, OEM-installed sensors to easy-to-install aftermarket sensors and...
Kaizen Health is a healthcare technology company dedicated to removing transportation as a barrier to clinical care, food access, social services, education, the justice system, and employment as well as delivering supplies, food and prescriptions so that everyone can live a healthy and happy life. Kaizen Health works with health systems, Federally Qualified Health Clinics, Medicaid, Medicare Advantage , non-profits,...
Best Transportation Services is a delivery company that services the needs of the entire Chicagoland area. They offer courier services, messenger services, straight truck deliveries, truckload services, warehousing and distribution, and national LTL services to their customers. Visit their website to find out how they can help your business needs!
We build technology that changes the way the world moves. Our guiding principle is simple: the future of transportation is dynamic, shared public mobility — the kind that reduces carbon emissions across cities, compliments existing transit infrastructure, and provides equitable access to efficient, affordable ways of getting around. For everyone.



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