Best Companies to Work for in Chicago, IL (4,954)

Innovation & Products: Proprietary platforms and a tech‑heavy setup put engineers and quants close to production and traders, enabling rapid deployment to live markets and clear P&L visibility. Feedback suggests this creates high‑impact work and fast iteration on ideas.

Team Support: A “One Firm” culture emphasizes collaboration, open communication, and inter‑departmental camaraderie among traders, engineers, and support teams. Feedback suggests smart, supportive colleagues and cross‑team sharing make problem‑solving more effective.

Learning & Development: Structured programs, mentorship, and a “learn by doing” approach provide regular opportunities to build skills and take on responsibility. Feedback suggests early‑career professionals gain rapid exposure and growth through hands‑on work.

Benefits & Perks: Benefits include medical, dental, vision, HSA funding, 401(k), equity/stock options, EAP, wellness stipend, parental leave, commuter benefits, pet insurance, and ERGs, indicating a comprehensive package. A distributed model with hybrid flexibility and periodic in-person gatherings adds practical support for different working styles.

Team Support: Colleagues are often described as collaborative and supportive, with cross-team collaboration, mentorship, ERGs, and accessible leadership fostering connection. Team events, internal pitch sessions, and offsites reinforce learning and camaraderie in a hybrid setup.

Career Growth: Feedback suggests clear career tracks, yearly goals, and quarterly reviews with opportunities for internal promotion and hands-on work on high-impact products. Ongoing learning and mentorship signal strong development pathways as the company scales.

Innovation & Products: Work on an AI‑forward, “autonomous” spend platform and recent acquisitions creates complex, high‑impact problems for product, engineering, and go‑to‑market teams. Many describe this roadmap and portfolio expansion as energizing and meaningful.

Belonging & Inclusion: Refreshed values, active ERGs, and Coupa Cares are frequently highlighted, with community and allyship stories reinforcing an inclusion narrative from leadership. These visible programs signal an emphasis on belonging alongside business execution.

Market Position & Stability: A widely adopted B2B platform and large enterprise customer base provide meaningful scope and exposure to complex deployments. This scale is often viewed as strong resume signal within procurement and finance tech.

Work-Life Balance: Flexible, multi‑office and remote/hybrid options offer choice in work style and location, with remote communities and alternative arrangements supporting different life needs. These practices provide latitude to design schedules outside of peak periods.

Benefits & Perks: Benefits span 401(k) with match and profit sharing, flexible/unlimited PTO, paid volunteer/well‑being days, mental‑health supports, inclusive family‑formation and gender‑affirming care, and pet insurance. This breadth signals attention to holistic well‑being.

Learning & Development: Structured coaching, leadership programs, tuition reimbursement, CPA exam support, LinkedIn Learning, and an internal learning center create clear avenues to build skills. Multi‑disciplinary work across advisory, digital, and industry practices adds on‑the‑job development and resume value.

Mission & Purpose: Pride in serving a nationwide, not‑for‑profit, 100% digital credit union is emphasized, with growth in membership and assets reinforcing purpose-driven momentum. The member‑owner model and digital focus are portrayed as motivating aspects of the culture.

Benefits & Perks: Benefits include generous PTO and bank holidays, volunteer time off, tuition reimbursement, parental leave, a 401(k) match, HSA contributions, wellness stipends such as the Calm app, ERGs, and discounted member‑loan rates. In‑office and hybrid perks are also highlighted.

Work-Life Balance: A hybrid model anchored to the Chicago HQ with remote flexibility is described, framed as “flexible remote work” with outcome‑focused onsite collaboration. Many roles are hybrid and some teams mostly remote, with guidance to confirm days in office by function.

Innovation & Products: Teams ship consumer features at scale and iterate quickly across camera, AR, and ads, creating visible product impact. The environment emphasizes fast experimentation and small, cross‑functional squads.

Benefits & Perks: Benefits include generous parental leave, mental‑health support, and strong retirement options alongside wellness resources. The package is positioned as competitive and comprehensive across health, family, and financial support.

Team Support: Colleagues are often described as kind, smart, and collaborative, aligned to a values‑driven culture of being “Kind, Smart, and Creative.” Employee groups and culture programs reinforce inclusion and a supportive day‑to‑day experience.

Work-Life Balance: Hybrid schedules and flexible time/location practices are consistently highlighted as enabling healthy balance. Feedback suggests employees can manage personal commitments while meeting team goals.

Team Support: Colleagues are often described as friendly, helpful, and collaborative across global teams. Mentorship, approachable leads, and inclusive environments reinforce day-to-day support.

Innovation & Products: Work spans cutting-edge mapping, AI, and developer platform challenges tied to real-world automotive and logistics use. Feedback suggests the technical problems are engaging and impactful.

Benefits & Perks: U.S. programs include flexible time off, paid holidays and wellness days, mental‑health support, tuition reimbursement, a 401(k) match, an employee stock purchase plan, and parental leave with a gradual return option. Hybrid flexibility and volunteer time off are also highlighted as part of the package.

Team Support: Collaborative squads, a strong sense of community, and colleagues who prioritize collective solutions over blame are emphasized. Career coaching, manager training, and associate resource groups provide additional support networks.

Market Position & Stability: Work centers on widely used credit, identity, and fraud products at a large data company with ongoing investment capacity. Recent earnings updates and guidance indicate scale that can fund products and teams.

Market Position & Stability: A global remit serving marquee brands across many countries provides big, visible programs and cross‑disciplinary work. Parent‑company backing and long‑running client relationships signal organizational durability.

Belonging & Inclusion: A formal Global Inclusion program with multiple ERGs anchors community, development, and culture‑building. Public materials and awards highlight an inclusion‑forward, people‑first environment where ideas are welcomed.

Work-Life Balance: Hybrid roles with flexible scheduling (e.g., core hours) support work‑life integration in key hubs like Chicago and Seattle. Management is often portrayed as respectful of personal time with room to adjust around core collaboration windows.

Mission & Purpose: Feedback suggests employees work on meaningful, customer-facing problems in an underserved, real-world vertical, with direct impact on independent paint and hardware stores. Materials emphasize a long-term commitment to building for these retailers.

Benefits & Perks: Feedback suggests the company provides comprehensive benefits such as full medical/dental/vision coverage for employees, a 401(k), equity, unlimited PTO with holidays, daily team lunches, gym stipends, and learning allowances. Office perks like pet-friendly hubs and in-person community are also highlighted.

Career Growth: Feedback suggests a small, scaling team creates broad scope and visible ownership, with examples of role mobility and increased responsibility for strong performers. Hiring across functions and active product expansion signal opportunities to take on more.

Mission & Purpose: Work centers on economic empowerment for small businesses through the seller-focused ecosystem spanning payments, POS, and banking. Tangible merchant impact is positioned as a core motivator for roles close to sellers.

Benefits & Perks: Public materials outline comprehensive benefits including equity/ESPP, healthcare, paid parental leave, and mental-health support with clearly documented programs. Flexible, team-dependent remote/hybrid setups are also highlighted.

Innovation & Products: Roles span integrated hardware, software, and financial services with design-led practices and tight PM–Eng–Design collaboration on small squads. Frequent releases and Square AI initiatives keep teams focused on visible, customer-facing features.

Benefits & Perks: Benefits include comprehensive health coverage, a strong 401(k) match, generous paid leave, parental leave, tuition assistance, and broad employee discounts. These offerings are presented as a major draw that supports well-being and family needs.

Career Growth: Structured pathways, mentorship, rotational programs, and support for advanced degrees create avenues into managerial, project leadership, and specialized technical roles. These programs indicate sustained investment in long-term development across career stages.

Mission & Purpose: Work is described as challenging and impactful across large-scale aerospace and defense projects with tangible real-world significance. Many cite pride in contributing to important technologies and “cool products” that change the world.

Benefits & Perks: The package includes hybrid work, comprehensive health coverage, a 401(k) match, generous PTO with volunteer days, parental leave, mental‑health resources, commuter benefits, and everyday perks like snacks and a weekly meal stipend. These tangible offerings are emphasized as concrete quality‑of‑life supports.

Career Growth: Structured training, continuing education, women‑focused pipelines, and a 12‑month founder residency create visible on‑ramps and fast responsibility for early‑career talent. Mobility across multiple businesses further expands opportunities to take on varied roles.

Innovation & Products: Work spans proprietary options trading, fintech infrastructure, insurance, and new ventures, offering exposure to unconventional projects across domains. Role descriptions cite modern tech stacks and quant/infra adjacency that appeal to technologists who enjoy finance‑adjacent problems.

Compensation: Pay is considered at the top end for software engineers and interns, with strong totals in key hubs and support such as relocation or housing where applicable. Packages commonly include performance-based bonuses alongside base pay.

Learning & Development: Structured programs like the Graduate Traineeship, Trading/Development/FPGA Schools, and technical courses (e.g., C++ and “Trading for non‑Traders”) provide a clear ramp‑up and continued skill building. New joiners gain early responsibility with mentorship and exposure to live trading systems.

Team Support: Colleagues are often seen as smart, open‑minded, and collaborative, with close trader–engineer partnership embedded in day‑to‑day work. An office‑centric setup enables rapid whiteboard problem‑solving and social cohesion.

Team Support: Engineering and trading operate in tight partnership, shipping low‑latency systems with rapid end‑user input in an open, collaborative setting. A flat structure and in‑office interaction provide quick access to senior staff and immediate problem‑solving with desks.

Benefits & Perks: Compensation packages include profit sharing, 401(k)/Roth plans, generous PTO, and daily chef‑prepared meals with onsite gym subsidies and wellness support. On‑site amenities and frequent company events reinforce convenience and community.

Compensation: Company materials cite highly competitive pay and strong total compensation for engineering and trading roles. Profit sharing and bonuses add meaningful upside.

Mission & Purpose: Work is tied to helping hospitals and health systems improve financial performance and outcomes, aligning with a mission-driven focus on healthcare impact. The flagship platform’s repeated “Best in KLAS” recognition reinforces the sense of meaningful, real-world effect.

Market Position & Stability: Operation under Roper Technologies and the combination with Syntellis broaden products and data while providing large‑parent stability. Longstanding category leadership claims and third‑party accolades indicate durable customer demand.

Team Support: Colleagues and managers are often characterized as supportive and humane, fostering a collaborative, people‑focused culture. Many accounts highlight teammates who genuinely care about each other and customers.

Team Support: Colleagues are often seen as kind, collaborative teammates with approachable leaders and an open culture that encourages speaking up. In‑person collaboration and an international vibe are credited with building community and camaraderie across hubs.

Career Growth: Growth trajectories are frequently described as strong, with internal mobility, ownership mindsets, and opportunities to lead meaningful projects in a scaling, multi‑product platform. Feedback suggests ample learning via training, cross‑functional work, and visibility across global teams.

Work-Life Balance: Work rhythms are portrayed as balanced through a hybrid, IRL‑first setup, generous time off, and work‑from‑anywhere flexibility. Managers are described as considerate of personal schedules while maintaining structured in‑office collaboration days.

Compensation: Pay is considered competitive across many roles, with bonuses or overtime opportunities in some positions and union agreements delivering scheduled increases in covered plants.

Benefits & Perks: Benefits are described as comprehensive, including health coverage, retirement programs, PTO available from the first day in many roles, parental/adoption support, and discounts. Company materials consistently highlight a broad Total Rewards offering.

Learning & Development: Structured programs, rotational opportunities, cross‑training, and paid training pathways provide clear skill building and progression. Early‑career and technician pathways are presented as attractive entry points.

Benefits & Perks: Comprehensive healthcare, paid time off, parental leave, charitable‑gift matching, retirement contributions/401(k) features, and an employee stock purchase plan are consistently emphasized. Programs supporting well‑being, flexibility, and day‑one eligibility in many roles reinforce total‑rewards strength.

Career Growth: Rotational programs, internships, leadership and individual development, and promote‑from‑within pathways are highlighted across technology, sales, supply chain, and customer service. Opportunities to switch roles, gain certifications, and build skills suggest clear advancement tracks.

Market Position & Stability: A long‑established, profitable Fortune 500 distributor with recent national workplace recognition signals organizational stability and resources. The company’s scale and essential customer mission (“We Keep the World Working”) point to durable demand and job security.

Work-Life Balance: Hybrid flexibility and a laid‑back office rhythm, including remote options and commuter‑friendly locations, underpin a balanced day‑to‑day. Vacation/holiday policies and in‑office amenities (snacks, catered lunches) further support balance.

Learning & Development: Hackathons, workshops, book clubs, conference participation, and mentorship are emphasized across roles, including a hands‑on internship program. Continuing‑education stipends and cross‑functional exposure help people build skills in telephony, speech/voice, and data analytics.

Innovation & Products: Work centers on real‑time communications, call authentication/treatment, and conversation analytics on production systems, offering tangible, applied problems. Exposure to regulated environments (PCI DSS Level 1, HIPAA) reinforces reliability and security focus in product engineering.