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Top Chicago, IL AI Companies With Best Company Culture (226)

PwC
Artificial Intelligence • Professional Services • Business Intelligence • Consulting • Cybersecurity • Generative AI
74 Offices
370,000 Employees
67 Benefits See Our Teams Hiring Now
Grow here. Go further.

Build what’s next — with tech that matters PwC provides professional services across Audit and Assurance, Advisory and Tax — powered by a global network of over 370,000 people in 149 countries. You may know us for our business expertise, but technology is core to how we help clients move faster, build trust and deliver meaningful outcomes. As a technologist, you’ll work...

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PwC

PwC's Top Company Culture Strengths

Learning & Knowledge Sharing: Significant investment in digital upskilling, internal labs, and badges is positioned as a core cultural pillar and everyday practice. Employees cite structured development and broad client exposure that accelerate growth.

Collaborative & Supportive Culture: Team-oriented delivery and a “community of solvers” ethos are emphasized across purpose and values materials. Many describe supportive teams and mentorship that help navigate client demands.

Recognition, Pride & Shared Success: External employer accolades and strong brand prestige contribute to pride in affiliation and shared success. Public listings and leadership messaging reinforce a culture that celebrates people practices and hybrid norms.

Caterpillar
Artificial Intelligence • Cloud • Internet of Things • Software • Cybersecurity • Industrial
Cat Digital uses digital technologies to help Caterpillar Inc. customers build a better, more sustainable world.

Cat Digital is the digital and technology arm of Caterpillar Inc., responsible for bringing digital capabilities to our world-famous yellow iron. With over 1.5M connected assets worldwide, our teams use data, technology, advanced analytics and AI capabilities to help our customers build a better world.

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Caterpillar

Caterpillar's Top Company Culture Strengths

Authentic & Consistent Values: “Values in Action” and a code of conduct are consistently presented as daily guides, highlighting integrity, excellence, teamwork, commitment and sustainability. Safety and operational discipline are framed as enduring cultural norms across the enterprise.

Collaborative & Supportive Culture: Long‑standing Employee Resource Groups (e.g., African American Network, Latino Connection, Women’s networks, Veterans, LGBTQ+ “Lambda Network”) are positioned as avenues for development, community and cultural awareness. Community impact through the Caterpillar Foundation and civic engagement is emphasized as part of the employee experience.

Learning & Knowledge Sharing: Long‑term careers, mobility at scale, and development opportunities are highlighted across functions. Stories emphasize skills growth, cross‑training, and modernized role frameworks supporting career progression.

FloQast
Artificial Intelligence • Fintech • Software
The First Accounting Transformation Platform Powered by AI Agent

By automating and streamlining common accounting workflows to make them more efficient, FloQast is where accounting teams want to work so they can focus on what matters most, even when that’s just logging off on time. Whether automating reconciliations, documentation requests, or streamlining recurring accounting processes, such as the month-end close, financial reporting, or payroll, FloQast's platform enhances the way...

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FloQast

FloQast's Top Company Culture Strengths

Collaborative & Supportive Culture: Colleagues are often seen as helpful across functions, with cross‑team collaboration and a “connected” culture emphasized in public descriptions. Shared rituals and recognition of wins reinforce teamwork across product, engineering, sales, and customer success.

Transparency & Integrity: Leaders publish goals and share board‑deck slides company‑wide each quarter, signaling open visibility into priorities. Practices that spotlight ownership and candid updates are highlighted in culture narratives.

People-First Culture: Benefits language highlights remote flexibility, mental‑health days, family‑forming support, and stock options for all employees. Programs around promotion cycles, financial‑planning access, and celebration of values aim to invest in people beyond day‑to‑day work.

Coupa
Artificial Intelligence • Fintech • Information Technology • Logistics • Payments • Business Intelligence • Generative AI
13 Offices
2,500 Employees
39 Benefits Hiring Now
Help Shape What's Next

Coupa is a global technology company that helps businesses run smarter by connecting all the ways they spend money — from procurement and expenses to payments and supply chain decisions — in one intelligent platform. In simple terms, Coupa gives organizations the visibility and control they need to make better financial choices, reduce waste, and drive real impact. It’s where...

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Coupa

Coupa's Top Company Culture Strengths

Collaborative & Supportive Culture: Colleagues are often seen as welcoming and cooperative, with teams that support one another and a friendly, community feel. The workplace is described as inclusive and engaging, where people come together to get things done.

Accountability & Ownership: People are given significant responsibility and encouraged to own outcomes, supported by a bottom-up managerial approach. Recognition programs that celebrate commitment and impact reinforce a sense of ownership.

Authentic & Consistent Values: Values such as “Cultivate Belonging,” “Drive Success for #AllOfUs,” and “Build Tomorrow Together” are embedded in everyday language and reinforced through ERGs and awards. Leadership messaging and cultural rituals emphasize inclusion, shared accountability, and collective growth.

Morningstar
Artificial Intelligence • Big Data • Enterprise Web • Fintech • Software • Financial Services
26 Offices
11,500 Employees
57 Benefits Hiring Now
Empowering Investor Success

At Morningstar, we believe in building great products in-house in a highly collaborative, agile environment where we focus on technical excellence, the user experience, and continuous improvement. Our technologists represent a range of skills and experience levels, but they all view their work as a craft and push technology’s boundaries.

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Morningstar

Morningstar's Top Company Culture Strengths

Authentic & Consistent Values: Culture is portrayed as mission‑centric and ethical, with clear alignment between day‑to‑day work and an investor‑first purpose. Leadership is described as modeling stated values and integrity in practice.

Empowering & Trusting Leadership: Trust, autonomy, and flexibility are emphasized alongside accountability for outcomes. Hybrid norms are framed as coupling personal freedom with performance and delivery.

Learning & Knowledge Sharing: A broad learning ecosystem, credential support, and manager/leadership programs signal sustained investment in development. Tuition support, stipends, and internal mobility reinforce continuous learning and growth.

UncommonX
Artificial Intelligence • Information Technology • Software • Analytics • Cybersecurity • Generative AI
Chicago
40 Employees
30 Benefits Hiring Now
Cybersecurity is reactive, complex, and costly. We're out to change that.

Recognized by Crain’s as one of 2025’s Most Innovative Companies, UncommonX helps customers move from reactive defense to proactive resilience, with the context, prioritization, and insights needed to reduce risk and respond with precision. We believe cybersecurity should deliver more than alerts — it should deliver clarity, confidence, and control. That’s why we built an AI-powered Exposure Management platform that gives...

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UncommonX

UncommonX's Top Company Culture Strengths

Collaborative & Supportive Culture: Teams work cross-functionally across SOC, incident response, development, and infrastructure during live security events, reinforcing a low-silo environment. The organization positions its SOC as an extension of customer IT, encouraging partnership-oriented teamwork.

Learning & Knowledge Sharing: Practices like quarterly demos, post-engagement (win/loss) reviews, and weekly knowledge sharing embed ongoing learning. Company support for paid certifications, conferences, and training signals structured investment in skill development.

Transparency & Integrity: Public values highlight integrity and a customer-centric ethos tied to reliable service delivery. Benefits and culture pages emphasize collaboration, transparency, flexible work, and promoting from within.

FourKites
Artificial Intelligence • Big Data • Logistics • Machine Learning • Software • Transportation
4 Offices
475 Employees
55 Benefits Hiring Now
Leading Supply Chain Technology

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.

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FourKites

FourKites's Top Company Culture Strengths

Collaborative & Supportive Culture: Global “One Team” practices and cross‑region collaboration point to a cooperative environment where colleagues step up to help one another. Messaging about cheering for each other and raising the bar together reinforces day‑to‑day support.

Adaptability & Agility: Values like “Bias for Action” and “Extreme Ownership” show up in fast execution, frequent product enhancements, and experimentation with new capabilities. This pace aligns with a startup‑like urgency that rewards autonomy and decisive action.

People-First Culture: DEI embedded in hiring, recognition programs, and benefits shaped with employee input signal attention to people and belonging. Investment in a LEED‑certified HQ and community/sustainability efforts further emphasize care for employees as individuals.

ZS
Artificial Intelligence • Healthtech • Professional Services • Analytics • Consulting
Where passion changes lives

ZS is a management consulting and technology firm that partners with companies to improve life and how we live it. We transform ideas into impact by bringing together data, science, technology and human ingenuity to deliver better outcomes for all. Founded in 1983, ZS has more than 15,000+ employees in over 40 offices worldwide.

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ZS

ZS's Top Company Culture Strengths

People-First Culture: Inclusion-and-belonging communities (e.g., Pride@ZS, Women@ZS) and recertified workplace standards signal an emphasis on treating people right and psychological safety. Stated values like “treat people right, get it right, do the right thing” are consistently foregrounded.

Collaborative & Supportive Culture: Colleagues are often seen as smart, friendly, and helpful, fostering a supportive atmosphere and strong camaraderie. Cross-office teaming and approachable leaders reinforce day-to-day collaboration.

Learning & Knowledge Sharing: Formal programs such as onboarding (“New to ZS”), professional development coaching, and milestone trainings show a structured approach to growth. Steep learning curves and early responsibility accelerate skill-building across roles.

Upside
Artificial Intelligence • Fintech • Machine Learning • Mobile • Payments • Retail • Software
4 Offices
275 Employees
71 Benefits Hiring Now
We exist to advance the economic power of people living and working in the real world.

Upside is a technology company that increases the financial power of people and businesses in the real world. Our technology has helped millions of people get more purchasing power on the things they need, and tens of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes...

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Upside

Upside's Top Company Culture Strengths

Transparency & Integrity: Radical transparency and regular CEO communications (e.g., weekly AMAs and business reviews) are emphasized alongside the value “Always share whether we succeed or fail.” This positions openness and honesty as a daily operating norm.

Fair & Equitable Treatment: ERGs with executive sponsors, Pride‑month initiatives, and inclusive benefits like fertility support and parental leave are presented as tangible expressions of belonging. These programs aim to support equitable experiences across identities.

Fun, Rituals & Connection: Structured multi‑month onboarding includes a three‑day in‑person new‑hire onsite in Washington, DC and CEO meet‑and‑greets to build relationships in a hybrid workforce. Peer recognition rituals such as celebratory “tacos” on Slack and periodic in‑person events reinforce connection.

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Caxy
Agency • Artificial Intelligence • Enterprise Web • Mobile • Software
Chicago
45 Employees
32 Benefits Hiring Now
Caxy helps companies create a technology strategy and custom software that supports and drives the business strategy.

Caxy is a Chicago based software consulting and custom software development agency founded in 1999. Ranked top 3 software companies in Chicago by Clutch. Our secret sauce is that we want to make life as a developer fun, rewarding and not a grind. We have a commitment we call "The Caxy Promise." Many jobs in software are characterized by clients...

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Caxy

Caxy's Top Company Culture Strengths

People-First Culture: Leadership emphasizes avoiding late nights and unreasonable deadlines under “The Caxy Promise,” prioritizing interesting work and ending misaligned client relationships to protect teams. The company highlights that everyone should be seen, heard, and cared for as people first, with celebrations of personal and professional milestones.

Healthy Workload & Retention: Policies call out iteration, open communication, and the belief that generally 40 hours a week is plenty, tying rest and recharge to effectiveness. Guardrails against burnout include reasonable deadlines, guilt‑free PTO, and walking away from engagements that threaten team well‑being.

Collaborative & Supportive Culture: A hybrid rhythm expects in‑office overlap Tuesday–Thursday for whiteboarding and “water‑cooler” moments to boost problem‑solving and connection. Team norms like camera‑on standups, code reviews, and readily available help from experienced teammates reinforce a cooperative environment.

Motorola Solutions
Artificial Intelligence • Hardware • Information Technology • Security • Software • Cybersecurity • Big Data Analytics
24 Offices
23,000 Employees
48 Benefits Hiring Now
We help people be their best in the moments that matter.

About Motorola Solutions | Solving for safer Safety and security are at the heart of everything we do at Motorola Solutions. We build and connect technologies to help protect people, property and places. Our solutions foster the collaboration that’s critical for safer communities, safer schools, safer hospitals, safer businesses, and ultimately, safer nations.

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Motorola Solutions

Motorola Solutions's Top Company Culture Strengths

Collaborative & Supportive Culture: Colleagues are often described as strong collaborators with a supportive, team‑oriented mindset and willingness to help across disciplines and product lines. Employee resource groups and business councils foster connection and inclusion that reinforce day‑to‑day support.

Innovation & Creativity: The company promotes hackathons, cross‑disciplinary building, and sustained investment in AI/video analytics across a broad product portfolio, enabling new ideas to take shape. A span across radios, software and video security creates opportunities to build and integrate novel solutions.

Recognition, Pride & Shared Success: Work focused on public safety and enterprise security is frequently described as meaningful and user‑focused, fostering pride in impact. “Solving for safer” serves as a unifying cultural north star that aligns teams around shared outcomes.

Hudson River Trading
Artificial Intelligence • Fintech • Hardware • Other • Automation • Quantitative Trading
11 Offices
43 Benefits
We are mathematicians, computer scientists, statisticians, physicists and engineers.

Hudson River Trading brings a scientific approach to trading financial products. We have built one of the world's most sophisticated computing environments for research and development. Our researchers are at the forefront of innovation in the world of algorithmic trading.

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Hudson River Trading

Hudson River Trading's Top Company Culture Strengths

Collaborative & Supportive Culture: A non-siloed, shared R&D model with leaders who code and broad codebase access fosters easy cross-team collaboration and low‑ego teamwork. Explicit documentation and discoverability norms further reinforce cooperative work across locations.

Learning & Knowledge Sharing: Engineering habits emphasize writing things down, robust runbooks/wikis, and clear ticket/chat norms that support distributed teams and onboarding. New joiners receive significant training, transparent code review, and freedom to explore internally built solutions.

Recognition, Pride & Shared Success: Compensation and benefits are considered top‑tier, including company‑paid healthcare, family‑planning support, generous time off, meals, fitness resources, and retreats. Togetherness rituals and social events cultivate shared pride and signal investment in people.

Smartly
AdTech • Artificial Intelligence • Digital Media • Marketing Tech • Social Media • Software • Generative AI
10 Offices
805 Employees
74 Benefits Hiring Now
Smartly is an AI-powered adtech company, enhancing marketer productivity and unifying the platform world.

We solve for advertising campaign and creative complexities - both key elements to the time/money savings and performance that brands, agencies and businesses seek. Our unified platform combines media, creative, and intelligence, offering end-to-end workflows powered by AI across the open and closed web. With over 700 brands and advertisers, we've proven that dynamic and personalized creative makes advertising impactful. We...

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Smartly

Smartly's Top Company Culture Strengths

Accountability & Ownership: Empowered teams and individual ownership over outcomes are emphasized, with principles like Take Ownership and Commit & Do shaping day-to-day decisions. Autonomy is prioritized over heavy hierarchy, enabling faster execution and personal accountability.

Transparency & Integrity: Practices such as sharing context behind decisions, opening business metrics, and practicing radical candor are codified and encouraged. These norms are presented as mechanisms to build trust and align teams for speed.

Learning & Knowledge Sharing: The culture stresses maximizing learning and smart risk-taking, with early‑career programs that promote growth from day one. Engineering narratives highlight metrics‑led improvement, code reviews, and a zero‑bug stance that reinforce continuous learning.

Pricefx
Artificial Intelligence • Cloud • Enterprise Web • Information Technology • Software • Analytics • Business Intelligence
8 Offices
450 Employees
80 Benefits Hiring Now
The World’s Leading SaaS Pricing Software Company.

"This should be easier..." Pricefx was born of a simple yet powerful idea: that building a 100% cloud-native pricing platform would be the key to unlocking exceptional profitability for customers. At the time, cloud SaaS was only emerging as a trend, though we know today that cloud SaaS software is the future of software. Our founders had a unique insight –...

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Pricefx

Pricefx's Top Company Culture Strengths

People-First Culture: Inclusion is framed as practice with public commitments and ongoing efforts to build belonging, while benefits like generous PTO, paid holidays, and paid volunteer days signal tangible care for people. Stories emphasize a friendly, family-like environment with flexibility to work from anywhere.

Empowering & Trusting Leadership: High trust and autonomy are emphasized through expectations to own outcomes and speak up, with remote teams given latitude to deliver from anywhere. A fast, responsibility-centered ethos encourages individuals to act in the best interest of customers and colleagues.

Recognition, Pride & Shared Success: Visible rituals such as the Pricefx Spirit Awards, company-wide events, and public celebration of contributions nurture connection and pride. Community service activities and team gatherings reinforce shared wins and belonging across a distributed workforce.

QuillBot
Artificial Intelligence • Edtech • Mobile • Natural Language Processing • Productivity • Software
4 Offices
232 Employees
58 Benefits Hiring Now
Your ideas, better writing.

QuillBot is on a mission to make writing painless. We are starting with our state-of-the-art AI paraphraser which functions as a full-sentence thesaurus. Millions of people already use it to craft sentences, improve fluency, and get over writer's block.

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QuillBot

QuillBot's Top Company Culture Strengths

Accountability & Ownership: Job language emphasizes “own the outcome” and high‑ownership, impact‑driven work across cross‑functional teams. Feedback suggests individuals are trusted to drive results in a fast‑moving, outcome‑oriented environment.

Collaborative & Supportive Culture: Careers content highlights a “supportive team” with cross‑functional collaboration, design critiques, and rituals that reinforce partnership across Product, Design, Engineering, and Research. Company‑funded on‑sites/off‑sites and virtual events are used to maintain cohesion in a distributed model.

Learning & Knowledge Sharing: Benefits include learning reimbursements and a growth‑mindset ethos, with roles calling for blending qualitative research and quantitative analytics and frequent design critiques. Feedback suggests continuous experimentation and rapid iteration are encouraged.

Teragonia
Artificial Intelligence • Big Data • Machine Learning • Software • Analytics • Business Intelligence • Consulting
5 Offices
50 Employees
32 Benefits
Still building slides? Come build a business.

It’s an exciting time to be a Teragonian! Come help us transform the Private Equity industry and drive AI innovation while taking on new challenges and career growth opportunity.​ Teragonia provides an AI-based Value Orchestration platform for private equity backed mid-market operators, helping them transform fragmented operational data into an execution-focused view of business performance. With Teragonia, mid-market leaders align their...

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Teragonia

Teragonia's Top Company Culture Strengths

Collaborative & Supportive Culture: Teams are depicted as “genuinely collaborative and supportive,” with debate encouraged “free of ego” and an explicit emphasis on psychological safety. Ubuntu and cross‑functional delivery norms reinforce a low‑ego, team‑first environment.

Transparency & Integrity: Values materials stress honesty, accountability, and openness in how people work and relate to each other. This framing positions trust and candor as everyday expectations across the organization.

Accountability & Ownership: Work is described as fast‑moving with a bias to ship solutions that drive measurable business impact, and individuals are trusted with meaningful responsibility from day one. Ownership is tied to real outcomes rather than producing dashboards that get ignored.

Metropolis Technologies
Artificial Intelligence • Computer Vision • Machine Learning • Payments • Real Estate • PropTech
7 Offices
23,100 Employees
37 Benefits Hiring Now
Metropolis is an artificial intelligence company for the real world.

Metropolis Technologies, Inc. is an artificial intelligence company whose computer vision platform enables checkout-free payment experiences for the real world. Its proprietary AI-driven technology reaches more than 50 million customers while reducing costs, increasing transparency and capturing additional revenue for real estate partners. Following its take-private acquisition of SP+, Metropolis is now the largest parking network in North America with...

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Metropolis Technologies

Metropolis Technologies's Top Company Culture Strengths

Innovation & Creativity: Company positioning centers on applied AI to create checkout‑free, real‑world experiences, inviting builders to challenge the status quo and iterate quickly. Recognition and a product‑led identity reinforce an ambitious culture focused on invention at scale.

Learning & Knowledge Sharing: Engineering spotlights describe structured forums and reading groups, and “Collective Wisdom” is highlighted as a core value. An office‑first model is framed as a way to accelerate in‑person learning and collaboration.

Collaborative & Supportive Culture: Colleagues are often described as awesome, intelligent, and driven, with some teams citing a family‑like, supportive environment and approachable leaders. Office‑first practices are positioned to strengthen collaboration and learning from one another.

Webflow
Artificial Intelligence • Enterprise Web • Software • Design • Generative AI
4 Offices
800 Employees
63 Benefits Hiring Now
Webflow is the AI-native platform that lets anyone build, manage, and scale powerful, code-free web experiences.

Webflow empowers teams — from startups to the Fortune 500 — to design, build, and grow for the web, all without writing a single line of code. Simply put: we’re changing the way the internet gets built. Instead of relying on long dev cycles or heavy engineering support, Webflow lets teams move from idea to launch faster — bringing creativity...

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Webflow

Webflow's Top Company Culture Strengths

People-First Culture: Benefits and policies emphasize remote-first “work-from-anywhere” flexibility and support for life outside work, including programs that bolster well-being. Funded, identity-based affinity groups and a focus on belonging reinforce a human-centric environment.

Authentic & Consistent Values: Culture is anchored in four explicit core behaviors that are referenced across employer materials, signaling day-to-day norms rather than abstract ideals. Public recognition as a best workplace is explicitly tied to practicing these behaviors in a remote setup.

Learning & Knowledge Sharing: A strong documentation culture and leaders who explain the “why” behind decisions are highlighted, alongside async updates and clear response expectations. These practices help distributed teams stay aligned and assess culture fit.

Snap Inc.
Artificial Intelligence • Cloud • Machine Learning • Mobile • Software • Virtual Reality • App development
We believe the camera presents the greatest opportunity to improve the way people live and communicate.

Snap Inc. is a technology company. We believe the camera presents the greatest opportunity to improve the way people live and communicate. We contribute to human progress by empowering people to express themselves, live in the moment, learn about the world, and have fun together.

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Snap Inc.

Snap Inc.'s Top Company Culture Strengths

Authentic & Consistent Values: Values of “Kind, Smart, Creative” are embedded across recruiting, interviewing, and internal expectations, with leaders reinforcing collaboration, candor, and creativity in daily work. Company materials and compensation philosophy explicitly tie impact and values together, signaling consistency between stated principles and practices.

Innovation & Creativity: Leadership encourages experimentation and normalizes early “failure” to spark original ideas in AR and camera‑driven products. This product‑first mindset prioritizes rapid iteration and creativity to deliver tangible user impact.

Collaborative & Supportive Culture: An in‑person “default together” ethos is positioned to strengthen performance, mentorship, and face‑to‑face problem‑solving. Active ERGs and learning programs, framed within CitizenSnap, aim to build community and inclusion aligned to a culture of kindness.

iManage
Artificial Intelligence • Cloud • Information Technology • Legal Tech • Productivity • Software
8 Offices
1,100 Employees
71 Benefits Hiring Now
Whoever you are, whatever you do, however you work. Make it mean something at iManage.

iManage is dedicated to Making Knowledge Work. Over one million professionals across 65+ countries rely on our intelligent, cloud-enabled, secure knowledge work platform to uncover & activate the knowledge that exists inside their business content and communications. We are continuously innovating to solve the most complex professional challenges & enable better business outcomes. Our work is not always easy but it...

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iManage

iManage's Top Company Culture Strengths

People-First Culture: Flexible time off via the iMAway policy, enhanced parental leave, wellness days, and hybrid options are emphasized alongside a people-first philosophy. Leadership actions such as preserving jobs during COVID are described as prioritizing people over short-term cuts.

Collaborative & Supportive Culture: Teams are characterized as positive, friendly, and motivated, with colleagues eager to help and management fostering a healthy environment. Structured communities (iMPact Communities like iMWomen and iMProud) further reinforce support and belonging.

Learning & Knowledge Sharing: Programs like iThrive and iManage U highlight a commitment to continuous learning, skill growth, and career development. A collaborative setup encourages learning from peers and doing one’s best work tied to a larger mission.

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