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Top Chicago, IL Companies With Unlimited PTO (403)

Braze
Marketing Tech • Mobile • Software
15 Offices
2,000 Employees
54 Benefits Hiring Now
Find your people. Make real impact.

At Braze, we believe in the passion of our people. We seek to ignite that passion by setting high standards, championing teamwork, and creating work-life harmony. We thrive when people add their unique perspectives to our ever-growing teams—and we strive to empower you to make an impact that fuels both you, and our business.

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Braze
DFIN
Fintech • Software
Chicago, Illinois, USA
1,750 Employees
64 Benefits Hiring Now
We deliver end-to-end risk and compliance solutions through our software and domain expertise.

DFIN is a leading global risk and compliance solutions company. We provide domain expertise, software and data analytics for every stage of our clients’ business and investment lifecycles. Markets fluctuate, regulations evolve, technology advances, and through it all, DFIN delivers confidence with the right solutions in moments that matter.

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DFIN
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
Alliant Credit Union
Fintech • Financial Services
Chicago, Illinois, USA
906 Employees
59 Benefits Hiring Now
We’re boldly disrupting banking norms to do good for our members, employees and communities.

Alliant is unlike any other financial institution — a digital credit union that wows our members. We’re boldly disrupting banking norms to do good for our members, employees and communities. With 90 years of history and more than $19 billion in assets, Alliant Credit Union is the largest credit union in Illinois and one of the largest in the U.S. Our industry-leading...

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Alliant Credit Union
BlackRock
Fintech • Information Technology • Financial Services
Bringing together tech and market expertise to help people build better financial futures.

As the world’s largest asset manager, BlackRock partners with investors around the globe to help them (and those on whose behalf they invest) plan for life’s most important goals – like retirement, home ownership and their children’s education. Our clients range from governments, foundations and other large institutions to those investing on behalf of individuals, including firefighters, nurses, teachers and...

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BlackRock
Attain
AdTech
4 Offices
146 Employees
37 Benefits Hiring Now
The most trusted and comprehensive source for live purchase data.

Attain is the most trusted and comprehensive source for permissioned, real-time purchase data in the United States. By connecting directly with over 10 million consumers, Attain delivers unmatched accuracy and scale across audience activation, insights, and in-flight optimization, and measurement, helping marketers tie every dollar of media to real-world sales outcomes. Attain’s portfolio of owned and operated apps, spanning financial...

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Attain
Bloom Credit
Fintech • Financial Services
Fully Remote, USA
36 Employees
51 Benefits
Bloom provides modern tools and APIs for developers and fintech innovators to work with credit bureaus and credit data

Bloom Credit helps companies launch lending products, report consumers' payments, and create innovative credit experiences. We do this by providing our clients with the data they need from all three credit bureaus, the expertise they are looking for to launch seamlessly, and the proprietary analytics to supplement credit insights - all delivered through Bloom’s developer-friendly API. Over 12 million US consumers...

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Bloom Credit
Cleo
Cloud • eCommerce • Information Technology • Professional Services • Software
5 Offices
500 Employees
51 Benefits Hiring Now
Cleo is the pioneer and global leader in the supply chain orchestration software category.

Join. Grow. Lead the Future of Supply Chain. At Cleo, we don’t just integrate supply chains—we orchestrate them. As the pioneer and global leader of the Supply Chain Orchestration software category, Cleo is helping thousands of companies around the globe drive transformation, deliver excellence, and shape the future of their global operations. Whether you're joining us from outside or growing within, Cleo...

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Cleo
Bitnomial
Blockchain • Fintech • Software • Financial Services • Cryptocurrency • Web3
Chicago, Illinois, USA
26 Employees
19 Benefits Hiring Now
Bitnomial is building the regulated crypto futures exchange for the next generation of financial markets.

Bitnomial is building the next generation of U.S. derivatives infrastructure. We are a regulated exchange and clearinghouse offering bitcoin futures and options under full oversight of the CFTC. By combining the transparency and safeguards of traditional finance with the efficiency of digital assets, Bitnomial brings institutional trust and accessibility to crypto-native markets. We operate as a Designated Contract Market (DCM), Derivatives...

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Bitnomial
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PartySlate
Consumer Web • Events • Marketing Tech • Productivity • Software • Hospitality
2 Offices
60 Employees
50 Benefits
PartySlate is the leading marketplace for people planning weddings and events of all kinds.

PartySlate is a fast-paced Chicago startup disrupting the $156 billion events industry in the United States. There are 13 million parties per year, produced by over 460,000 venues and vendors. PartySlate connects people planning all types of events — from weddings and corporate events to galas and milestone birthdays — with the venues and vendors who can bring their ideas...

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PartySlate
Analytics8
Big Data • Cloud • Information Technology • Analytics • Business Intelligence • Consulting • Data Privacy
3 Offices
200 Employees
59 Benefits
Analytics8 is a data and analytics consultancy. 

We help companies translate their data into meaningful and actionable information so they can stay ahead in a rapidly changing world.   We know data and analytics can be complicated and overwhelming. But data and analytics is all we do, and we are here to guide you through the complexities - so you can make sense of your data and use it...

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Analytics8
Nextpoint
Big Data • Cloud • Information Technology • Legal Tech • Software
Chicago, Illinois, USA
92 Employees
65 Benefits Hiring Now
A cutting edge cloud based, eDiscovery and eLaw tech company simplifying and innovating the modern litigation process.

Nextpoint is the industry leader in delivering cloud-based services for eLaw. Our market leading software and services help legal related organizations conquer their eDiscovery, Litigation and Admin needs. We do this by providing a powerful SaaS platform with world-class support and engagement teams that help hundreds of law firms across the country manage large data sets, identify relevant information via...

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Nextpoint
Kalderos
Big Data • Healthtech • Software • Analytics • Pharmaceutical • Infrastructure as a Service (IaaS)
2 Offices
120 Employees
36 Benefits Hiring Now
Redefining how the business of healthcare performs.

Kalderos is a data infrastructure and analytics company that’s solving challenges around drug discounts in the U.S. healthcare system. Through platform technology and big data, our team is delivering smart solutions that enable healthcare stakeholders to collaborate with greater transparency and trust. We’re passionate about our mission to take on the most stubborn challenges in healthcare. We also know that...

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Kalderos
Vibes
Marketing Tech • Mobile • Software
Chicago, Illinois, USA
140 Employees
68 Benefits Hiring Now
Vibes' mobile messaging platform creates personal, steady & revenue-driving mobile engagement for the mobile-first world

At Vibes, our premier mobile messaging platform helps world-class brands intelligently automate and optimize their mobile marketing outcomes through the power of SMS, MMS, RCS and Mobile Wallet. Industry leaders like Chipotle, Kohl’s, Polo Ralph Lauren, The Children's Place, KFC, Ulta Beauty, and others use Vibes to grow their customer relationships with relevant, high-volume mobile messaging and mobile wallet marketing on...

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Vibes
AdAction
AdTech • Digital Media • Marketing Tech • Mobile
Quality User Acquisition at Scale

At AdAction, we’re revolutionizing how brands connect with audiences through the power of mobile technology. As leaders in performance-driven marketing, we create innovative solutions that merge supply, loyalty, and rewards into seamless, mobile-first strategies. Our platform empowers brands and app developers to drive engagement, boost retention, and achieve sustainable growth by delivering personalized, reward-based experiences that foster genuine connections. With cutting-edge...

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AdAction
OpenX Technologies
AdTech • Enterprise Web • Information Technology • Machine Learning • Marketing Tech • Sales
4 Offices
420 Employees
55 Benefits Hiring Now
OpenX is an ad tech company that drives optimal value for advertisers through high-scale marketplaces across all screens

OpenX is focused on unleashing the full economic potential of digital media companies. We do this by making digital advertising markets and technologies that are designed to deliver optimal value to publishers and advertisers on every ad served across all screens. We’re an independent omni-channel supply-side platform (SSP) and a global leader in supply-side targeting, transparency, and sustainability. Through our...

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OpenX Technologies
TransUnion
Big Data • Fintech • Information Technology • Business Intelligence • Financial Services • Cybersecurity • Big Data Analytics

TransUnion is a global information and insights company that makes trust possible by ensuring that each consumer is reliably and safely represented in the marketplace. We do this by having an accurate and comprehensive picture of each person. This picture is grounded in our legacy as a credit reporting agency which enables us to tap into both credit and public record...

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TransUnion
Dropbox
Artificial Intelligence • Cloud • Consumer Web • Productivity • Software • App development • Data Privacy
Dropbox isn’t just a workplace—it’s a living lab for more enlightened ways of working.

We're a global community of bold visionaries and resourceful doers who are shaping the future of Dropbox—and with it the future of work. Our Virtual First model combines the flexibility of a distributed workplace with the power of human connection, making space for both meaningful work and meaningful relationships. With our start-up mindset and enterprise-level opportunities, you can be who...

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Dropbox
Bellagent
Artificial Intelligence • Machine Learning • Business Intelligence • Generative AI
3 Offices
20 Employees
14 Benefits Hiring Now
The AI agent builder for everyday operators.

Bellagent is an enterprise-level AI agent platform built to automate everyday business operations with zero-touch integrations that connect instantly to more than 1,300 applications. Launched in 2025 by Proactifi Inc., and headquartered in Chicago, the platform is built for practicality with industry-leading compliance and security standards, enabling organizations to deploy AI agents without friction from day one. Bellagent’s mission to...

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Bellagent
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

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