Top Chicago, IL Companies With Unlimited PTO (398)

Block, Inc. is a global technology company with a focus on financial services. Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the...

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.

Built In is the AI-powered career platform that connects innovative companies with professionals navigating their careers in a world reshaped by AI. For candidates, we provide AI-driven job recommendations and resources that support smarter career decisions. For employers, we deliver the always-on recruitment and reputation platform that ensures your brand is visible, trusted, and chosen. By combining employer brand insights,...

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.

Basis Technologies is a leading global provider of automation software designed specifically for enterprise marketers. Our platform, Basis, is the industry’s only comprehensive digital media solution that seamlessly integrates programmatic, site-direct, advanced TV, search, and social media within a single interface. By unifying these functions, Basis simplifies complex and disconnected media operations, automates repetitive tasks, and minimizes manual processes, enabling...

Gogo Business Aviation is the world’s leading provider of broadband connectivity services for the business aviation market. We offer a customizable suite of smart cabin systems for highly integrated connectivity, inflight entertainment, and voice solutions – innovations that help people in the air stay fully connected to their work, life and entertainment on the ground. Gogo created the inflight connectivity...

At GoHealth, advancing health equity starts with the intentional, data-driven application of proprietary technology, beneficiary and Medicare-expert insight, and an unwavering commitment to creating positive, health-focused impacts. With our determined drive to help Medicare consumers find a plan that fits their budget and needs, we believe in hiring risk-takers, innovators, and collaborators within our industry to create individualized, simplified healthcare...

Bounteous is an end-to-end digital transformation services consultancy that partners with leading brands around the globe to co-innovate and drive exceptional client outcomes. We build digital solutions for today’s challenges and tomorrow’s opportunities through transformative products and experiences. Driven by co-innovation, high technical and domain expertise, and a commitment to global talent, we foster a culture of belonging, support, and...

CDW Corporation is a leading multi-brand provider of information technology solutions to business, government, education and healthcare customers in the United States, the United Kingdom and Canada. A Fortune 500 company and member of the S&P 500 Index, CDW helps its customers to navigate an increasingly complex IT market and maximize return on their technology investments. For more information about...

Taboola empowers businesses to grow through performance advertising technology that goes beyond search and social and delivers measurable outcomes at scale. Taboola works with thousands of businesses who advertise directly on Realize, Taboola’s powerful ad platform, reaching approximately 600M daily active users across some of the best publishers in the world. Publishers like NBC News, Yahoo, and OEMs such as Samsung,...

In March of 2002, Belvedere Trading emerged as Chicago’s newest market maker, soon to join the ranks of the Windy City’s elite proprietary trading firms. Armed with printouts of Excel workbooks and a team of eager minds, Belvedere established their place in the SPX pit on the floor of the Chicago Board Options Exchange. From the beginning, we have iteratively...

Enverus’ innovative technologies drive production and investment strategies, enable best practices for energy and commodity trading and risk management, and reduce costs through automated processes across critical business functions. Enverus is a strategic partner to more than 6,000 customers in 50 countries. Enverus is a portfolio company of Hellman & Friedman and Genstar Capital.

Over the last 15 years, we’ve grown from a startup to a market-leading organization with over 150 team members, and we’ve created an award-winning culture that makes this company an amazing place to work. We've been ranked on multiple best places to work lists including the 2024 BuiltInChicago rankings.

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...

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...

Intelsat and SES have joined forces, uniting 100 years of combined innovation and leadership to create the world’s leading space solutions company. As a newly combined company, we bring together talented teams with deep industry expertise to deliver integrated satellite and connectivity solutions for businesses and governments across the globe. With a powerful multi-orbit fleet, an expansive ground network, and strong financial...

Halo Investing is an award-winning technology platform that disrupts how protective investment solutions are used worldwide. Headquartered in Chicago, with employees worldwide, we’re on a mission to change the world by democratizing access to investment solutions that were previously unavailable to most investors. Our marketplace connects financial advisors and investors to protective investment products – including structured notes and annuities...

Lessen is the tech-enabled, end-to-end property service provider that is transforming how commercial and residential real estate services are delivered and managed at scale. Lessen’s technology platform provides data-driven insights that unlock key growth opportunities for the entire real estate ecosystem—including investors, owners, managers, and service providers. The company leverages a network of over 30,000 vetted, qualified vendors (Lessen Affiliates)...

Chime was created because we believe everyone can Unlock Financial ProgressTM, and we want to develop solutions and services to empower people to succeed. The premise upon which we started Chime is simple: basic banking services should be helpful, transparent, and easy. Our suite of tools and platforms give our members the ability to have more control over their money...

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...