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Top Chicago, IL Payments Companies With Best Company Culture (96)

Capital One
Fintech • Machine Learning • Payments • Software • Financial Services
Change everything. Starting with your career.

At Capital One, we think and work like a tech company, using our digital fluency to transform everything about the customer experience. We’re bending data to our will, and turning a stodgy industry on its head. That’s reflected in our ranking as the number one business technology innovator in the U.S. in the 2016 InformationWeek Elite 100.

Capital One

Capital One's Top Company Culture Strengths

Recognition, Pride & Shared Success: Pride in the company and formal appreciation efforts are prominent, with public accolades and internal recognition emphasized. These signals reinforce day-to-day appreciation and belonging across many teams.

Collaborative & Supportive Culture: Colleagues and leaders are often described as supportive, inclusive, and welcoming. Many teams highlight helpful peers, resources to succeed, and community through Business Resource Groups.

Learning & Knowledge Sharing: Learning pathways, career mobility, and structured development are emphasized in company materials. Associates describe strong opportunities to grow skills and take on significant responsibility.

Applied Systems
Cloud • Insurance • Payments • Software • Business Intelligence • App development • Big Data Analytics
Creating the best products with the best people in insurance technology!

Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other, too....

Applied Systems

Applied Systems's Top Company Culture Strengths

Collaborative & Supportive Culture: Colleagues are often seen as appreciative and team‑oriented, creating an open‑door feel and day‑to‑day support. Many describe strong camaraderie and enjoyment of working with their teams.

Recognition, Pride & Shared Success: Values‑based programs such as Applied All Stars, Circle of Excellence, and North Star visibly celebrate contributions. Many describe pride in the workplace and feeling welcomed and valued by peers and managers.

Empowering & Trusting Leadership: Leaders are described as accessible and open, with people given meaningful responsibility and autonomy. Approachability from managers contributes to feeling heard and supported.

Block
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Block builds technology for economic empowerment.

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...

Block

Block's Top Company Culture Strengths

People-First Culture: Pay and benefits are considered competitive and flexibility is emphasized, signaling investment in day-to-day support. Inclusion programs and remote-friendly practices are highlighted as helping people balance work and life.

Collaborative & Supportive Culture: Colleagues are often described as smart, kind, and supportive, with “lovely” teams and strong peer communities. Some orgs point to supportive managers that help people feel respected in their day to day.

Recognition, Pride & Shared Success: Mission-driven work is cited as meaningful and motivating. Pride in purpose and high-quality peers contributes to feeling recognized for contributions.

Adyen
Fintech • Payments • Financial Services
Meet the financial technology platform helping the world’s leading businesses achieve their ambitions faster.

Adyen (ADYEN:AMS) is the financial technology platform of choice for leading companies. By providing end-to-end payments capabilities, data-driven insights, and financial products in a single global solution, Adyen helps businesses achieve their ambitions faster. With offices around the world, Adyen works with the likes of Meta, Uber, H&M, eBay, and Microsoft.

Adyen

Adyen's Top Company Culture Strengths

Collaborative & Supportive Culture: Colleagues are often seen as smart, low‑ego, and helpful, with teamwork across time zones and a “win as a team” ethos that reinforces day‑to‑day support. The Adyen Formula’s emphasis on direct collaboration and picking up the phone helps people move work forward together.

Accountability & Ownership: Employees describe strong autonomy, trust from management, and room to solve complex problems, with a clear “create your own path to grow” principle. This high‑ownership environment lets contributors make decisions quickly and see impact end‑to‑end.

Healthy Workload & Retention: Work–life balance, time and location flexibility, and a sense of personal appreciation are notable aspects. Office‑first rhythms are paired with flexibility when needed, which can make day‑to‑day expectations feel sustainable.

Moov
Fintech • Payments
9 Offices
63 Employees
47 Benefits Hiring Now
We make money movement work for everyone so that businesses, merchants, and users can do great things with their money.

Moov is a payments infrastructure platform making it easy to accept, store, send, and spend money all from a single, elegantly-designed API. Instead of stitching together multiple vendors, software companies simply add Moov to their products to get the latest in payment technology, user onboarding, licensing, compliance, and more.

Moov

Moov's Top Company Culture Strengths

Empowering & Trusting Leadership: High agency and remote-first flexibility are emphasized, with people trusted to make decisions and take accountability. Leadership frames success around employees feeling challenged, safe, and respected, signaling empowerment in day-to-day work.

Transparency & Integrity: Radical transparency is a stated norm, with default-open Slack channels and visible project boards to share context. Leaders encourage open idea-sharing and psychological safety, reinforcing integrity in how information flows.

Recognition, Pride & Shared Success: Rituals like monthly all-hands, employee spotlights, and gratitude/kudos channels celebrate wins and customer impact. These practices reinforce belonging and make contributions visible across the company.

Pangea Money Transfer
Fintech • Mobile • Payments • Social Impact
2 Offices
70 Employees
62 Benefits
Moving Money With Purpose

Pangea is a digital money transfer platform that makes sending money abroad simple, reliable, and cost-effective. Founded in 2012 and based in Chicago, we’ve helped millions of people send money securely and efficiently, empowering financial freedom across borders. We serve a global customer base with a mobile-first platform that offers low fees, competitive exchange rates, and fast*, secure delivery. Our work...

Pangea Money Transfer

Pangea Money Transfer's Top Company Culture Strengths

Recognition, Pride & Shared Success: A formal “Pangea Props” program provides public kudos and redeemable rewards, making appreciation visible across the company. Feedback suggests visible celebrations of wins reinforce shared achievement.

Collaborative & Supportive Culture: Colleagues are described as accessible with a small‑team feel, fostering a respectful, mission‑driven environment where helping each other is encouraged. Feedback suggests peers often go above and beyond for one another.

Cultural Alignment: Purpose‑driven work serving immigrant and cross‑border families is frequently cited as personally meaningful. Feedback suggests this mission focus fosters pride and a sense of impact.

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...

Upside

Upside's Top Company Culture Strengths

Recognition, Pride & Shared Success: Peer-driven recognition, employee spotlights, and company awards are emphasized, reinforcing appreciation and shared wins. ERGs and visible shout-outs (e.g., company-wide Slack “tacos”) help make contributions seen across the org.

Open Communication: Weekly CEO AMAs and ‘radical transparency’ messaging signal frequent, candid information flow. Publishing workforce demographics and regular company updates further support accessible context-sharing.

Collaborative & Supportive Culture: Colleagues are often described as smart and collaborative, and onboarding rituals bring new hires together to build relationships. Community-building via ERGs and events fosters connection across hybrid teams.

Affirm
Big Data • Fintech • Mobile • Payments • Financial Services
7 Offices
2,200 Employees
70 Benefits Hiring Now
We create honest financial products that improve lives. Ready to make a difference?

At Affirm, we help people say yes to the things that matter with flexible, transparent ways to pay over time. No hidden fees, no compound interest, and no fine print—just a smarter way to spend.

Affirm

Affirm's Top Company Culture Strengths

People-First Culture: Company materials emphasize comprehensive benefits, remote-first flexibility, and encouraged time off that signal care for wellbeing. Inclusion programs and active support for employee resource groups are presented as ongoing investments.

Collaborative & Supportive Culture: Colleagues are often described as kind, smart, and empathetic, with strong cross-functional relationships that help people feel supported. Companywide events and community programming contribute to connection in a distributed setup.

Cultural Alignment: The mission to build honest financial products is portrayed as motivating and easy to rally behind, creating a sense of purpose in daily work. Third-party certifications are referenced as signaling broad-based respect and trust.

Federal Reserve Bank of Chicago
Agency • Fintech • Payments • Sharing Economy • Social Impact

The Federal Reserve Bank of Chicago is one of 12 regional Reserve Banks across the United States that, together with the Board of Governors in Washington, D.C., serves as the nation's central bank. The role of the Federal Reserve System, since its establishment by an act of Congress in 1913 , is to foster a strong economy and a stable...

Federal Reserve Bank of Chicago

Federal Reserve Bank of Chicago's Top Company Culture Strengths

People-First Culture: Careers materials emphasize an inclusive culture of belonging and multiple recognition programs aimed at building an engaged, valued workforce. Strong benefits and purpose-driven work are frequently cited as signals that people are appreciated.

Collaborative & Supportive Culture: Colleagues are often described as supportive, with mentorship, open communication, and team-oriented environments. Knowledge sharing and a mission-centered camaraderie are common cultural pillars.

Healthy Workload & Retention: Work–life balance, flexibility, and predictable hours are recurrent positives. These conditions help people meet personal goals and sustain long-term commitment.

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Square
eCommerce • Fintech • Hardware • Payments • Software • Financial Services
18 Offices
12,000 Employees
58 Benefits Hiring Now
Invent today. Shape tomorrow.

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together. So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage...

Square

Square's Top Company Culture Strengths

Recognition, Pride & Shared Success: Work tied to empowering small businesses is frequently described as meaningful, fostering pride and a sense that contributions matter. Directional sentiment points to impact and a clear product mission as positives that can boost perceived value at work.

People-First Culture: Distributed work, flexible time off, and wellness support are highlighted, signaling trust and respect in day‑to‑day practices. Employer materials and profiles depict flexibility and support as core parts of how teams operate.

Fair & Equitable Treatment: Equity grants, a discounted Employee Stock Purchase Plan, 401(k) match, and comprehensive health coverage are emphasized, indicating tangible investment in people. Compensation and ownership programs serve as clear signals of value.

Coupa
Artificial Intelligence • Fintech • Information Technology • Logistics • Payments • Business Intelligence • Generative AI
13 Offices
2,500 Employees
52 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...

Coupa

Coupa's Top Company Culture Strengths

Collaborative & Supportive Culture: Colleagues are often seen as high-quality teammates who collaborate well and help each other, including during onboarding. Direct managers are described as supportive, and a bottom-up structure encourages cross-team partnership.

Recognition, Pride & Shared Success: Recognition rituals and appreciation initiatives highlight individual contributions and reinforce a sense of belonging. Teams express pride in coworkers and celebrate wins in ways that make people feel seen.

Accountability & Ownership: Employees are encouraged to take initiative and are trusted with autonomy in a fast-moving environment. Onboarding and day-to-day practices emphasize ownership of outcomes rather than rigid top-down direction.

Metropolis Technologies
Artificial Intelligence • Computer Vision • Machine Learning • Payments • Real Estate • PropTech
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...

Metropolis Technologies

Metropolis Technologies's Top Company Culture Strengths

Collaborative & Supportive Culture: Colleagues are often seen as smart, driven and approachable, with some teams described as family-like and leaders accessible in an office-first setup that encourages in-person collaboration. Team-based planning, open-door norms, and cross-functional work are highlighted as everyday practices that help people support one another.

Accountability & Ownership: Work is frequently framed as high-agency with a builder/owner mindset, where individuals take end‑to‑end responsibility and see visible, real‑world impact from AI systems at scale. Empowerment to move fast and challenge the status quo is emphasized as part of how results get delivered.

Recognition, Pride & Shared Success: Programs such as employee awards and promoting from within are described alongside clear goals and pride in building real‑world systems. Benefits, parental leave, PTO, and wellness offerings further signal an intent to celebrate contributions and shared wins.

Supernova Technology
Cloud • Fintech • Payments • Software
2 Offices
118 Employees
64 Benefits Hiring Now
Our digital wealth management lending software democratizes access to flexible liquidity solutions.

Supernova is the technology leader in securities-based lending ("SBL") solutions that connect and empower the entire financial ecosystem. We offer the world’s first and only cloud-based, fully-customizable, end-to-end software solution to automate securities-based lending from origination through the life of the loan.

Supernova Technology

Supernova Technology's Top Company Culture Strengths

Collaborative & Supportive Culture: Colleagues are often seen as friends in small, cross‑functional teams, and the day‑to‑day is described as fun and collaborative. New ideas and creativity are encouraged across roles with approachable, team‑oriented dynamics.

Recognition, Pride & Shared Success: Formal mechanisms such as employee awards, peer‑nominations, appreciation events, and biannual town halls are used to celebrate contributions and shared wins. Visible recognition rituals create moments of pride and connection across teams.

Learning & Knowledge Sharing: Direct access to leaders for mentoring, immediate project immersion, and continuing‑education support reflect an emphasis on rapid learning and knowledge sharing. A stated culture of curiosity promotes ongoing skill growth and knowledge exchange.

Flywire
Fintech • Payments • Software
14 Offices
1,200 Employees
47 Benefits Hiring Now
Delivering the most important and complex payments.

Flywire is a global payments enablement and software company. We combine our proprietary global payments network, next-gen payments platform and vertical-specific software to deliver the most important and complex payments for our clients and their customers.

Flywire

Flywire's Top Company Culture Strengths

Collaborative & Supportive Culture: Employee resource groups and a stated focus on inclusion and bringing one’s whole self to work foster support and community. Culture narratives emphasize global collaboration and colleagues who are helpful and kind.

Recognition, Pride & Shared Success: Long-running workplace certifications and public recognition programs signal that contributions are celebrated and many feel heard and supported. Company communications highlight appreciation rituals and a sense of shared success.

Learning & Knowledge Sharing: Company-sponsored development hours and an internal skills model indicate structured learning and growth. Feedback suggests growth and feedback are prioritized.

Loop (loop.com)
Artificial Intelligence • Fintech • Payments • Software • Financial Services
2 Offices
92 Employees
4 Benefits Hiring Now

AI-powered cost savings for modern logistics

Loop (loop.com)

Loop (loop.com)'s Top Company Culture Strengths

Accountability & Ownership: Employees are expected to take end‑to‑end responsibility, with norms like shipping to production on day one. Values such as “Drive the outcome” reinforce high agency and clear ownership.

Collaborative & Supportive Culture: Colleagues swarm quickly to unblock problems and provide cross‑office help on short notice. The “Grow together” ethos and cross‑functional domain immersion encourage hands‑on, peer‑supported progress.

Adaptability & Agility: Teams iterate rapidly with a high shipping cadence and embed AI agents directly into the product. The organization embraces “full‑stack AI” and evolving tools to move quickly on complex logistics workflows.

CannaTrac
Cannabis • Payments
Chicago

CannaTrac® offers a cashless payment solution for the cannabis industry. With the CannaCard® or our CannaCard App™, both consumers and retailers benefit from the ease and safety of cashless payments.

CannaTrac
CurbAware Curbside Management Tool
eCommerce • Food • Payments • Retail
Chicago
2 Employees
Offers restaurants and businesses the ability to easily add curbside ordering.

CurbAware is a simple and cost effective way to start offering free curbside service, delivery, and online ordering. Restaurants. Clothing Stores. Dry Cleaners. Salons. Shops. Services & More. ➤ No fee to setup or monthly subscription. ➤ Add free Curbside service and scheduling. ➤ SMS notifications to alert customers on status.

CurbAware Curbside Management Tool
NAV Fund Services
Fintech • Payments • Software • Financial Services
3 Offices
2,975 Employees

Recognized for its innovative and highly cost-competitive fund administration solutions, NAV’s experienced team provides award-winning services for all alternative fund types and sizes, including digital asset funds. Since its founding in 1991, NAV has grown to more than 2,300 clients worldwide with $310 billion AUA. The company is headquartered in the United States, with four facilities in India and locations...

NAV Fund Services
Cubic Corporation
Aerospace • Payments • Security • Transportation • Cybersecurity
7 Offices
6,000 Employees
14 Benefits Hiring Now

Cubic Corporation (Cubic) is an international provider of systems and solutions that address the mass transit and global defense markets.

Cubic Corporation

Cubic Corporation's Top Company Culture Strengths

Collaborative & Supportive Culture: Teams are often described as collaborative, with many looking forward to interacting with coworkers and highlighting strong teamwork. A "One Cubic" emphasis reinforces working together toward delivery.

Respectful & Positive Atmosphere: The environment is frequently characterized as positive, with friendly, “fun” and “chill” colleagues contributing to a supportive day-to-day experience. A comfortably fast pace is commonly cited as manageable when paired with cooperative teams.

Transparency & Integrity: The organization explicitly emphasizes ethics, integrity, and keeping commitments, supported by a formal code of conduct and related standards. This framing sets expectations for trusted, principled behavior in daily work.

Braintree
Payments • Financial Services
3 Offices
409 Employees

Braintree enables merchants in more than 45 countries worldwide to accept and process payments in more than 130 currencies. We are a leader in mobile payments because we believe payments technology can drive innovation and revenue. We provide the commerce tools merchants need to minimize security concerns, expand globally, and enable new commerce experiences. And, as a PayPal service, Braintree...

Braintree

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