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Top Chicago, IL Payments Companies With Best Career Growth & Development (98)

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.

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Adyen

Adyen's Top Career Growth & Development Strengths

Internal Mobility: Company reports state a preference to promote from within, supported by an internal jobs board to facilitate moves across teams and offices. Programs such as the Exchange and language around “grow within Adyen” reinforce pathways for advancing inside the company.

Professional Development: The “Own Your Growth” philosophy, function‑specific Adyen Academies, and leadership programs are presented as mechanisms to build capability for larger roles. Structured initiatives like internal learning platforms and workshops provide ongoing upskilling tied to role needs.

Growth Culture: The Adyen Formula emphasizes creating one’s own path and growing toward full potential, aligning day‑to‑day work with advancement from within. Cultural messaging centers on autonomy, ownership, and long‑term development.

Mastercard
Blockchain • Fintech • Payments • Consulting • Cryptocurrency • Cybersecurity • Quantum Computing
We are a global technology company in the payments industry.

Mastercard powers economies and empowers people in 200+ countries and territories worldwide. Together with our customers, we’re building a resilient economy where everyone can prosper. We support a wide range of digital payments choices, making transactions secure, simple, smart and accessible. Our technology and innovation, partnerships and networks combine to deliver a unique set of products and services that help...

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Mastercard

Mastercard's Top Career Growth & Development Strengths

Internal Mobility: Company materials describe an AI‑enabled internal marketplace (Unlocked) that matches employees to open roles, short‑term projects, and mentors to accelerate internal moves. Public updates and case studies consistently position internal mobility as core to how people advance, including high‑profile succession examples.

Skill Development Resources: Program descriptions highlight extensive learning libraries, technical guilds, leadership academies, and tuition assistance available through Unlocked and related initiatives. These resources are framed as empowering employees to build future‑ready skills and actively own their careers.

Mentorship & Sponsorship: Accounts emphasize structured mentoring via Unlocked, including cross‑functional matches and visible leadership participation, to expand networks and learning. Mentoring is portrayed as a key mechanism that complements projects and learning paths to support advancement.

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....

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Applied Systems

Applied Systems's Top Career Growth & Development Strengths

Internal Mobility: Company materials highlight advancement from within, including employee spotlights showing multiple promotions and long-term cross‑department moves. Feedback suggests an internal careers portal and public messaging make internal moves visible and encouraged.

Training & Education Access: Career pages emphasize on‑demand, live, and on‑the‑job learning along with conferences, certifications, and Applied University resources. Employee features and benefits mention mentorship, customized development tracks, and job training that support advancement.

Manager Growth Support: Stories describe managers fostering career goals, providing stretch projects, and celebrating promotions during performance reviews. Company messaging frames leader support and recognition as central to enabling “banner careers” and mobility.

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...

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Block

Block's Top Career Growth & Development Strengths

Internal Mobility: Cross-brand pathways across Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, plus a formal internal-mobility function and apprenticeships, indicate supported moves and advancement within the company. Manager prompts and post-cycle audits surface promotion candidates across teams and demographics, reinforcing mobility mechanisms.

Skill Development Resources: An internal career development center, access to LinkedIn Learning, and apprenticeship-to-engineering routes provide concrete tools to build skills toward new roles and promotions. Inclusive peer networks and cross-ecosystem exposure further expand learning channels.

Leadership Development: Programs such as sponsorship initiatives and leadership pathways aim to accelerate promotion readiness and advancement. Manager training and “promotion primers” embed coaching touchpoints into the review cycle.

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.

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Moov

Moov's Top Career Growth & Development Strengths

Internal Mobility: Benefits profiles explicitly list “Promote from within,” and an employee story describes a move from the core team to the cards team, indicating facilitated movement across teams. Feedback suggests the company enables internal transitions even if public title-change examples are limited.

Professional Development: Public benefits outline mentorship, customized development tracks, and learning stipends, with materials encouraging conferences and books to “develop and grow.” These structured supports signal investment in building skills that can underpin advancement.

Growth Culture: Company messaging emphasizes lifelong learning, transparency, and a supportive environment, reinforced by open‑source roots and community learning avenues like fintech_devcon. These cultural cues suggest a workplace that prioritizes ongoing development.

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 Career Growth & Development Strengths

Internal Mobility: Employer materials and job posts highlight "Promote from within" and promote‑from‑within practices in field organizations, indicating pathways for internal moves. Feedback suggests operations-heavy parts of the business especially emphasize advancement from within.

Growth Culture: Company messaging centers on "At Metropolis, we want to see you grow," framing benefits and culture around development. This growth posture is reinforced across careers materials and external profiles that spotlight development-focused perks.

Career Path Clarity: Engineering roles are described as having a clear, rigorous leveling system that outlines expectations and supports progression discussions. Such structure can help align advancement conversations between employees and managers.

Waystar
Healthtech • Payments • Software
5 Offices
967 Employees
3 Benefits Hiring Now

Waystar provides market-leading technology that simplifies and unifies healthcare payments. Our cloud-based platform streamlines workflows and improves financials for healthcare providers of all kinds, and brings more transparency to the patient financial experience. The Waystar platform is used by more than 450k providers, 750 health systems and hospitals, and 5k health plans—and integrates with all major HIS and practice management systems. The...

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Waystar
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.

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Affirm

Affirm's Top Career Growth & Development Strengths

Internal Mobility: Company communications describe a formal internal mobility effort, including a Career Compass program and roles dedicated to building clear pathways to new opportunities. Public profiles also note openness to internal moves and office-to-office transfers.

Professional Development: Company materials outline comprehensive learning, mentorship, coaching, and leadership programs aimed at career progression. Dedicated teams and resources (e.g., training hubs and extensive course libraries) are described as supporting ongoing skill building.

Career Path Clarity: A published engineering career framework with dual IC and manager tracks guides growth conversations and promotion decisions. This structure signals clear expectations for advancement without forcing a move into management.

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...

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Square

Square's Top Career Growth & Development Strengths

Internal Mobility: Company materials describe promote‑from‑within practices, cross‑brand moves (Square, Cash App, Afterpay), and programs like the Builder Fellowship that can convert to full‑time roles. These signals point to real pathways for moving across teams and advancing internally.

Career Path Clarity: Public engineering growth frameworks, panel‑based promotions, and bias‑checked promotion packets give clear expectations by level and a formal process for advancement. Proxy and policy language around promotion and compensation fairness further reinforce the structure.

Mentorship & Sponsorship: Sponsorship via ELEVATE is positioned to accelerate promotion readiness, and fellowship programs include mentorship on product teams. First‑time manager programs and internal communities add additional support for guided development.

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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 Career Growth & Development Strengths

Internal Mobility: Company spotlights and employee stories show multiple internal promotions and cross-functional moves, suggesting mobility is part of the culture. Examples include transitions like Recruiter to Employee Experience Manager, an Operations-to-Information Security pivot followed by a Senior GRC Lead promotion, and a Director promotion noted in employee profiles.

Cross-Functional Experience: Employee features describe moves between teams such as sales to accounts, analytics to product, and strategy to marketing, with some new roles created to enable internal transitions. These narratives indicate opportunities to broaden scope and assume increased responsibility over time.

Professional Development: Public materials reference internal training, mentorship programs, and a personalized 90-day onboarding plan, alongside benefits like continuing-education stipends. These elements point to structured support for building skills and advancing careers.

Coupa
Artificial Intelligence • Fintech • Information Technology • Logistics • Payments • Business Intelligence • Generative AI
12 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 Career Growth & Development Strengths

Internal Mobility: Feedback suggests internal promotions and pathways exist, with interns and early‑career employees rotating across departments and converting to full‑time roles. Efforts to increase visibility into open leadership positions aim to encourage internal applications.

Leadership Development: Dedicated programs such as Drive Your Career, Star Talent, and the Aspiring & New Managers Program focus on building leadership capabilities through blended learning. Managers are encouraged to hold ongoing career conversations to support individual growth.

Training & Education Access: Employees can leverage LinkedIn Learning, Coupa University certifications, instructor‑led workshops, and a Learning Pass to upskill. Development offerings combine self‑paced e‑learning with expert‑led sessions to build technical and platform mastery.

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...

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Pangea Money Transfer

Pangea Money Transfer's Top Career Growth & Development Strengths

Internal Mobility: Employer-brand profiles highlight long-tenured employees describing multi-year progression within the company. Public benefits listings include “Promote from within,” signaling a practice of elevating internal talent.

Training & Education Access: Public materials cite continuing education stipends, customized development tracks, and access to job training and conferences. These offerings indicate budgeted support for formal learning alongside on-the-job growth.

Advancement Opportunities: Content references “easy to advance” and growth/learning opportunities, pointing to upward mobility for at least some roles. Compensation reviews and adjustments for promotions and expanded responsibilities further reinforce pathways to advance when operating at the next level.

Federal Reserve Bank of Chicago
Agency • Fintech • Payments • Sharing Economy • Social Impact
Chicago, Illinois, USA
1,515 Employees
40 Benefits Hiring Now

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...

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Federal Reserve Bank of Chicago

Federal Reserve Bank of Chicago's Top Career Growth & Development Strengths

Internal Mobility: Culture messaging encourages employees to learn and explore across teams and the Federal Reserve System, signaling support for movement and growth inside the organization. Officer roles are posted broadly, creating visible internal pathways even as selection remains competitive.

Leadership Development: Programs like PROGRESS with rotations, shadowing, and project work, plus a formal sponsorship initiative, are designed to build leaders from current staff. OMWI reporting explicitly frames this as an Internal Leadership Pipeline supported by mentoring cohorts and leadership workshops.

Advancement Opportunities: Documented cases show internal managers advancing into assistant vice president and senior vice president roles across multiple functions. Ongoing tracking of hiring, promotion, and retention at senior levels indicates advancing existing employees is an explicit management focus.

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.

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Flywire

Flywire's Top Career Growth & Development Strengths

Internal Mobility: Feedback suggests the #OneFlywire program gives FlyMates first visibility into open roles and tangible support to move across departments. Company communications highlight numerous internal moves, reinforcing internal mobility as an established path.

Training & Education Access: Feedback suggests Flywire offers structured learning such as “Managers Taking Flight,” leadership and management training, onboarding, and other development resources. These programs are positioned to prepare employees for advancement.

Growth Culture: Feedback suggests growth and internal promotion are presented as core parts of the culture, with materials emphasizing manager support to explore opportunities. Public-facing profiles and company pages consistently frame Flywire as prioritizing employee development.

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.

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Supernova Technology

Supernova Technology's Top Career Growth & Development Strengths

Internal Mobility: Company materials explicitly include “Promote from within” among professional development benefits, indicating stated pathways for internal advancement. Testimonials about “growing up with the company” align with an internal‑development mindset.

Training & Education Access: Employer content highlights continuing education assistance, paid certifications, job training, conferences, lunch and learns, and online course subscriptions. These offerings suggest structured support for ongoing upskilling alongside daily work.

Mentorship & Sponsorship: Descriptions of a flat structure with direct access to executives, including the CEO, indicate opportunities for guidance and sponsorship. Early ownership and close collaboration are positioned as accelerators for development.

Daxko
Fitness • Healthtech • Information Technology • Payments • Software
5 Offices
800 Employees
54 Benefits
Powering every wellness journey.

Daxko powers health and wellness throughout the world. Every day, our team members bring their passion and expertise to help health and wellness facilities operate smoothly and engage their members. Whether it’s supporting a fitness club, a community center, or a local boutique studio, Daxko is there, powering 40% of fitness and wellness facilities nationwide. We’re more than just a tech...

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Daxko

Daxko's Top Career Growth & Development Strengths

Training & Education Access: Training is described as structured and widely available through an internal learning platform, onboarding bootcamps, and partner learning tools. Certification and tuition support are also described as accessible ways to build job-relevant expertise.

Mentorship & Sponsorship: Mentorship pairings between junior and senior employees are described as a recurring development mechanism. Onboarding is also described as being supported by mentorship, reinforcing early-career guidance.

Advancement Opportunities: Promotion paths are described as visible, with examples of movement from individual contributor roles into lead roles over relatively short time horizons. Leadership promotions are also described as publicly recognized, reinforcing the availability of upward progression.

Arc Mobile
Mobile • Payments
Chicago, Illinois, USA
10 Employees

Arc Mobile is a software development company specializing in mobile payment solutions for undeserved industries.  In 2012, Arc Mobile launched the award wining, dutch (godutch.io) that allows guests to view, split, and pay their bill at their favorite restaurant via their mobile phone. dutch is available on iOS and Android.  In 2013, Arc Mobile launched Dono (dono.io), a mobile donation platform for...

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Arc Mobile
50/57 FUND
Fintech • Payments
Chicago, Illinois, USA

How do you grow your money and outperform the major indices without risk to principal? The new 50/57 Fund is designed to create a safe, worry-free investment allocation in the equity market that enables investors to grow capital in bull markets, hedge their investment in bear markets, and generate long-term cumulative returns far exceeding the S&P 500 benchmark over the...

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50/57 FUND
The Auctus Group
Healthtech • HR Tech • Insurance • Payments
Chicago, Illinois, USA
41 Employees
16 Benefits

We are an operations and consulting firm for plastic surgeons and dermatologists. We offer a number of service lines guided at letting our surgeons/doctors do what they love, while we handle the business end. We are building towards an all-in-on platform offering physicians a single solution to view their entire financial and operational snapshot

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The Auctus Group
PushCoin
Edtech • Payments
Geneva, Illinois, USA
3 Employees

PushCoin is a digital wallet for students and payments hub for K-12 public and private schools. The platform consists of a responsive web portal, mobile apps, identification devices (RFID-enabled student ID, keyfob, wristband, barcode, keypad, thumbscan scanners), and a point of sale software.

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PushCoin

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