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Head Of Scaled in Chicago

17 active opportunities · Updated for October 2026

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Explore current head of scaled jobs in Chicago. Use filters to narrow by work mode, employment type, experience and date posted.

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Harvey
📍 Chicago• Full-time• Remote• $340K – $340K/yr
12 days ago

Why Harvey At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come. This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched. Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you. At Harvey, the future of professional services is being written today — and we’re just getting started. Role Overview This is a second-line leadership role where you will lead frontline managers, build a world-class team, and own the regional SMB number. You will be responsible for turning strong early traction into a repeatable, high-performing go-to-market engine across legal and professional

REMOTEai
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Adyen
📍 Chicago• $190K – $260K/yr
1mo ago

This is Adyen Adyen provides payments, data, and financial products in a single solution for customers like Meta, Uber, H&M, and Microsoft - making us the financial technology platform of choice. At Adyen, everything we do is engineered for ambition. For our teams, we create an environment with opportunities for our people to succeed, backed by the culture and support to ensure they are enabled to truly own their careers. We are motivated individuals who tackle unique technical challenges at scale and solve them as a team. Together, we deliver innovative and ethical solutions that help businesses achieve their ambitions faster. The role As part of our regional growth, we are looking for a strategic and experienced leader to serve as our Head of Customer Due Diligence, Americas. You will oversee a team of five people managers and a total of ± 45, spanning onboarding to ongoing reviews, and will play a pivotal role in evolving the CDD function across the region. You will work closely with internal stakeholders - Compliance, Commercial, Product, and Legal - and external stakeholders, including merchants and regulators, to ensure Adyen delivers a risk-aware, efficient, and scalable onboarding and review experience. This role is perfect for a builder, someone excited to drive change management, shape strategy, and create scalable processes as we continue to grow in the Americas. What you’ll do Team Leadership & Development Lead and coach a high-performing CDD

recruitment
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Harvey
📍 Chicago• Full-time• Remote• $425K – $425K/yr
4 days ago

Why Harvey At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come. This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched. Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you. At Harvey, the future of professional services is being written today — and we’re just getting started. Role Overview This is a second line leadership role where you will lead frontline managers, build a world class team, and own the regional Mid Market number for North America. You will be responsible for turning strong early traction into a repeatable, high performing got to market engine acr

REMOTEai
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Harvey
📍 Chicago• Full-time• Remote• $400K – $450K/yr
1mo ago

Why Harvey At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come. This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched. Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you. At Harvey, the future of professional services is being written today — and we’re just getting started. Role Overview Reporting to the VP, Legal Engineering & Regulatory Investigations, you will lead Harvey's Legal Engineering In-House focused teams Legal Engineering in the Americas. You will directly manage Legal Engineering Managers and oversee the teams focused on supporting Harvey's pre

REMOTEai
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Ripple
📍 Chicago• $196K – $240K/yr
2mo ago

At Ripple, we’re building a world where value moves like information does today. It’s big, it’s bold, and we’re already doing it. Through our crypto solutions for financial institutions, businesses, governments and developers, we are improving the global financial system and creating greater economic fairness and opportunity for more people, in more places around the world. And we get to do the best work of our career and grow our skills surrounded by colleagues who have our backs. If you’re ready to see your impact and unlock incredible career growth opportunities, join us, and build real world value. THE WORK: As Head of Managed Services at Ripple Treasury, you own the delivery, performance, and growth of our Hedge Accounting managed services practice, spanning both FX and Interest Rate Risk management. You lead a team of Derivative Accountants who deliver technical excellence to our client portfolio, and you’re accountable for the practice’s operational health end to end: client satisfaction, delivery quality, staffing, and the workflows that let the team execute quarter after quarter. You are responsible for running the Hedge Accounting practice: forecasting capacity against a growing client portfolio, making staffing calls, tracking delivery KPIs, resolving client escalations, and building the processes that let the team scale. When something technically challenging comes up — a contested de-designation, a novel structuring question, an auditor pushing back

accountingfinance
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SALT XC
📍 Chicago• Full-time• $85K – $95K/yr
1mo ago

Senior Designer, Portfolio At Kraft Heinz Design, we believe creativity has the power to make ideas unforgettable. We're looking for a Senior Designer to join our Portfolio Team and help shape the visual expression of seasonal campaigns across some of the world's most iconic brands. This role sits at the intersection of brand, retail, and shopper experience. Working alongside the Kitchen, Creative Directors, Art Directors, Copywriters, and Strategists, you'll develop the visual systems that bring big ideas to life—from campaign identities and brand guidelines to immersive in-store experiences. This role reports directly to the Head of Design at Kraft Heinz. This is more than a design execution role. We're looking for a Sr. Designer who thinks strategically, crafts beautifully, and understands how a single creative idea can come to life seamlessly across retail, shopper marketing, and every consumer touchpoint. What You'll Do Lead the design development of seasonal “Portfolio” campaigns across Kraft Heinz brands. Create campaign visual identities, design systems, and comprehensive brand guidelines that enable ideas to scale consistently across retail and marketing channels. Design engaging retail experiences, including point-of-sale materials, merchandising, displays, environmental graphics, packaging extensions, and promotional assets. Partner closely with Creative Directors, Art Directors, Copywriters, Strategists, Brand Teams, and Retail Marketing to transform big creative

airustexcel
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tastylive
📍 Chicago• Full-time• $100K – $130K/yr
1mo ago

Department: HR Reports To: Head of People & HR, IGNA Employment Type: Full-Time Salary : $100,000-$130,000 About the Role The People Experience Partner owns the design, delivery, and continuous improvement of programs that shape the employee experience across the full employee lifecycle. This role leads the organization's employee listening strategy, including the annual Energage engagement survey, and turns results into clear insights and measurable action plans in partnership with people leaders. It blends program management discipline with HRBP partnership experience, sitting alongside the Talent Management team with a close working relationship to the HRBP function. This role does not own a client group; the HRBP and Sr. HR & People Manager hold primary relationship ownership across the org. Instead, the People Experience Partner builds the programs, data, and frameworks that HRBPs and leaders use to guide their teams. This means moving quickly, working through ambiguity, and championing people-first initiatives that shape how employees experience their roles, their teams, and the company overall. You thrive in a changing environment where the best ideas win, and you are comfortable with change, ambiguity and authorship of how the People Experience Partner is embedded in the business. You're skilled at helping the organization navigate difficult conversations, bringing the creativity and experience needed to influence how e

ExcelPower BITableau
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1mo ago

Role: Paid Media Specialist Location: Chicago, IL – In-Person (3/days week) Reports to: Head of Marketing Operations tastytrade is hiring a Paid Media Specialist to support the planning, execution, and reporting of paid media campaigns. The ideal candidate has 3+ years of experience in paid media and is comfortable across the full campaign lifecycle, from brief to creative to launch to reporting. This person should bring a solid working knowledge of media planning and channel strategy, hands-on experience trafficking ads, and the ability to write paid search copy with a real understanding of the mechanics behind it. Strong campaign timeline and logistics management is essential, as is experience managing relationships with external agencies and getting campaigns live. We're also looking for someone comfortable using AI tools to find efficiencies in their day-to-day work. What You'll Do Support media planning and channel strategy, helping shape how and where campaigns run Manage the logistics of campaigns as they move from brief through creative and into launch, keeping timelines on track and coordinating between Creative, Performance, and our external agency Manage Google Marketing Platform tools (DV360, CM360, and Floodlights) to support campaign setup, tracking, and delivery Coordinate with our agency on ad trafficking, confirming specs, timing, and setup are correct before campaigns go live Write and refine advertising copy Manage campaign timelines and day-to-day lo

aifinancelogistics
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Department: Product Reports To: Head of Product Employment Type: Full-Time Location: Chicago, IL – In-Person Salary : $140,000 – $180,000 Technical Product Manager, Infrastructure & DevOps Location: Chicago, IL (West Loop) - Hybrid Reports to: Head of Product About the Role tastytrade is looking for a Technical Product Manager to own the roadmap for our infrastructure and DevOps capabilities — the systems that keep our trading platforms fast, stable, and secure, and that our engineers rely on to ship code confidently. You'll drive the strategy for our CI/CD pipelines, cloud infrastructure, and infrastructure-as-code, working closely with the engineers who build and operate them. This is a hands-on, technical role. You'll be trusted to dig into architecture and tooling decisions alongside engineers, make prioritization calls, and represent infrastructure priorities clearly to leadership. What You'll Do Own the roadmap for infrastructure and DevOps priorities — including CI/CD pipelines infrastructure-as-code and our AWS cloud environment — in partnership with the infrastructure engineering team. Work with backend teams (Ruby and Java) to understand where infrastructure or tooling gaps are slowing down delivery or creating risk. Prioritize and sequence infrastructure work against the needs of application teams building customer-facing trading platforms, account opening flows, and internal tools. Define what "healthy infrastructure" lo

javaawsfinance
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P
25 days ago

About Pinterest: Millions of people around the world come to our platform to find creative ideas, dream about new possibilities and plan for memories that will last a lifetime. At Pinterest, we’re on a mission to bring everyone the inspiration to create a life they love, and that starts with the people behind the product. Discover a career where you ignite innovation for millions, transform passion into growth opportunities, celebrate each other’s unique experiences and embrace the flexibility to do your best work. Creating a career you love? It’s Possible. At Pinterest, AI isn't just a feature, it's a powerful partner that augments our creativity and amplifies our impact, and we’re looking for candidates who are excited to be a part of that. To get a complete picture of your experience and abilities, we’ll explore your foundational skills and how you collaborate with AI. Through our interview process, what matters most is that you can always explain your approach, showing us not just what you know, but how you think. You can read more about our AI interview philosophy and how we use AI in our recruiting process here . Sr. Manager, General & Administrative Strategic Sourcing Pinterest is seeking a strategic sourcing leader to lead General & Administrative sourcing and manage an approximately $150M annual third-party spend portfolio . You’ll partner with leaders across Finance, Legal, Trust & Safety, People, IT, Workplace and other corporate functions to crea

REMOTEaifinancesupply chain
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C
Crypto.com
📍 Chicago• Full-time• Hybrid• $75K – $100K/yr
28 days ago

Crypto.com is one of the world’s largest cryptocurrency and financial services platforms, founded in 2016 and serving customers across the globe. In the United States, Crypto.com operates a fully regulated derivatives business through Crypto.com | Derivatives North America (formerly the North American Derivatives Exchange, or Nadex) — a U.S. Commodity Futures Trading Commission (CFTC)-regulated Designated Contract Market and Derivatives Clearing Organization headquartered in Chicago — together with its affiliated Futures Commission Merchant (FCM), Foris DAX FCM LLC. This structure gives Crypto.com control over the full U.S. futures stack — exchange, clearing house, and broker — a regulated footprint that is rare among crypto-native firms. It places the business at the forefront of prediction markets, one of the fastest-growing and most talked-about areas in finance today, where customers can trade on the outcomes of real-world events. This is a high-growth, high-visibility business — and the Treasury function sits right at the center of it, safeguarding customer funds and ensuring the liquidity that keeps these markets running. Role Overview Reporting to the North America Treasurer / Head of Treasury, the Senior Treasury Analyst supports treasury-related activities for the FCM and Nadex entities, with a primary focus on cash and liquidity management. The position is critical to ensuring continuous compliance with National Futures Association (NFA) and CFTC regulator

ExcelPower BITableau
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C
Crypto.com
📍 Chicago• Full-time• Hybrid• $100K – $165K/yr
1mo ago

Our Financial Crimes Compliance team is responsible for ensuring compliance with local laws and regulations in the countries where we operate. Crypto.com is seeking an experienced and well-versed blockchain expert to join our Financial Crimes team as a Blockchain Investigator. This role will assist the Head of Investigations and the VP of Compliance by levering timely and accurate information derived from complex blockchain-driven investigations to update controls and mitigate risks. The successful candidate will utilize blockchain expertise to update and maintain internal controls, provide ad-hoc investigative support to global MLROs, conduct OSINT checks, develop presentation decks, and provide other insights as needed to support the regional MLROs and the US BSA Officer as needed. About the Role The Blockchain Investigator, Financial Crimes role will be hybrid if in one of our hub-cities or remote and report to the VP of Compliance. This role focuses on executing advanced and specialized on-chain investigations, mitigating regulatory risk, and preparing SAR filings to identify, report and prevent financial crimes within the cryptocurrency ecosystem. As a core member of the compliance organization, this investigator will leverage blockchain analytics and threat intelligence to identify, assess, and disrupt sophisticated illicit network typologies and support global MLRO teams with an emphasis on North America clients (US & Canada). Responsib

recruitment
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SALT XC
📍 Chicago• Full-time• $57K – $65K/yr
1mo ago

Designer, Portfolio At Kraft Heinz Design, we believe creativity has the power to make ideas unforgettable. We're looking for a Senior Designer to join our Portfolio Team and help shape the visual expression of seasonal campaigns across some of the world's most iconic brands. Working alongside the Kitchen, Creative Directors, Senior Designers, Art Directors, Copywriters, and Strategists, you'll help create compelling retail experiences and campaign assets that connect with consumers at the point of purchase. This is an opportunity to grow your craft while contributing to integrated campaigns that span retail, shopper marketing, and beyond. This role reports directly to the Head of Design at Kraft Heinz. If you're passionate about branding, retail Design, and creating beautifully crafted work, we'd love to meet you. What You'll Do Support the development of seasonal campaigns across a portfolio of Kraft Heinz brands. Design retail and shopper marketing assets, including point-of-sale materials, displays, merchandising, signage, promotional materials, and campaign collateral. Assist in developing campaign visual identities, design systems, and brand guidelines under the direction of Senior Designers and Creative Directors. Apply existing brand standards consistently across a wide variety of retail and marketing touchpoints. Collaborate with cross-functional teams to ensure designs are strategically aligned, on brand, and production-ready. Contribute ideas during creative develo

gitrestai
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Company: tastytrade Role: Director, Business Operations — Operational Excellence Location: Chicago, IL — Hybrid About the Role The Business Operations team at IG North America works on many of the company's biggest opportunities and challenges. We help shape where the company is headed, identify new ways to grow, and make sure the entire organization is aligned. This role reports to the head of Business Operations and calls for someone who can think about the company's future while also getting critical work done day to day. The team moves between building multiyear plans and driving execution, depending on what the business needs most. This particular role is the team's depth expert on operational performance: how our operating teams run day to day, what it costs to serve our customers, and where better tooling, process, or data can unlock efficiency. You'll partner closely with the leaders of our operational teams, and their teams directly, as a hands-on partner, not just a strategist handing down recommendations. What You'll Do Operational tooling and efficiency Identify where manual, duplicative, or broken workflows are slowing down operational teams, and lead the build or rollout of new tools and systems to fix them. Partner with Engineering, Data, and operational leaders to scope, prioritize, and implement automation that reduces cost and improves speed or quality. Own the roadmap for operational tooling investments, including making the build versus b

CF
24 days ago

About the role We are hiring for a Senior Associate on Chime’s Compliance Assurance & Testing team. You will work in a fast paced environment and play an essential role in ensuring Chime remains compliant with regulatory requirements, internal policies, and bank partner expectations. In this role you will perform strategic end-to-end compliance testing of Chime’s innovative products and services to identify risks and control gaps. This will involve partnership with internal teams, as well as collaboration with our issuing bank partner’s legal and compliance teams. This role will report to the Head of Compliance Assurance and Testing. In this role, you can expect to Lead the end-to-end compliance testing process: from strategically scoping the review, partnering with cross functional teams to obtain necessary documentation, performing robust testing and gathering/reporting testing results to senior management. Proactively assist the business by identifying solutions to complex issues/findings and performing follow-up to ensure remediation is successful. Partner with cross-functional teams to perform compliance testing and/or to support bank partner testing oversight. Play a key role in creating and designing automated internal compliance monitoring and testing to identify trends, issues, and key performance and risk indicators. Maintain current knowledge of applicable laws and regulations and understand regulatory impact of changes to product/servic

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