Top Director of Engineering Jobs in Chicago, IL

9 Days AgoSaved
Remote
Chicago, IL
145K-190K Annually
Senior level
145K-190K Annually
Senior level
Marketing Tech • Analytics
Leads data engineering teams while designing and optimizing scalable batch and real-time data pipelines on cloud platforms. Responsibilities include developing PySpark and Spark workflows, orchestrating Airflow DAGs, managing cloud infrastructure, implementing CI/CD, improving data quality and performance, and mentoring engineers. The role collaborates with clients, product, architecture, and program management teams, while applying generative AI and DevOps practices to improve engineering productivity and operational efficiency.
Top Skills: Apache AirflowSparkAWSCi/CdDockerGenerative AiGitGCPKubernetesMachine LearningAzurePysparkPythonSQLTerraform
19 Days AgoSaved
Hybrid
Chicago, IL
250K-280K Annually
Expert/Leader
250K-280K Annually
Expert/Leader
Fintech
Leads engineering vision and execution for a scalable B2B brokerage platform. Responsibilities include solution architecture, platform and ledger capabilities, strategic product delivery, engineering team leadership, AI and automation adoption, cross-functional collaboration, and operational excellence. The role requires expertise in distributed systems, microservices, cloud and container technologies, Java, Kafka, databases, financial services technology, brokerage platforms, and modernization of legacy systems.
Top Skills: Agentic AiAgileApi-Driven ArchitectureAutomated TestingAWSCi/CdDockerEvent-Driven ArchitectureGCPJavaKafkaKubernetesMicroservicesAzureNoSQLSafeSQL
10 Days AgoSaved
Remote
Chicago, IL
207K-250K Annually
Expert/Leader
207K-250K Annually
Expert/Leader
Edtech
Leads platform engineering across learner and enterprise products, setting architecture direction, integrating AI and data capabilities, managing engineering managers and teams, and improving quality, reliability, security, accessibility, and delivery. Partners with product, design, IT, cloud operations, sales, and executives on strategy, planning, budgets, and enterprise SaaS outcomes.
Top Skills: .NetAWSC#Ci/CdCloud ComputingDjangoJavaScriptLlmsMcpPythonReactRetrieval-Augmented Generation (Rag)Soc 2Test AutomationVpatWcag
11 Days AgoSaved
In-Office or Remote
Chicago, IL
Expert/Leader
Expert/Leader
Healthtech
Leads enterprise software engineering, solution architecture, data and reporting strategy for business applications supporting Human Capital, Finance, Supply Chain, and workforce management. Establishes roadmaps, engineering standards, governance, architecture, quality practices, and secure reporting capabilities. Directs cross-functional delivery, prioritization, lifecycle improvements, stakeholder alignment, and organizational development while hiring and managing engineering leaders and teams.
Top Skills: Azure CloudOracle Fusion Data IntelligenceSnowflake Cloud
One Month AgoSaved
Hybrid
Chicago, IL
190K-240K Annually
Entry level
190K-240K Annually
Entry level
Artificial Intelligence • Fintech • Greentech • Sales • Software • Travel • Hospitality
Own Perk’s global go-to-market engineering strategy, architecture, tooling, and roadmap. Build production-grade Clay automations, Salesforce integrations, orchestration systems, and AI-agent workflows using code and modern data infrastructure. Automate prospecting, seller workflows, account intelligence, and revenue operations while measuring commercial impact. Lead and develop a senior international team, partner with sales and revenue leaders, and establish engineering standards for scalable, monitored, tested, and recoverable systems.
Top Skills: 6SenseAi AgentsAPIsApolloBigQueryBomboraClayClearbitCognismDbtLlmsMakeN8NOutreachPredictleadsPythonSalesforceSalesloftSnowflakeSOQLSQLTypescriptUsergemsWebhooksWorkatoZoominfo
22 Days AgoSaved
In-Office
Chicago, IL
135K-237K Annually
Entry level
135K-237K Annually
Entry level
Analytics • Consulting
Leads enterprise data platform strategy, architecture, modernization, governance, and operations. Oversees Azure Databricks, SQL Server, and Azure data technologies while managing platform engineering teams, reliability, security, automation, observability, costs, vendors, and disaster recovery. Develops platform-as-a-product capabilities, self-service tooling, and infrastructure-as-code practices. Partners with data engineering, data science, security, governance, and architecture teams to enable analytics, machine learning, AI, and reporting. Mentors technical leaders and manages budgets and platform investments.
Top Skills: Azure DatabricksCi/CdDelta LakeFinopsInfrastructure-As-CodeAzureMicrosoft Sql ServerMlflowUnity Catalog
Reposted 22 Days AgoSaved
In-Office
Chicago, IL
229K-309K Annually
Senior level
229K-309K Annually
Senior level
Real Estate • Financial Services
Lead REMS Data Engineering to define platform strategy, architecture, and delivery. Manage and grow teams, build governed scalable data pipelines, ensure data quality, drive integration/API strategy, and align platform capabilities with product and enterprise priorities.
Top Skills: Agentic AiAirflowAWSAws GlueAzureAzure Data FactoryCloudFormationCosmosdbDatabricksDbtDockerKubernetesMcp IntegrationsMongoDBPostgresPrefectPysparkPythonRagRedshiftSparkSQLSynapseTerraformVector Databases
24 Days AgoSaved
In-Office
Chicago, IL
190K-225K
Expert/Leader
190K-225K
Expert/Leader
Aerospace • Hardware • Information Technology • Defense
Leads the RF Applications engineering organization, setting strategy, priorities, operating standards, and execution practices. Develops engineering managers and technical leaders, drives organizational change, workforce planning, recruiting, succession planning, and employee engagement. Partners with product management, project management, operations, sales, and executives to align roadmaps, budgets, resources, customer requirements, and delivery. Provides technical guidance for RF software, FPGA, DSP, system integration, and government-aligned solutions while fostering accountability, collaboration, and continuous improvement.
Top Skills: Agile Software DevelopmentCommunication StandardsDigital Signal Processing (Dsp)FpgaRf SoftwareRf System IntegrationSoftware-Defined Radio (Sdr)Wireless Signals
Reposted 16 Days AgoSaved
In-Office or Remote
Chicago, IL
180K-258K Annually
Expert/Leader
180K-258K Annually
Expert/Leader
Cloud • Information Technology • Other • Security • Software
Leads the global Engineering Standards & Safety function for mission-critical data centers. Establishes engineering standards, operating boundaries, asset-acceptance criteria, safety requirements, control and alarm philosophies, and technical risk-acceptance governance. Oversees multidisciplinary engineering teams, validates technical methods, collaborates with regional operations and construction stakeholders, monitors standards adoption, and escalates systemic risks. The role also manages resources, budgets, workforce planning, senior stakeholder communication, and global technical governance across electrical, mechanical, controls, fire, and life-safety disciplines.
Top Skills: AshraeBuilding Management Systems (Bms)Electrical Power Management Systems (Epms)IecIeeeIsoNfpa
16 Days AgoSaved
Remote
Chicago, IL
260K-305K Annually
Entry level
260K-305K Annually
Entry level
Artificial Intelligence • Marketing Tech • Mobile • Software
Lead Attentive’s cloud platform organization, overseeing AWS infrastructure, Snowflake and centralized data platforms, database infrastructure, DevOps, and cloud cost optimization. Set technical strategy, improve reliability and operational standards, lead migrations, build self-service developer workflows, and develop engineering managers and technical leaders. Partner across Engineering, Product, Finance, and Developer Experience to improve infrastructure efficiency, scalability, security, and delivery speed.
Top Skills: AWSDevOpsInfrastructure As CodeSnowflake
17 Days AgoSaved
Remote
Chicago, IL
Expert/Leader
Expert/Leader
Legal Tech
Leads a hands-on software engineering organization developing AI-enabled legal automation platforms. Responsibilities include setting technical direction, reviewing architecture and code, owning delivery and platform reliability, managing distributed teams, translating legal workflow requirements into scalable systems, and partnering with product, legal operations, executives, vendors, and clients. The role requires oversight of multi-tenant security, AI capabilities, Agile delivery, hiring, mentoring, and engineering quality.
Top Skills: Agile/ScrumAi/MlAudit And Compliance LoggingCi/CdCloud InfrastructureJIRALlm-Based FeaturesPostgresRestful ApisRole-Based Access ControlSsoWorkflow Engines
19 Days AgoSaved
Remote
Chicago, IL
257K-302K Annually
Senior level
257K-302K Annually
Senior level
Events • Music • Sports
Lead the Fan Experience engineering team building consumer-facing ticket discovery and purchasing features across web and mobile. This hands-on role involves coding, mentoring, hiring, owning the engineering roadmap, improving velocity through AI tools and internal platforms, partnering with Product and Design, managing technical risks and debt, and delivering measurable marketplace outcomes. The manager will guide full-stack architecture, experimentation, quality, and cross-team technical initiatives.
Top Skills: A/B TestingAi Coding AgentsAndroidAPIsFeature FlagsFrontier ModelsiOSReactReact NativeSQL
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One Month AgoSaved
In-Office
Chicago, IL
206K-275K Annually
Senior level
206K-275K Annually
Senior level
Fintech
Leads the strategy, design, deployment, operation, security, performance, and evolution of enterprise cloud platforms. Develops cloud architecture standards and multi-year roadmaps, manages risk and costs, ensures regulatory alignment, and drives operational reliability. Leads multidisciplinary cloud engineering teams, partners with security and finance, oversees AWS-based web-scale platforms and microservices, and promotes DevOps and SRE best practices.
Top Skills: AWSDevOpsIaasMicroservicesPaasSaaSSre
One Month AgoSaved
In-Office
Chicago, IL
173K-230K Annually
Expert/Leader
173K-230K Annually
Expert/Leader
Fintech
Leads cloud enablement engineering teams and directs the architecture, migration, deployment, optimization, security, and operation of public cloud infrastructure. Oversees AWS migration of microservices, infrastructure as code, CI/CD, resilient platform design, 24/7 support, audits, disaster recovery, vendor relationships, and service-level adherence. Establishes engineering standards, develops high-performing teams, manages technical debt and vulnerabilities, and partners cross-functionally to deliver scalable, secure, and reliable cloud solutions.
Top Skills: AgileAWSCi/CdCloudFormationComputer NetworkingConfiguration ManagementDatabase SystemsDevOpsInfrastructure As CodeMicroservicesMonitoring And AlertingOpen-Source Frameworks And ToolsOperating SystemsPublic Cloud InfrastructureScrumTerraformVersion Control Systems
22 Days AgoSaved
Remote
Chicago, IL
195K-220K Annually
Expert/Leader
195K-220K Annually
Expert/Leader
Healthtech • Information Technology • Pharmaceutical
Leads solution engineering and customer support operations for a digital health data platform. Responsibilities include building distributed engineering and support teams, leading technical pre-sales, designing customer data solutions, managing architecture and handoffs, owning post-launch support and incident resolution, establishing SLAs and operational metrics, overseeing vendors and budgets, and partnering with Product and Platform Engineering to improve reliability and reduce support demand.
Top Skills: Amazon RedshiftAmazon S3Apache AirflowAWSAws GlueAws LambdaCRMEtl/EltJira Service ManagementSnowflakeSQL
22 Days AgoSaved
In-Office or Remote
Chicago, IL
Expert/Leader
Expert/Leader
Insurance • Financial Services
Leads software development, QA, and DevOps for a digital insurance platform. Owns engineering roadmaps, delivery governance, architecture, code quality, security, testing, release reliability, and operational improvement. Manages and develops a small engineering team, partners with product and business stakeholders, evaluates technical risks, and guides responsible AI-assisted development. The role requires hands-on technical judgment across modern application architecture, Azure cloud services, CI/CD, automated testing, monitoring, and secure software delivery.
Top Skills: Asp.Net CoreAWSAzure App ServiceAzure DevopsAzure Key VaultBlazorC#Ci/CdClaude CodeCloudflareEntity Framework CoreGithub CopilotAzureSQL Server
23 Days AgoSaved
Remote
Chicago, IL
204K-280K Annually
Expert/Leader
204K-280K Annually
Expert/Leader
Software • Industrial
Leads and builds VulcanForms’ Applications Engineering function, connecting customer requirements to manufacturing capabilities. Responsibilities include hiring and developing the team, establishing feasibility and requirements processes, qualifying opportunities, overseeing design concepts, documenting technical constraints, supporting proposals and strategic pursuits, and translating customer needs for product development and manufacturing teams. The role requires extensive additive manufacturing expertise, technical sales leadership, customer relationship skills, and experience with manufacturing costs and pricing.
Top Skills: Additive ManufacturingLaser Metal Additive ManufacturingPrecision Machining
25 Days AgoSaved
Remote
Chicago, IL
118K-331K Annually
Expert/Leader
118K-331K Annually
Expert/Leader
Insurance
Leads multiple software engineering teams supporting claims and other technology areas. Responsibilities include hiring and mentoring staff, budgeting, roadmap planning, architecture, hands-on delivery, security and compliance, performance optimization, modernization, CI/CD, technical strategy, and executive communication. The role requires driving scalable distributed systems, cloud transformation, operational excellence, and adoption of engineering best practices.
Top Skills: Ai/MlAPIsCi/CdClaimscenterCloud ComputingContainersData StreamingDevsecopsGuidewireIntegration FrameworksMessagingMicroservicesWorkflow
25 Days AgoSaved
Remote
Chicago, IL
200K-316K Annually
Expert/Leader
200K-316K Annually
Expert/Leader
Cloud • Security • Software • Generative AI
Leads a 40-person distributed systems engineering organization responsible for Elasticsearch scalability, performance, resilience, architecture, and Serverless capabilities. Develops long-term strategy, oversees complex cross-team initiatives, manages engineering managers and senior technical leaders, drives hiring and organizational planning, resolves critical operational issues, and communicates priorities to executives. Requires deep distributed systems expertise, large-scale software engineering experience, strong operational judgment, and proven organizational leadership.
Top Skills: Distributed SystemsElasticsearchGitServerless ArchitectureSlackZoom
29 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Software
Leads the ISSI platform engineering organization, owning strategy, execution, budgets, staffing, roadmaps, technical standards, and delivery across multiple teams. Manages engineering leaders, individual contributors, and offshore vendors while partnering with executives on priorities and outcomes. Oversees scalable, secure software delivery, architecture governance, hiring, performance management, process improvement, and adoption of emerging technologies including generative AI.
Top Skills: AgileAzureClaudeGitGithub CopilotKanbanSaaS
One Month AgoSaved
Remote
Chicago, IL
186K-202K Annually
Expert/Leader
186K-202K Annually
Expert/Leader
Mobile • Pet • Software
Provides technical leadership for a platform initiative by defining architecture, scalability, and long-term engineering strategy. Designs APIs, data pipelines, integrations, and distributed services; leads complex initiatives; manages dependencies and cross-functional execution; improves reliability, observability, and operational efficiency; evaluates technical risks and emerging technologies; and influences product roadmaps and technical direction across teams.
Top Skills: APIsCloud-Native ApplicationsData ModelingData PipelinesDistributed SystemsEvent-Driven ArchitectureThird-Party Integrations
One Month AgoSaved
Remote
Chicago, IL
225K-250K Annually
Expert/Leader
225K-250K Annually
Expert/Leader
eCommerce • Insurance • Software
Leads financial systems engineering for a service-contract business. Owns reconciliation systems, invoicing logic, financial data models, revenue recognition controls, and audit reporting. Manages SQL and dbt models, automated validations, exception resolution, merchant configuration audits, and cross-functional escalations across Engineering, Finance, Accounting, and Revenue teams. Leads individual contributors and develops the team as business needs evolve.
Top Skills: CiDbtNetSuitePythonSnowflakeSQL
One Month AgoSaved
Remote
Chicago, IL
Expert/Leader
Expert/Leader
Artificial Intelligence • Machine Learning • Payments • Professional Services • Social Impact • Conversational AI • Generative AI
Leads the Enterprise Platform and Integrations engineering team, including people management, API strategy, partner integrations, technical roadmaps, and operational excellence. Establishes scalable API standards, reusable integration patterns, security and observability practices, and reliable delivery processes. Partners with Product, Operations, Security, Sales, and external partners to deliver complex integrations, improve platform reliability, and support AI-agent access to business capabilities.
Top Skills: Api GatewaysApi VersioningAuthenticationAutomated Contract TestingDeveloper PortalsEvent-Driven ArchitectureIntegration SecurityMcpObservabilityRest ApisSchema-Driven PlatformsSdksWebhooks
One Month AgoSaved
Remote
Chicago, IL
159K-200K Annually
Expert/Leader
159K-200K Annually
Expert/Leader
Healthtech
Leads the hands-on development and scaling of Oasis’s healthcare software platform. Responsibilities include architecture, production coding, AWS infrastructure, DevSecOps, AI-native workflows, external system integrations, reliability, observability, compliance, roadmap execution, and recruiting a high-performing engineering team. The role begins primarily as an individual contributor and evolves into player-coach leadership while delivering patient- and provider-facing applications.
Top Skills: Agentic WorkflowsAngularAPIsAWSCi/CdClaude CodeEmr IntegrationsInfrastructure As CodeLlmsNode.jsObservabilityPythonQa AutomationReactSQLSreTypescript
One Month AgoSaved
Remote
Chicago, IL
223K-290K Annually
Expert/Leader
223K-290K Annually
Expert/Leader
Artificial Intelligence • Healthtech • Software
Leads the Data Products engineering pillar, owning clinical data ingestion, canonical modeling, pipeline scalability, observability, and enterprise reporting foundations. Manages engineering teams and cross-functional delivery while advancing AI-assisted software development practices. The role requires building reliable, scalable data platforms for regulated healthcare environments, improving data quality and readiness, and translating technical strategy into business outcomes.
Top Skills: Ai Code AssistantsAutomated TestingCanonical Data ModelingCcdaClinical Data PipelinesDistributed SystemsFhirHipaaLoincRxnormSoc 2
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