Top Tech Jobs & Startup Jobs in Chicago, IL

Reposted 10 Days AgoSaved
Remote
USA
210K-260K Annually
Expert/Leader
210K-260K Annually
Expert/Leader
Fintech • Real Estate • Software
As a Data Engineering Architect, lead the transformation of data engineering into a modern platform, oversee architecture and technical leadership, design scalable systems, ensure data quality and governance, and mentor teams for a data-driven culture.
Top Skills: AWSAzureDbtFlinkGCPJavaLookerPower BIPythonScalaSparkSQLTableau
Reposted 10 Days AgoSaved
Remote
United States
148K-185K Annually
Senior level
148K-185K Annually
Senior level
Fintech • Real Estate • Software
Own end-to-end UX for a core product area in an enterprise B2B platform. Design AI-driven features, simplify complex data workflows, run research and tests, collaborate with PMs and engineers, and contribute to the design system to deliver developer-ready artifacts and polished experiences.
Top Skills: Auto-LayoutClaude CodeComponent LibrariesCursorDesign SystemsFigmaLlms
Reposted 10 Days AgoSaved
Remote
USA
265K-265K Annually
Senior level
265K-265K Annually
Senior level
Fintech • Real Estate • Software
Lead architecture and evolution of Juniper Square’s distributed services, cloud infrastructure, and developer platform. Design scalable, multi-tenant, event-driven systems; build paved-road developer tooling, CI/CD, and observability. Hands-on coding, prototyping, and performance troubleshooting. Enable production AI/LLM workloads, ensure security/compliance, support enterprise upmarket needs, and mentor engineering teams to raise operational excellence and reliability.
Top Skills: AWSAzureCi/CdContainersError BudgetsGCPGoJavaKafkaKubernetesObservabilityPulumiPythonServerlessService MeshSlosTerraform
Reposted 12 Days AgoSaved
Remote
United States
165K-195K Annually
Senior level
165K-195K Annually
Senior level
Fintech • Real Estate • Software
Lead reliability and observability efforts across the org: design and maintain Kubernetes and AWS infrastructure, build CI/CD pipelines, drive IaC standards (Terraform/Crossplane), partner with 16+ teams to roll out tools and processes, participate in on-call rotation and incident response, and use AI tools to accelerate work.
Top Skills: Ai ToolsArgoAurora PostgresAWSCi/Cd PipelinesCrossplaneDatadogDocumentdb (Mongo)EcsEksGithub ActionsHelmKubernetesMongoDBPostgresRdsTerraform
Reposted 12 Days AgoSaved
Remote
USA
185K-225K Annually
Senior level
185K-225K Annually
Senior level
Fintech • Real Estate • Software
Design, build, and operate production AI systems, enhance backend services, improve reliability, and collaborate on technical projects within the AI-native engineering team.
Top Skills: AWSDjangoDockerFastapiFlaskKubernetesPython
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Reposted 12 Days AgoSaved
Remote
USA
85K-215K Annually
Senior level
85K-215K Annually
Senior level
Fintech • Real Estate • Software
Own messaging, positioning, and enablement for the private equity segment. Build PE personas and playbooks, support Sales with collateral and competitive battlecards, run voice-of-customer research and win/loss analysis, and use AI tooling to accelerate content production while partnering cross-functionally with Sales, Demand Gen, Product, and Customer Marketing.
Top Skills: Ai AgentsAi Automation ToolsJunieaiLlms
Reposted 12 Days AgoSaved
Remote
USA
210K-260K Annually
Senior level
210K-260K Annually
Senior level
Fintech • Real Estate • Software
As a Staff Software Engineer at Juniper Square, you'll lead architectural decisions and develop AI-powered systems, mentoring engineers and ensuring high-quality technical standards while collaborating with cross-functional teams.
Top Skills: Ai SdksAWSCi/CdDockerJavaKubernetesNode.jsPythonRag PipelinesTypescript
Reposted 12 Days AgoSaved
Remote
USA
180K-200K Annually
Senior level
180K-200K Annually
Senior level
Fintech • Real Estate • Software
Lead fund administration services, manage a team of fund accountants, ensure customer satisfaction, oversee deliverables, and enhance training processes.
Top Skills: Financial TechnologyFund AccountingWorkflow Automation
Reposted 14 Days AgoSaved
Remote
USA
85K-135K Annually
Senior level
85K-135K Annually
Senior level
Fintech • Real Estate • Software
Lead end-to-end onboarding for strategic, complex customers—transforming and migrating investment data, advising on data structure, resolving escalations, improving processes and tools, mentoring team members, and building reusable AI-supported onboarding workflows.
Top Skills: Google SheetsJunieaiExcelPythonRSQL
Reposted 18 Days AgoSaved
Remote
United States
165K-165K Annually
Expert/Leader
165K-165K Annually
Expert/Leader
Fintech • Real Estate • Software
Sell Juniper Squares full SaaS and fund administration platform to institutional private markets firms ($15B+ AUM). Own multi-quarter territory strategy, self-source executive relationships, lead 1214-month complex sales cycles with multiple stakeholders, position AI-enabled solutions, navigate procurement and compliance, and partner cross-functionally to close and transition deals.
Top Skills: Ai ToolsJunieaiSaaS
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