Top Tech Jobs & Startup Jobs in Chicago, IL

8 Days AgoSaved
Remote
USA
95K-120K Annually
Senior level
95K-120K Annually
Senior level
Fintech • Payments • Financial Services
Manage a caseload of defined benefit and defined contribution retirement plans, maintaining client and advisor relationships, advising on plan operation and design, communicating funding and compliance requirements, coordinating with recordkeepers and internal teams, documenting interactions, and meeting weekly workload goals.
Top Skills: 401(A)(4) Nondiscrimination Testing410(B) Testing415 TestingAdp/Acp TestingForm 5500PbgcTop Heavy Testing
15 Days AgoSaved
Remote
USA
95K-115K Annually
Senior level
95K-115K Annually
Senior level
Fintech • Payments • Financial Services
Manages HR operations, employee benefits, 401(k) administration, compliance, performance reviews, compensation processes, training, employee relations, and handbook maintenance. Provides guidance on sensitive HR matters, supports organizational reporting, coordinates with talent acquisition, and oversees benefits renewals and open enrollment. The fully remote role requires U.S. work authorization and occasional travel to company offices or events.
Top Skills: ExcelMicrosoft WordPaylocity
26 Days AgoSaved
Remote
USA
100K-110K Annually
Senior level
100K-110K Annually
Senior level
Fintech • Payments • Financial Services
Build and maintain Python automations and multi-system integrations for 401(k) administration. Responsibilities include developing API and webhook integrations, managing production jobs, troubleshooting errors, refactoring legacy code, deploying projects, improving logging and code quality, documenting processes, and collaborating with business users, vendors, and IT. The role requires ownership of automation projects from discovery through production and focuses on resilient, scalable workflow improvements.
Top Skills: APIsAWSCi PipelinesDocusignGitJSONMicrosoft TeamsMySQLPensionproPythonRestSeleniumSonarqubeVirtual MachinesWebhooks
One Month AgoSaved
Remote
USA
100K-120K Annually
Expert/Leader
100K-120K Annually
Expert/Leader
Fintech • Payments • Financial Services
Reviews retirement plan administration work, including nondiscrimination testing, trust accounting, Form 5500, contribution calculations, and safe harbor compliance. Interprets plan documents, monitors ERISA and Internal Revenue Code developments, provides feedback and training to junior staff, and supports process improvement and client service projects. This is a fully remote quality assurance role without a client base.
Top Skills: AscCorbel DocumentsErisaInternal Revenue CodePension Pro
2 Months AgoSaved
Remote
USA
70K-90K Annually
Senior level
70K-90K Annually
Senior level
Fintech • Payments • Financial Services
Manage the onboarding and implementation of new retirement plan clients, coordinating data collection, documents, compliance software setup, platform providers, advisors, and client communications. Review plan paperwork, answer operational questions, manage implementation timelines, and ensure work follows company procedures while delivering a strong client and advisor experience.
Top Skills: Compliance Software
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Reposted 2 Months AgoSaved
Remote
USA
70K-100K Annually
Senior level
70K-100K Annually
Senior level
Fintech • Payments • Financial Services
Manage client relationships for 401(k) plans, ensuring client retention and satisfaction while collaborating with internal teams. Requires extensive experience in 401(k) plan administration.
Top Skills: 401(K) Plan Administration SoftwareWorkflow Management Systems
Reposted 2 Months AgoSaved
Remote
USA
70K-95K Annually
Senior level
70K-95K Annually
Senior level
Fintech • Payments • Financial Services
The Client Relationship Manager will maintain client relationships, manage workloads, consult on plan operations, and ensure timely notice distributions, focusing on 401(k) administration.
Top Skills: Adp/Acp
Reposted 2 Months AgoSaved
Remote
USA
70K-100K Annually
Senior level
70K-100K Annually
Senior level
Fintech • Payments • Financial Services
Manage client relationships for tax-exempt 401(k) plans, ensuring compliance and service excellence, while collaborating with various teams.
Top Skills: 401(K) Plan AdministrationForm 5500
Reposted 2 Months AgoSaved
Remote
USA
74K-95K Annually
Senior level
74K-95K Annually
Senior level
Fintech • Payments • Financial Services
Manage client relationships for MEPs, ensuring client retention, and coordinating with various departments for optimal service. Requires extensive 401(k) administration experience.
Top Skills: 401(K) Plan AdministrationMep Service Models
3 Months AgoSaved
Remote
USA
70K-120K Annually
Senior level
70K-120K Annually
Senior level
Fintech • Payments • Financial Services
Manage a caseload of defined contribution clients (PEP and 402(a)), maintain client/advisor relationships, ensure plan compliance and testing, consult on plan design and operations, coordinate with internal teams and record-keepers, and meet weekly team goals to deliver superior client service.
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