Top Tech Jobs & Startup Jobs in Chicago, IL

The Azure DevOps Engineer II is responsible for maintaining and developing pipelines for the Inspira IRA Platform, ensuring continuous delivery, managing Azure tools, and coordinating cross-functional teams.

Lead SaaS partner and employer onboarding for CDH benefits (HSA, FSA, HRA), manage bulk HSA/notional migrations, run welcome/status calls, build trusted partner relationships, identify and mitigate risks to prevent churn, and drive process improvements and change management to ensure successful partner implementations and client satisfaction.

Lead technical design and delivery of Appian solutions for Retirement & Wealth: build process models, SAIL interfaces, records/data fabric, integrations (REST/SOAP, Salesforce, SQL Server), enforce development standards, mentor developers, manage CI/CD and deployments, troubleshoot production issues, and communicate status and risks to stakeholders and leadership.

Administer and support enterprise infrastructure across private and public clouds, including servers, networks, firewalls, VMware, Active Directory, SQL Server, and Microsoft 365. Monitor systems, troubleshoot issues, perform configuration changes, manage backups/disaster recovery, maintain runbooks, implement IaC via CI/CD, write scripts for automation, and support tickets and client teams. Participate in cross-training and adhere to security and infrastructure standards.

The Sales Executive is responsible for building business in middle markets, managing relationships, and overseeing all business development efforts in assigned territories.

Drive revenue by developing relationships with title companies, CRE firms, brokers, attorneys, and financial professionals. Execute territory-based business development plans, manage full sales cycle from prospecting to onboarding, represent Accruit at industry events, collaborate with internal teams, and maintain CRM pipeline and forecasts to grow 1031 exchange and CRE-related business.

Lead and manage implementations of complex customer benefit plans from pre-sale through post-sale, acting as single point of contact. Develop and execute implementation strategies, create and track project plans and issue logs, coach and mentor team members, collaborate with stakeholders, ensure service levels, participate in product testing and improvements, and support onboarding policies and reporting.

Provide high-volume phone, email, and chat support for HSA/HRA/FSA and commuter accounts; resolve member issues using digital workflows and internal teams, protect sensitive data, meet quality standards, and complete mandatory paid training with an 85% product exam pass requirement.

Serve as a senior technical leader shaping architecture strategy, roadmaps, and standards across product teams and portfolios. Guide cross-system integration, cloud-native and distributed designs, governance, risk management, and operational resiliency. Mentor architects, lead architecture reviews, influence enterprise technology decisions, and align technology investments with business priorities.

Senior Cloud Security Engineer responsible for hands-on remediation of cloud and infrastructure vulnerabilities, operating vulnerability and CSPM tooling, enforcing secure configurations across Azure environments, embedding security in CI/CD and IaC, supporting compliance/audits and reporting, mentoring engineers, and partnering with cross-functional teams to maintain cloud security posture and policy.