Top Tech Jobs & Startup Jobs in Chicago, IL

Lead design, deployment, and optimization of cloud-based mortgage solutions; provide cloud architecture, security, and compliance guidance; build stakeholder relationships; drive innovation and process improvements; act as a subject-matter expert for internal teams and clients.

Build and ship features across multiple codebases while designing systems and workflows for safe, scalable AI agents. Implement guardrails, evaluations, and review processes for AI-generated work, propose new development lifecycles, and operate with high autonomy to advance AI-assisted software delivery.

The Supply Analyst role involves analyzing marketplace data using SQL, making recommendations on product strategies, and leveraging AI tools to enhance processes and tracking.

Manage Legal, Risk & Compliance operations: intake, prioritization, workflow design, trackers for litigation/subpoenas, payment processing, knowledge systems, nonprofit regulatory research, contract intake, and vendor cost-effectiveness. Advise on compliance implications, support document productions and filings, and improve processes and policies to reduce risk.

Lead end-to-end payments risk operations including underwriting, transaction monitoring, fraud and dispute management, and card-scheme compliance. Set risk strategy and appetite, build scalable tooling and playbooks, manage sponsor bank and network relationships, partner with cross-functional teams, and grow a team to support rapid volume expansion while enabling business growth.

Own end-to-end customer implementations from sales handoff through production, leading cross-functional teams to deliver SaaS and EHR-integrated solutions. Develop project plans, governance, risk mitigation, and communications; drive adoption, measure success, improve methodologies, and mentor other implementation leads.

Invitation to join Hello Garage's Talent Community to stay connected with recruiting, hear about new openings, and be considered for future roles across sales, construction, customer service, and corporate functions.

Partnering with the CEO, lead strategic initiatives and build business operations. Facilitate executive alignment, create KPI frameworks and dashboards, run cross-functional execution, improve communication, and remove operational friction to drive company-wide results.

Manage day-to-day accounting including full accounting cycle (AP/AR/GL), record transactions, perform monthly bank and credit card reconciliations, send and follow up on invoices/contracts, maintain general ledger, implement internal controls, and handle confidential financial information.

Outbound-focused sales role generating and nurturing leads, managing RFP/proposal processes, supporting deal structuring and negotiation, using Pipedrive CRM, optimizing marketing initiatives (SEO, email, paid ads), tracking analytics, and coordinating promotional events to win new property management clients.