Top Tech Jobs & Startup Jobs in Chicago, IL

Develop and maintain internal applications and AI agents using Microsoft Power Platform, APIs, databases, Copilot Studio, and Azure. Support Agile delivery, automated testing, enterprise integrations, conversational AI, intelligent automation, security and compliance standards, performance monitoring, documentation, and cross-functional solution design. The role is remote with occasional travel and offers foundational development experience.

Develops, maintains, and monitors construction project schedules using Primavera P6 or Microsoft Project. Collaborates with project managers, superintendents, contractors, and stakeholders to track progress, analyze critical paths, identify risks, forecast resources, and mitigate delays. Prepares schedule reports, documents changes, attends project meetings, and supports senior schedulers while ensuring compliance with safety, quality, and regulatory standards.

Lead and scale GTM enablement across sales, technical, and BDR teams by building an enablement operating system that shortens ramp time, improves pipeline generation and win rates, embeds AI-driven personalized coaching, uses call intelligence (e.g., Gong) to drive coaching, hires and develops the enablement team, and aligns cross-functionally to measurably improve rep productivity and deal execution.

Own Payabli’s AWS infrastructure, platform roadmap, CI/CD pipelines, infrastructure-as-code, developer environments, observability, and security posture. Design resilient cloud architecture, improve local development, enable secure AI-assisted workflows, and maintain PCI-DSS-aligned controls. Establish deployment standards, monitoring, documentation, and runbooks while partnering with engineering leadership to increase developer productivity and operational reliability.

Supports GIS data creation, editing, cleanup, maintenance, QA/QC, standardization, and map product development for NASA Johnson Space Center facilities and utilities. Collaborates with field surveyors and external parties to transform and integrate data, creates story maps and dashboards, and edits data in a branch version environment. This temporary role requires three years of GIS experience, a relevant bachelor’s degree or equivalent experience, and U.S. continental location.

Supports proposal and RFP development, sales operations, and client onboarding. Coordinates deadlines, cross-functional workflows, documentation, CRM records, implementation milestones, training, and communications from sales commitment through go-live. Maintains proposal content and operational materials in systems including Responsive, SharePoint, Microsoft Office, Adobe Acrobat, and CRM platforms. Identifies process gaps and supports workflow improvements in a fast-paced, deadline-driven environment.

Prepares external, regulatory, lender, and management financial reports; coordinates monthly, quarterly, and annual reporting; supports close, audits, and healthcare finance projects; analyzes reporting metrics; and builds scalable reporting processes, controls, automation, and documentation. The role requires strong technical accounting expertise, cross-functional coordination, regulatory reporting knowledge, and preferably healthcare experience involving Medicare, Medicaid, or PACE.

Manage grant opportunities, funding pipelines, reporting calendars, proposals, compliance, deliverables, and funder relationships. Maintain HubSpot CRM records, coordinate program data and budgets, prepare reports, support fundraising initiatives, and represent the organization in meetings and trainings. The role requires strong writing, organization, project management, nonprofit development experience, and approximately 40% travel.

Supports investment execution and post-investment management for private debt and equity impact investments. Responsibilities include reviewing investments, ensuring regulatory and procedural compliance, coordinating document execution and fund wiring, entering transaction data, creating loan schedules, monitoring workflows, and supporting process improvements. The role requires meticulous organization, analytical judgment, client service, and collaboration across teams while managing a growing impact investment portfolio.

Own and expand enterprise sales across banking, financial services, and insurance accounts. Responsibilities include prospecting, qualifying, closing complex multi-stakeholder SaaS deals, managing strategic account pipelines, engaging C-suite buyers, navigating compliance and procurement, leading RFP/RFI responses, coordinating internal deal teams and partners, and developing industry relationships. Travel up to 50%.