Top Tech Jobs & Startup Jobs in Chicago, IL

Manage rolling forecast and annual operating plan, produce monthly/quarterly financial packages and SaaS KPI reporting, own ARR tracking and variance analysis, automate reporting, partner with functional leaders on headcount/quota modeling, and support strategic modeling, M&A diligence, and ASC 606 revenue reporting.

The Senior Go To Market Systems Engineer will design and implement AI-driven automated workflows to streamline sales and marketing processes, enhancing efficiency and data integration across systems like Salesforce and Pardot, while respecting HIPAA compliance in healthcare communication.

Manage end-to-end implementations of PerfectServe clinical communication and scheduling software for ambulatory and enterprise healthcare clients. Lead planning, staffing, execution, budget and risk control, stakeholder communication, status reporting, and transition to account management to ensure on-time, on-budget, high-quality deployments.

Lead FP&A activities including owning the rolling forecast, quarterly reforecasts, and annual operating plan. Produce monthly/quarterly financial packages and SaaS KPI reporting (ARR, NRR, bookings, churn). Maintain customer-level ARR, perform variance analysis, automate reporting, partner with department leaders on headcount and budgeting, and run scenario/sensitivity models to support strategic decisions and investor materials. Assist with ASC 606 revenue reporting as needed.

Lead architecture, development, and scaling of an AI-native answering service. Hands-on director who authors and reviews code, integrates LLMs and telephony, ensures reliability and low latency, hires and mentors engineers, manages vendors, defines KPIs, and aligns technical roadmap with product and compliance requirements.