Top Tech Jobs & Startup Jobs in Chicago, IL

Own full-lifecycle recruiting across technical and nontechnical functions, with emphasis on Engineering roles. Partner with hiring managers, source and assess candidates, manage pipelines and agencies, guide interview and offer processes, and deliver a responsive, high-touch candidate experience. Support onboarding, orientation, and internal mobility while adapting to changing priorities and maintaining accurate recruiting operations.

Owns the end-to-end GTM commission program, including plan administration, quota crediting, payouts, audits, ICM system management, controls, and dispute resolution. Analyzes quota attainment, pipeline coverage, and sales performance; models GTM capacity and forecasts headcount and productivity. Partners with Finance, Sales Operations, Revenue, and GTM leadership while using AI to improve reconciliations, audits, and workflow efficiency.

Own and grow a healthcare IT services business with an annual quota of at least $5 million. Leverage provider-side relationships to generate pipeline, sell EHR, AI, cloud, workforce, data, and advisory services, and close new opportunities. Manage forecasting and activity tracking in Salesforce, collaborate with marketing and delivery teams, and represent the firm at industry events and client meetings.

Supports Somali-speaking learners in a fully virtual data analytics program. Responsibilities include answering questions, facilitating breakout rooms, holding office hours, reviewing materials, grading assignments, providing feedback, recording walkthroughs, monitoring learner progress, and escalating concerns. The role also requires supporting live sessions, communicating in Somali and English, attending onboarding and staff meetings, and submitting weekly progress reports.

Own complex advisor book transitions from planning through account transfers and handoff, including repapering, ACATs, NIGO resolution, QA, and custodian coordination. Allocate onboarding work, monitor portfolio health, resolve escalations, coach transition specialists, and support the onboarding manager. Maintain playbooks, improve processes, build AI-enabled automations, report risks, and lead pre-go-live planning with advisors, sales, and product teams.

Owns the enterprise Snowflake data platform end to end, including architecture, ingestion, transformation, security, governance, reliability, performance, cost optimization, and AI enablement. Establishes engineering standards, reviews architecture, resolves complex production issues, mentors data professionals, and leads cross-functional adoption of scalable, governed analytics capabilities. The role provides senior technical influence without direct people management and supports secure MCP-based AI integrations.

Prepare, review, reconcile, and file high-volume VAT and GST returns across multiple countries and regimes. Manage filing calendars, tax authority portals, digital certificates, payment records, and compliance risks. Own country portfolios, coordinate with fiscal representatives and external reviewers, and resolve discrepancies. Partner with Engineering to automate workflows, improve processes, and scale international tax operations. Support Customer Success through knowledge-base development and customer training.

Oversee accounting, financial reporting, budgeting, forecasting, controls, audits, compliance, and performance analysis for software business units. Lead close processes, revenue recognition, SaaS metric reporting, M&A integration, and financial system improvements. Partner with the CFO and business leaders to drive operational efficiency, accountability, and informed decision-making while mentoring local finance teams in a remote, international environment.

Own website growth, traffic quality, conversion optimization, attribution, and funnel performance for a B2B SaaS company. Manage Webflow, GA4, tracking, integrations, SEO, AEO, GEO, AI-powered personalization, interactive web tools, and continuous A/B testing. Partner with advertising, demand generation, product, sales, and RevOps teams to connect web activity to pipeline and revenue.

Owns ecoATM’s global tax function, including tax planning, ASC 740 income tax provisions, federal, state, local, and international compliance, audits, tax controls, and third-party provider management. The Director partners with executive leadership on transactions, cash tax planning, and risk, while improving systems and processes, transitioning work in-house, and eventually building an internal tax team.