Top Tech Jobs & Startup Jobs in Chicago, IL

Own the strategy, roadmap, and execution for a core Jama Connect product area. Translate customer, business, and commercial needs into shipped outcomes that increase adoption and revenue. Lead discovery, prototyping, experimentation, prioritization, and cross-functional delivery with Engineering, Design, sales, and Customer Success. Engage enterprise customers, support late-stage deals, analyze market and win/loss signals, and drive product decisions autonomously in a fully remote environment.

Leads and develops a team of Account Executives selling B2B SaaS solutions to corporate real estate occupiers. Responsibilities include achieving sales targets, executing sales strategy, recruiting and retaining talent, coaching team members, building executive relationships, forecasting opportunities, negotiating commercial terms, and collaborating with Marketing, Product, Professional Services, and Legal.

Leads accounting and finance operations across US and Canadian entities, overseeing reporting, treasury, audits, tax compliance, internal controls, finance systems, acquisitions, refinancing, and financial integration. The VP develops the finance team, drives process automation and technology adoption, prepares executive and board reporting, and advises leadership and private equity stakeholders on financial strategy and organizational growth.

Build and manage strategic partnerships across government agencies, associations, universities, nonprofits, consultants, resellers, and systems integrators. Develop go-to-market strategies, represent the company in external meetings and events, create partnership models, generate qualified opportunities, gather market insights, and build repeatable systems and playbooks. Collaborate with sales, product, deployments, marketing, and leadership to expand market presence and support growth.

The Cybersecurity Engineer detects and responds to threats, improves endpoint visibility and security posture, supports incident response, automates alerting and reporting, manages vulnerabilities, and partners with IT on patching and system hardening. The role monitors hybrid environments, investigates suspicious activity, documents security standards, and drives continuous improvement. It requires enterprise IT and cybersecurity experience, endpoint security expertise, scripting skills, and strong Windows Server knowledge.

Handle inbound cancellation calls and outbound payment-failure calls to retain customers, provide proactive support, identify upsell/retention opportunities, evangelize Aura's mission, and consult on identity/privacy/security best practices to maintain high customer satisfaction.

Manage a portfolio of high-value real-money gaming players, building relationships and delivering personalized communications, rewards, and experiences. Drive retention, reactivation, engagement, and player lifetime value through data-informed initiatives. Resolve VIP requests and escalations professionally, collaborate with Product and Marketing, provide player insights, and ensure responsible gaming and regulatory compliance. The role is fully remote, primarily aligned with US time zones, with occasional weekend availability required.

Manages vegetation-management contractors across Illinois solar projects, including vendor identification, contract negotiations, performance tracking, KPI enforcement, safety and quality oversight, environmental compliance, O&M budget management, cost analysis, forecasting, and reporting. Coordinates grazing, mowing, herbicide, invasive-species control, and restoration activities with solar O&M teams. Builds relationships with landowners, farmers, communities, officials, and regulators while supporting ecological initiatives and mitigating vegetation-related operational risks.

Leads corporate development initiatives focused on mergers and acquisitions, strategic partnerships, and market expansion. Responsibilities include sourcing opportunities, market research, financial modeling, valuation, due diligence, transaction documentation, deal execution, post-merger integration, stakeholder presentations, and performance tracking. The role collaborates with finance, legal, operations, and business development teams while managing relationships with investment banks and industry partners.

Provides legal and administrative support to the General Counsel, including contract drafting and lifecycle management, corporate governance, government procurement research, compliance audits, due diligence, financing activities, and coordination with outside counsel. The role also maintains legal records, develops internal processes, and prepares executive reports. Requires substantial paralegal experience in defense, aerospace, government, or regulated technology environments and familiarity with FAR, DFARS, CUI, cybersecurity, and export control requirements.