Top Tech Jobs & Startup Jobs in Chicago, IL

Own the full sponsorship and partnerships sales pipeline for a crypto media brand, sourcing and closing sponsors, KOLs, and affiliates. Responsibilities include proactive outreach, negotiation, concurrent KOL deal management, campaign delivery coordination, sponsor performance reporting, and achieving a $150K+ monthly revenue target. The role requires deep Web3 market knowledge, an established crypto contact network, hunter-style sales capability, and operational independence.

Leads a 25-person FP&A team for a high-growth SaaS company, overseeing budgeting, forecasting, financial modeling, SaaS metrics, reporting, scenario planning, and process automation. Partners with executives and the Board to translate financial data into strategic decisions, improve capital efficiency, and support scalable growth. The role modernizes finance operations through AI-powered analytics, BI solutions, cloud data tools, and automated financial systems.

The Account Executive owns the full B2B sales cycle, from prospecting and lead generation through proposals, negotiations, closing, and account growth. Responsibilities include managing strategic accounts, building executive relationships, presenting business reviews, maintaining Salesforce pipeline records, collaborating cross-functionally and with partners, resolving customer challenges, and meeting or exceeding sales quotas. The role focuses on complex healthcare technology sales with long deal cycles and significant contract values.

Manage mid-market customer accounts as a trusted advisor, leading onboarding, engagement, retention, renewals, and expansion. Build executive relationships, develop success plans, monitor usage and risk, conduct business reviews, and track customer outcomes. Collaborate with Sales, Clinical, Product, and Operations teams while advocating for customers and improving internal processes. The role requires strong communication, analytical ability, strategic thinking, and experience managing senior stakeholders.

Remote Regional Sales Manager responsible for leveraging an established manufacturing-industry network to generate introductions, develop new business, manage sales opportunities, conduct client presentations, close deals, and build a strong referral-driven pipeline across multiple small and mid-sized manufacturing accounts.

Leads and scales Packback’s enterprise and higher-education sales organization. Owns revenue strategy, go-to-market motions, organizational design, staffing, compensation, forecasting, pipeline management, and board-level reporting. Manages and coaches sales managers and Account Executives, drives complex multi-stakeholder deals, recruits talent, and improves team performance. Partners with Marketing, Product, Customer Success, Revenue Operations, Finance, and the CEO to align strategy and expand institutional adoption. Requires domestic travel for campus visits, conferences, and executive meetings.

Application for the 2026 Progressive Talent Pipeline endorsement cohort. Applicants must submit a resume, brief biography, required short-answer responses, and essays addressing government interest, policy priorities, elected officials, and the Biden administration. The program supports individuals interested in future roles in Congress, federal agencies, and state or local government. Applications are reviewed on a rolling basis through October 25, 2026.

Partner with Head of Finance & Strategy to lead cross-functional, high-priority initiatives. Build reporting rhythms, financial models, dashboards, processes, and AI-driven automations. Support board and investor reporting, drive execution across finance, GTM, ops, and product analytics, and create structure in ambiguous areas at a high-growth, remote-first insurtech.

Supports financial operations through project setup, profitability monitoring, reconciliations, variance analysis, cash flow modeling, accounts payable, accounts receivable, invoicing, collections, state tax compliance, DCAA compliance, and audit preparation. Partners with project managers, internal finance staff, and outsourced accounting providers while responding to financial process questions and maintaining accurate documentation.

Drive new business sales for TCP’s workforce management SaaS solutions across State, Local Government, and Education accounts. Responsibilities include territory planning, prospecting, consultative selling, managing RFPs and procurement processes, conducting demonstrations, forecasting opportunities, maintaining CRM records, achieving revenue quotas, and developing customer relationships throughout the full sales cycle. The role requires at least 3 years of SaaS sales experience and involves 20–30% travel.