Top Tech Jobs & Startup Jobs in Chicago, IL

Leads payroll services and operations across the US and UK, owning strategy, implementation quality, customer outcomes, scalability, revenue, and P&L. Builds and scales payroll service models for SMB and mid-market customers, partners with Product, Engineering, Customer Success, Sales, and Operations, and develops a high-performing organization. Uses AI, automation, and innovative operating approaches to improve efficiency, retention, expansion, and service delivery.

Drive full-cycle enterprise sales across the Americas, targeting organizations with 1,000+ employees. Responsibilities include outbound prospecting, pipeline generation, consultative discovery, stakeholder management, product demonstrations with Sales Engineering, negotiations, closing, forecasting, CRM data maintenance, and industry event participation. The role requires consistently achieving revenue quotas and building relationships with HR leaders and C-level executives.

Manage the full sales cycle for mid-market HR technology prospects, from prospecting and relationship development through product demonstrations, negotiation, and closing. Build outbound pipeline, engage decision-makers, assess buying timelines, forecast accurately, and achieve revenue targets. Maintain sales data and metrics in Salesforce CRM while collaborating with Sales Engineers and Business Development representatives. Attend industry events and network with influencers, consultants, and partners.

Lead and develop an outbound SMB sales team in a SaaS environment. Responsibilities include recruiting, coaching, prospecting, pipeline and forecast management in Salesforce, quota achievement, full-cycle sales, customer relationship management, industry networking, and communicating market insights to cross-functional teams.

Partner with Account Executives and cross-functional teams to deliver tailored technical demonstrations, lead discovery sessions, and translate US payroll workflows, compliance needs, and customer pain points into scalable SaaS solutions. Support consultative selling, identify technical risks, provide product feedback, enable sales teams, and use CRM, analytics, API, webhook, and security knowledge to improve customer engagement and solution outcomes.

Manage the full sales cycle for mid-market HR technology customers, from prospecting and relationship development through product demonstrations, pipeline generation, negotiation, and closing. Build relationships with decision-makers, forecast accurately, achieve revenue targets, maintain sales metrics in Salesforce, and collaborate with Sales Engineers and Business Development representatives. The role also involves networking with consultants and partners and attending trade shows, events, and conferences.

The Associate Sales Engineer partners with sales, product, customer success, and professional services teams to support SaaS sales. Responsibilities include conducting consultative discovery, delivering tailored technical demonstrations, explaining API integrations and security protocols, identifying technical blockers, recommending solutions, incorporating customer feedback, and communicating technical value to HR and IT stakeholders. The role also requires collaboration, continuous learning, competitive awareness, and use of data and AI tools to improve buyer engagement.

Leads HiBob’s global creative vision, visual identity, brand governance, and high-impact campaigns across TV/CTV, OOH, experiential, and digital channels. Manages internal creatives, contractors, and agencies; partners with Brand, Regional Marketing, Demand Generation, and Product Marketing; establishes scalable creative review processes; and connects art direction to business performance. Drives AI-enabled design workflows using tools such as Runway and Midjourney while maintaining strong human creative judgment and brand consistency.