Top Tech Jobs & Startup Jobs in Chicago, IL

Own enterprise sales cycles for Samsara’s Connected Operations Cloud, from strategic prospecting and qualification through close. Build executive relationships, manage complex $100,000–$500,000 transactions, conduct solution-based sales campaigns, coordinate proofs of concept and trials, negotiate pricing, and engage stakeholders across operations, finance, and IT. The role is remote in the U.S., requires EST or CST hours, and involves monthly customer travel.

Provides technical account management for enterprise customers using Samsara’s IoT platform. Builds customer relationships, troubleshoots APIs, hardware, software, and AI technologies, manages significant incidents, aligns solutions with business needs, maintains account records, and serves as a trusted technical advisor. Collaborates with internal teams, supports customer growth, contributes to TAM team development, and provides occasional travel and after-hours coverage.

Own product strategy and outcomes for AI-powered physical-operations solutions. Conduct customer discovery, identify high-impact problems, prototype and ship AI-enabled products, collaborate across hardware, software, and AI teams, and drive measurable customer and revenue impact.

Lead product development for AI-powered physical operations solutions. Responsibilities include identifying customer problems, prototyping and shipping AI-enabled products, collaborating across hardware, software, and AI teams, and owning customer impact and revenue outcomes. The role is remote within the United States and requires strong product judgment, commercial instincts, customer focus, ownership, and comfort adapting to rapidly evolving AI capabilities.

Own complex billing and contract cases for mid-market and commercial customers from initial report through resolution. Investigate discrepancies across contracts, order forms, CRM, billing, and finance systems; determine appropriate corrections, concessions, returns, refunds, or amendments; coordinate cross-functional teams; communicate with customers; and improve recurring billing processes through root-cause analysis and reporting.

Manage enterprise technology trials from planning through completion, partnering with Sales, Sales Engineering, customers, and cross-functional teams. Define success criteria, scope, milestones, risks, and communication plans; coordinate resources; lead stakeholder updates and strategy sessions; create trial collateral and process standards; and drive trial conversion and long-term adoption. The role requires strong project, change, communication, presentation, and stakeholder-management skills in a SaaS or technology environment.

Partners with GTM and Sales leaders to align talent priorities with business outcomes. Diagnoses organizational and team needs, delivers talent management, compensation, retention, and people programs, and collaborates with People teams and centers of excellence. Uses data and AI tools to inform decisions, supports organizational strategy, coaches leaders, facilitates solutions, and champions company culture. Requires approximately quarterly travel for leadership meetings and team gatherings.

Partners with GTM and Sales leadership to align talent priorities with business outcomes. Diagnoses organizational and manager needs, leads talent management, compensation, rewards, and retention programs, uses data and AI to inform decisions and improve processes, and collaborates with People teams to deliver scalable solutions. Champions company culture and travels approximately once per quarter for leadership and team meetings.

Own enterprise sales cycles from prospecting through close, developing executive relationships within strategic accounts and selling Samsara’s connected operations solutions. Manage complex deals involving POCs, trials, multiple stakeholders, pricing negotiations, and C-level engagement. Consistently exceed quota on $100K+ ARR transactions, conduct strategic outbound prospecting, and travel monthly to meet customers.

Owns strategic, cross-cutting initiatives for Samsara’s Telematics business, driving commercial impact and identifying adjacent product opportunities. The role involves developing hypotheses and business cases, incubating 0-to-1 or 1-to-10 products, partnering closely with engineering and go-to-market teams, prototyping with AI tools, and validating solutions with customers. This is a hands-on, highly autonomous principal-level individual contributor role focused on B2B SaaS and physical operations.