Top Tech Jobs & Startup Jobs in Chicago, IL

Own network readiness for drone dock deployments by reviewing site designs, firewall and allowlist requirements, connectivity plans, and bandwidth needs. Serve as the technical contact for customer IT and security teams, support deployment troubleshooting, diagnose post-launch outages, and create network playbooks and validation procedures. Provide deployment feedback to Product and Engineering. The remote role requires customer interaction, site support, and travel up to 40%.

Leads Skydio’s Community Safety sales organization across Mid-City and Small Cities segments. Oversees recruiting, manager development, retention, quota and territory architecture, forecasting, capacity planning, segment handoffs, and executive partner relationships. Represents the business to company leadership, manages distinct sales motions, develops AI-enabled sales workflows, and drives growth selling autonomous drone technology to public-sector safety agencies. Requires substantial sales leadership, SLED experience, partner strategy, hiring expertise, and at least 50% travel.

Leads a national sales team serving State Departments of Corrections and state-funded Port Authorities. Responsibilities include recruiting, coaching, retaining quota-carrying sellers, managing territory and quota strategy, improving pipeline and forecast discipline, supporting competitive pursuits, partnering with channel teams, and representing customer insights to Marketing and Product. The role requires public-sector sales expertise, corrections market knowledge, channel fluency, AI tool adoption, executive presence, and at least 50% travel.

Lead a regional team selling autonomous drones and AI solutions to major public safety agencies. Recruit, coach, and retain quota-carrying sellers; own regional pipeline, forecasting, territory, quota, channel strategy, and team attainment. Support competitive pursuits, executive customer engagements, and public-sector procurement cycles. Build MEDDPICC rigor, AI-enabled sales workflows, and strong relationships across channel, marketing, product, government relations, and mission success teams.

Leads a regional public safety sales team serving major agencies across the Eastern U.S. Responsible for recruiting, coaching, retention, quota attainment, pipeline and forecast discipline, channel partnerships, competitive pursuits, and executive customer engagement. The role requires enterprise sales leadership, SLED procurement knowledge, AI-tool fluency, and frequent travel. The director represents regional customer insights and product needs while developing sellers and improving team performance.

Lead a regional team selling autonomous drone solutions to small public safety agencies. Recruit, coach, and retain quota-carrying sellers; manage pipeline, forecasting, territory, quota, channel partnerships, and competitive pursuits. Use funnel metrics to improve performance, develop repeatable sales processes, promote AI-enabled workflows, and represent customer and market insights internally. The role requires executive engagement, SLED sales expertise, frequent travel, and leadership in a high-volume environment.

Leads a regional team selling autonomous drones and AI solutions to mid-sized public safety agencies. Responsibilities include recruiting, coaching, retaining, and developing quota-carrying sellers; managing pipeline, forecasting, territory, and quota performance; supporting competitive pursuits; partnering with channel organizations; and representing customer and market insights internally. The role requires SLED sales leadership, complex deal experience, AI tool fluency, channel expertise, and at least 50% travel across the Western U.S.

Lead a regional team selling autonomous drone solutions to small-city public safety agencies. Responsibilities include recruiting, coaching, retaining quota-carrying sellers, managing pipeline and forecasts, supporting competitive deals, developing channel partnerships, and owning regional revenue performance. The role requires data-driven sales leadership, SLED procurement knowledge, AI fluency, and at least 50% travel across the Western U.S.

Designs, develops, tests, documents, deploys, and supports Salesforce solutions, with emphasis on Service Cloud. Integrates Salesforce with other applications, resolves break/fix issues, monitors platform usage and performance, maintains data security, and collaborates with technical teams and business stakeholders. The role also manages multiple projects using Agile methodologies and Salesforce engineering best practices.

Lead technical discovery, product demonstrations, proof-of-concepts, system validation, and customer implementations for federal UAV customers. Translate customer requirements into achievable deployment plans, support federal contracting exercises and RFP responses, provide product expertise, and influence the product roadmap. The role requires substantial travel, federal acquisition experience, technical communication skills, FAA Part 107 certification, and an active or obtainable Secret or Top Secret clearance.