Top Tech Jobs & Startup Jobs in Chicago, IL

Own and expand strategic enterprise accounts, primarily with corporate security organizations. Build multi-year account plans, land large customers through paid trials and initial deployments, and expand programs across teams, business units, and locations. Develop executive relationships, business cases, and referenceable customers while guiding procurement, security reviews, legal negotiations, and SLA discussions. Lead cross-functional account pods, forecast pipeline in Salesforce and Clari, and expand customer use cases from security into inspection and operations.

Lead the SLED Majors West Solutions Engineering team, oversee hiring and development, drive technical wins, manage site assessments and proofs of concept, guide integrations and airspace strategies, and represent customer needs to Product and Engineering. The role supports public safety drone deployments, procurement programs, sales strategy, and complex customer escalations while requiring approximately 30% travel and field engagement.

Leads the SLED Solutions Engineering team supporting public-sector drone sales, deployments, integrations, proofs of concept, and technical wins. Responsibilities include hiring and developing engineers, managing technical capacity, overseeing site assessments and trial quality, guiding CAD/VMS and airspace integrations, supporting procurement strategies, escalating customer issues, and translating field feedback into product requirements. The role operates within Sales, partners with account leaders, and requires approximately 30% travel.

Leads and scales a quota-carrying site security Solutions Engineering team. Owns technical sales performance, forecasting, hiring, enablement, territory alignment, customer trials, and fleet-wide expansion. Develops physical security technical playbooks, site assessment and deployment standards, integration strategies, and enterprise security review processes. Partners with sales, product, deployment, and marketing teams while translating customer requirements into product priorities. The role requires substantial travel, physical security expertise, UAS deployment knowledge, and people leadership.

Own marketing and revenue operations systems, including Marketo programs, segmentation, scoring, QA, lead routing, enrichment, lifecycle models, deduplication, and Salesforce administration. Partner with Marketing, Sales, and BDR teams to improve data quality, pipeline velocity, reporting, and operational efficiency. Build scalable workflows and automation, prioritize cross-functional requests, and convert recurring issues into durable processes.

Own a regional portfolio of drone dock accounts from signed opportunity through launch and handoff to Customer Success. Coordinate customer and internal stakeholders, lead site surveys and make-ready planning, manage network and infrastructure readiness, track risks and dependencies, drive approvals and operational prerequisites, enforce readiness gates, and escalate blockers. The role requires frequent travel, physical site work, and collaboration with public-sector and enterprise customers.

As a Sr Technical Support Representative, you will provide expertise in customer support for drone operations, troubleshoot issues, and enhance customer satisfaction through proactive communication and feedback loops.

Serve as a technical partner throughout the sales cycle, designing solutions, conducting demonstrations and proofs of concept, and supporting customer onboarding, implementation, expansion, and deployments. Translate industrial and security use cases into scalable drone workflows, guide API, networking, airspace, BVLOS, and docked operations strategies, and provide actionable feedback to Product and Engineering. The remote role requires 50–75% travel and significant customer engagement.

Leads the state, local government, and education Solutions Engineering organization across the United States and Canada. The role manages managers, scales hiring, owns technical win rates and coverage models, supports sales forecasting, and guides customer deployments and proofs of concept. Responsibilities include drone program design, site assessments, CAD/VMS integrations, BVLOS and waiver strategy, public-sector procurement, product feedback, and technical enablement. The position is remote with approximately 30% travel and requires strong public safety drone expertise.

Leads West-region launch readiness for Skydio’s dock business, managing a team of Readiness Specialists and overseeing customer deployments from pre-sales preparation through training, go-live, and handoff. The role owns readiness standards, launch gates, capacity planning, risk resolution, cross-functional coordination, customer advocacy, and on-time deployment outcomes. It requires extensive travel, public safety customer experience, familiarity with drone operations, and the ability to scale repeatable implementation processes.