Top Tech Jobs & Startup Jobs in Chicago, IL

Drive enterprise SaaS sales across the US Central territory by forecasting and exceeding quota, managing inbound and outbound opportunities, tracking deals in CRM, collaborating with product and sales engineering, developing partner relationships, and communicating cloud security value to C-level prospects. The role requires enterprise IT security sales experience, new-business hunting, executive networking, and familiarity with Salesforce, Clari, MEDDPICC, and Challenger sales.

Build and lead Sysdig’s GTM enablement function, including onboarding, certifications, sales methodology reinforcement, AI-tool adoption, enablement technology, KPI measurement, and major GTM events. Partner with Sales, Customer Success, Revenue Operations, and Product Marketing to improve ramp time, field adoption, pipeline performance, and retention. The role requires experience creating or significantly transforming enablement programs, preferably in cybersecurity, cloud security, or infrastructure software.

Drive enterprise sales across the U.S. Northeast by forecasting and exceeding quota, managing SaaS opportunities through CRM, developing new business in greenfield territories, and engaging C-level prospects. Collaborate with sales engineering, product, support, marketing, customer success, and channel partners. Promote cloud security solutions, communicate competitive differentiators, manage pipeline sources, and build strategic customer relationships.

Qualify outbound and inbound prospects, generate discovery meetings, and create qualified pipeline for Account Executives. Execute campaigns across phone, email, and LinkedIn; manage inbound leads within SLAs; multithread buying groups; contribute account intelligence and territory strategy; and collaborate with Sales and Marketing. The role also requires learning Sysdig’s cloud security solutions, using CRM and sales engagement tools, and adopting AI-assisted workflows.

Own strategic, executive-level customer relationships for enterprise accounts. Guide Sysdig deployments and architecture on Kubernetes and cloud platforms, run business reviews, lead workshops, map outcomes to technical capabilities, support renewals and expansion, identify/mitigate risks, troubleshoot environments, and partner with Product, Engineering, Support, and Services to drive value and mentor junior team members.

Lead Sysdig's corporate web strategy and technical execution, owning site architecture, GEO/AEO strategy, CRO and UX using GA4, mentoring a web developer, and reporting site performance to marketing leadership.