Top Tech Jobs & Startup Jobs in Chicago, IL

Leads enterprise sales performance and strategy for the East region across the US and Canada. Manages Enterprise Account Executives, oversees forecasting, territories, coaching, commission planning, quotas, recruitment, and retention. Partners with senior leadership and cross-functional teams to drive new business and expansion opportunities among large enterprise accounts. Requires extensive enterprise SaaS sales management experience and familiarity with MEDDPICC or similar methodologies.

Leads LaunchDarkly’s Cloud Engineering team, overseeing people management, AWS infrastructure, networking, Kubernetes, Terraform, GitOps, CockroachDB, incident response, reliability, disaster recovery, and compliance infrastructure. Owns operational health and a multi-quarter infrastructure insourcing program while guiding technical priorities, automation, migrations, AI-assisted engineering practices, cross-team collaboration, hiring, and team development.

Drives net-new enterprise customer acquisition within a defined territory. Responsibilities include territory planning, pipeline generation, complex enterprise sales, C-suite engagement, tailored solution development, contract negotiation, quota attainment, and cross-functional collaboration. The role requires independently managing complex sales cycles, using data and CRM tools, building business cases, and closing high-value deals with technical buyers such as CIOs and CTOs.

Leads and develops a team of Digital Customer Success Managers serving enterprise customers. Builds scalable customer success programs and playbooks, monitors onboarding, adoption, risk, retention, and expansion signals, and drives operational performance through metrics, forecasts, and pipeline reviews. Oversees strategic customer engagements and escalations while partnering cross-functionally to improve customer outcomes. The role also owns commercial responsibilities, including renewals and retention quotas, in a technical DevOps-focused environment.

Leads corporate marketing and external communications, shaping company narrative, market positioning, thought leadership, public relations, analyst relations, social media, and executive visibility. Manages a three-person communications team, partners with executives and Product Marketing, identifies engagement opportunities, supports analyst relationships, and tracks influence metrics. The role requires extensive B2B software communications leadership experience, strategic storytelling skills, and the ability to translate technical concepts for developer and executive audiences.

Own post-sales customer success for a large Americas portfolio, focusing on onboarding, adoption, risk mitigation, technical guidance, renewals, and expansion. Use customer data, product telemetry, and growth signals to deliver scalable 1:many and personalized engagement. Build executive relationships, develop customer champions, manage renewal forecasts, identify upsell opportunities, and coordinate with sales and cross-functional teams. The role requires strong commercial judgment, technical product knowledge, communication, organization, and autonomy.

Leads growth marketing analytics for a B2B SaaS product-led growth motion. Analyzes user, account, intent, and product signals; develops activation and lead-routing strategies; optimizes conversion pathways; runs growth experiments; and manages analytics, tracking, and data workflows across Marketing, Product, Sales Operations, RevOps, and Data Engineering.

Lead LaunchDarkly’s Data Platform engineering team, overseeing high-throughput ingestion, streaming and batch pipelines, analytical data stores, reliability, observability, incident response, and operational excellence. Partner with product and engineering teams on roadmap planning, technical tradeoffs, and delivery. Coach engineers, manage performance and career growth, establish collaborative team practices, and participate in hiring.

Leads a senior engineering team responsible for 35+ SDKs, OpenFeature providers, event-streaming libraries, contract tests, release tooling, and the Relay Proxy. Owns portfolio prioritization, roadmap delivery, compatibility and deprecation decisions, release quality, observability, incident response, customer communication, hiring, and career development. Partners with Product Management and cross-functional stakeholders to deliver performant, resilient, developer-facing software across multiple languages and platforms.

Lead the vision, strategy, roadmap, platform definition, and go-to-market for LaunchDarkly’s end-to-end data products, spanning SDK ingestion, data infrastructure, analytics, observability, experimentation, and AI-powered experiences. Partner cross-functionally with engineering, design, marketing, sales, and customer teams; advocate for customers; ensure reliable data foundations; monitor industry trends; and mentor other product managers. Candidates need substantial product or data-intensive engineering experience and strong knowledge of modern data architectures.