Top Tech Jobs & Startup Jobs in Chicago, IL

Lead negotiation and execution of complex enterprise SaaS, on-premises, privacy, security, professional services, and channel agreements. Partner with sales leadership and cross-functional teams on deal strategy, risk assessment, pricing, compliance, and global expansion. Improve legal forms, playbooks, workflows, and contract processes while advising on privacy initiatives and training business teams. Serve as a strategic, commercially minded legal advisor for high-value transactions with sophisticated enterprise customers.

Lead and mentor Commercial Account Executives across the West region, driving revenue growth, pipeline development, territory planning, quotas, and strategic account relationships. Develop annual sales plans, support complex deal closures, guide QBR and HBR preparation, and partner with Marketing, Solutions Engineering, R&D, and Customer Support. The role requires consultative selling, executive relationship management, strategic deal shaping, ROI modeling, and MEDDPICC expertise.

Manage and grow a regional enterprise Solutions Engineering team, including recruiting, coaching, performance management, executive customer engagement, and presales execution. Partner with Sales, Marketing, Customer Experience, Product Management, and Engineering to drive pipeline, adoption, customer success, product feedback, and regional financial results. Lead technical evaluations, demonstrations, workshops, proof-of-value engagements, and account planning while supporting open-source and cloud-first go-to-market strategies.

Own technical accounting and financial reporting processes, including GAAP-compliant financial statements, SEC disclosures, reporting controls, complex transaction analysis, accounting research, audit support, and new-standard adoption. The role develops accounting policies, prepares technical memos, evaluates judgment-heavy transactions, and partners with cross-functional stakeholders to improve close and reporting processes in a rapidly scaling global organization.

Leads cloud partnership growth across AMER by developing strategies with AWS, Google Cloud, and Azure; building co-selling and joint go-to-market motions; generating partner-sourced pipeline; delivering enablement; managing marketplaces, incentives, and compliance; coordinating with sales, marketing, product, and SI partners; and tracking performance metrics.

Build and operate scalable, multi-tenant backend services for Grafana’s SaaS application platform. Responsibilities include developing features, improving production operations, authoring and reviewing designs, shaping the roadmap, mentoring engineers, collaborating across teams, and participating in on-call rotations. The role requires distributed-systems experience, strong communication, customer ownership, pragmatic decision-making, and familiarity with or willingness to learn Golang.

Manage and grow a regional team of Solutions Engineers supporting major accounts. Recruit, coach, and develop presales talent while serving as a player-coach and executive sponsor for key customers. Partner with sales, marketing, customer experience, product management, and engineering to drive pipeline, adoption, technical validation, and customer success. Own regional planning, team performance, account programs, and quarterly financial targets while influencing product strategy through customer feedback.

Prospect within and expand existing customer accounts across the West region. Manage the full consultative sales cycle, including prospecting, demos, proofs of concept, proposals, negotiations, account management, quoting, order processing, and customer requests. Meet quarterly and annual sales targets, maintain forecasts and customer data, manage the Salesforce pipeline, and communicate the value of Grafana Cloud and Grafana Enterprise.

Responsible for prospecting, qualifying, and closing net-new enterprise customers across the West. Manage full sales cycle including demos, proofs of concept, proposals, and negotiations. Maintain pipeline and forecasts in Salesforce, articulate product value, support trials, and hand off customers to Customer Success while meeting quarterly and annual sales targets.

Lead West Coast regional marketing programs from strategy through execution, managing budgets, goals, stakeholders, timelines, events, ABM initiatives, and performance reporting. Partner with Sales and SDR teams, identify process improvements, and develop scalable AI-enabled workflows for marketing operations and reporting. Independently manage risks and priorities while guiding associates and contractors.