Top Tech Jobs & Startup Jobs in Chicago, IL

Generates new business through outbound prospecting, cold calls, emails, and campaigns. Identifies customer needs, presents product value, qualifies opportunities, schedules discovery calls, and partners with Account Executives to build pipeline. Maintains prospect data, applies sales coaching and AI-driven research tools, meets activity and revenue targets, and eventually mentors new hires. The role requires working from the Chicago office at least three days per week.

Generate new mid-market business, prospect independently and through BDR leads, serve as a product specialist, manage qualified pipelines, conduct customer research, deliver demonstrations, meet sales metrics, and become a trusted advisor on Sprout Social’s platform and social media trends.

Own the global new-hire onboarding experience and support employee lifecycle programs, including milestone recognition, promotions, performance reviews, talent initiatives, and Community Resource Groups. Build scalable playbooks, manage communications, budgets, platforms, and cross-functional logistics, facilitate culture-focused experiences, gather feedback, and improve processes. Serve as an operational partner to People leaders and CRG stakeholders while supporting employee growth, inclusion, and engagement.

Leads and develops a team of Strategic Customer Success Managers responsible for enterprise accounts. Drives retention, expansion, account health, renewals, QBRs, forecasting, and operational consistency. Serves as an executive escalation point, coaches strategic customer engagement, incorporates generative AI into workflows, and partners cross-functionally with Sales, Renewals, Onboarding, Product, and Professional Services. Tracks portfolio performance and supports customer value realization across high-value SaaS accounts.

Own the strategy, delivery, and growth of Sprout Social’s partner and platform integration ecosystem. Lead integration roadmaps, platform-based connectors, lifecycle management, permissioning, security, licensing, prioritization, pricing, packaging, and go-to-market readiness. Partner with Engineering, Partnerships, GTM, Design, and customers to balance immediate commercial needs with scalable architecture. Build business cases, define success metrics, guide architectural decisions, and deliver measurable outcomes across a multi-product B2B SaaS portfolio.

Leads the Customer Advocacy and Community team, developing scalable customer advocacy, community, reviews, and storytelling programs. The role drives product usage, customer engagement, and business impact while partnering cross-functionally across Marketing, Customer Success, Product, Revenue, and Operations. Responsibilities include team leadership, AI experimentation, program strategy, systems and process improvement, stakeholder alignment, project management, roadmap ownership, and performance measurement.

Prepare SEC filings, financial statements, footnotes, MD&A, disclosures, workpapers, and XBRL tagging. Support SOX compliance, external audits, share-based compensation entries, reconciliations, technical accounting research, and disclosure benchmarking. Collaborate with Legal, Investor Relations, Finance, Accounting, and auditors while improving financial reporting processes and using AI to enhance reporting workflows.

Own full-cycle B2B sales for Sprout Social’s public sector segment, including prospecting, pipeline generation, relationship development, deal management, and quota attainment. The Account Executive will engage decision-makers across organizations, manage qualified opportunities, collaborate with internal teams, and deliver tailored product value. Success includes building a pipeline exceeding four times monthly quota, consistently meeting revenue targets, expanding account adoption, and eventually sharing sales best practices with peers.

Leads go-to-market financial planning and analysis, partnering with Sales, Revenue Operations, and Partnerships leadership. Owns GTM reporting, P&L planning, forecasting, variance analysis, financial modeling, pipeline and bookings analysis, sales capacity planning, quota setting, and compensation design. Builds scalable reporting and data solutions using Pigment, Salesforce, Tableau, and SQL while providing strategic insights on pricing, packaging, revenue, and business performance.

Leads GTM strategy and revenue planning, including segmentation, capacity, coverage, quota, territory design, pipeline modeling, and variable compensation. Manages a planning team, partners with Finance and Sales, evaluates routes to market, supports pricing decisions, and improves planning efficiency through technology and AI. The role requires extensive B2B SaaS revenue operations experience and ownership of complex planning cycles.