Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Nexcess’s North American sales strategy, revenue growth, new-logo pipeline, forecasting, channel partnerships, and market expansion. Manages, coaches, and scales the existing sales organization while supporting complex enterprise deals and strengthening sales processes. Partners with global leadership, marketing, technical teams, and solution architects to improve customer outcomes and expand market share across technology-focused verticals.

Leads a digital cloud client cohort as a business owner, accountable for revenue, churn, expansion, retention, and NRR. Builds go-to-market strategy, directs cross-functional sales, success, and technical teams, manages key customer relationships, improves proactive account management, and represents customer needs in product and marketing planning. The role also involves hiring, coaching, performance reporting, pipeline and account-health reviews, and driving annual contract growth.

Leads the transformation of fragmented implementation and migration teams into a unified organization serving three business units. Owns post-sale delivery through customer go-live, establishes standardized methodologies, metrics, tooling, staffing, and operating models, and improves time-to-value, migration success, and early customer outcomes. Partners cross-functionally with Sales, Product, Engineering, Customer Success, and Support while evaluating self-service delivery, automation, and the potential development of a professional services revenue stream.

Leads Client Success and Technical Account Management for a managed cloud business. Builds retention, adoption, renewal, expansion, health-scoring, and escalation strategies while coaching teams and engaging strategic clients. Establishes scalable processes, metrics, operating cadences, and cross-functional partnerships with Sales, Product, Support, Engineering, Marketing, and Finance. Uses client and business data to identify risks and opportunities, supports complex renewals and executive engagements, and develops a high-performing, independent organization.

Supports mid-market customers across pre- and post-sales engagements by conducting technical discovery, designing cloud and hosting solutions, delivering demonstrations and workshops, and supporting proofs of concept. The role focuses on WordPress, ecommerce, managed hosting, performance, security, migrations, and hybrid cloud solutions. It partners with sales, product, implementation, engineering, and customer success teams while contributing to technical proposals, enablement, process improvements, and mentoring junior sales engineers.

Leads and develops the Data Engineering team while remaining hands-on with scalable pipelines, ETL/ELT processes, data warehouses, integrations, and infrastructure. Establishes architecture, reliability, quality, and performance standards; guides technical strategy; improves automation and monitoring; and partners with Finance and business stakeholders to translate data needs into practical solutions.

Designs scalable cloud, hybrid, on-premises, and bare-metal infrastructure solutions during the pre-sales process. Leads technical discovery, architecture design, presentations, demonstrations, RFP responses, cost estimates, and TCO modeling. Partners with Sales, Engineering, Product, vendors, and customers to ensure technically sound solutions and successful delivery. Requires expertise in cloud platforms, networking, GPU infrastructure, and customer-facing technical consulting.

Own Nexcess and Servers.com social presence across LinkedIn and Reddit, including strategy, calendars, copy, community engagement, original content, short-form video, campaigns, and events. Enable internal subject matter experts to publish, manage the Reddit agency, maintain brand voice, and use social listening and performance data to guide decisions. The role requires translating technical cloud topics into engaging B2B content and growing engagement among target buyers.

Own the full sales cycle for high-volume, short-cycle digital cloud deals, including outbound prospecting, pipeline generation, follow-up, closing, quota attainment, and clean handoffs to Account Managers. Collaborate with Sales, Product, Solutions Engineering, and Account Management teams while maintaining strong activity levels and competitive leaderboard performance.