Top AI Sales Jobs in Chicago, IL

Leads new business development, account growth, commercial discussions, client relationships, and sales operations for AI and GenAI data solutions. Partners with engineering, delivery, and customer success teams to understand frontier lab needs, structure projects, close opportunities, and expand client accounts. Requires quota-based technology sales experience, startup experience, STEM education, and strong AI/ML market knowledge.

Lead enterprise sales for Braze AI Decision Studio by developing new and existing senior customer relationships, guiding AI solution evaluations, quantifying business impact, and supporting proofs of value. Partner with sales, pre- and post-sales, implementation, product, and marketing teams. Train colleagues on reinforcement learning in marketing, communicate customer needs, and represent Braze AI at executive meetings, events, conferences, and trade shows.

Leads enterprise sales for Microsoft Azure cloud and AI platforms. Develops customer-specific sales strategies, qualifies and closes complex opportunities, manages pipelines and forecasts, coordinates partners and internal teams, and advises stakeholders on AI-driven cloud transformation. Uses market intelligence, consumption data, and predictive analytics to drive adoption, expansion, renewals, and customer value. Requires strong consultative selling, enterprise relationship management, and knowledge of Azure infrastructure, data, and AI application platforms.

Leads the Software, Data & AI sales function while maintaining an individual sales portfolio. Responsibilities include developing sales strategies, managing quotas and forecasts, leading client discovery and proposals, coaching Account Executives, monitoring performance, recruiting sales talent, and partnering with consulting, marketing, and delivery teams to drive revenue and cross-selling.

Owns revenue generation across a defined territory, selling SAP consulting, migration, and AI-enabled managed services. Responsibilities include account planning, pipeline and CRM management, consultative storytelling, complex deal negotiation, territory coverage, and closing large annuity-based engagements. The role requires collaboration with Alliances and Marketing, use of AI and account-intelligence tools, and technical fluency in SAP migration, cloud platforms, automation, and managed services. This is a remote role requiring approximately 50–70% travel.

Commission-only outside sales role selling a quantitative AI trading platform to active retail and professional traders. Prospect at events, run live demos, host educational meetups, pursue B2B outreach to prop shops and small funds, and manage a sales pipeline to grow recurring subscriber revenue.

Drive enterprise sales of Microsoft AI workforce solutions, including Microsoft 365, Copilot, and AI agents. Engage senior business and technology leaders, identify transformation opportunities, build business cases, manage complex sales cycles, develop pipeline, forecast accounts, and orchestrate Microsoft teams, services, customer success groups, and partners to accelerate adoption and measurable business outcomes.

The Pre-Sales Data and AI Architect will design and operationalize enterprise data architectures, collaborating with teams to ensure effective integration of Salesforce D360 into complex ecosystems while driving customer success through innovative data solutions.

Leads strategic growth and revenue expansion across assigned enterprise accounts. Develops account plans, builds executive client relationships, identifies product expansion opportunities, negotiates high-value contracts, analyzes business and market data, and coordinates cross-functional teams to deliver tailored solutions. Represents Entrata at client events and provides leadership with insights on account strategy, client needs, and risks. Requires domestic travel and advanced enterprise sales expertise with AI.

Leads global sales growth for Ciena’s semiconductor and component portfolio within Cloud and AI markets. Develops sales strategies, business plans, and customer relationships across hyperscalers, data centers, OEMs, ODMs, and ecosystem partners. Drives adoption of electro-optic assemblies, modules, and intellectual property while coordinating with product, engineering, marketing, legal, finance, and services teams. Engages executive stakeholders, exceeds sales targets, manages complex sales processes, and reports on direct and indirect opportunities. Approximately 35% travel is required.

Own enterprise and government-facing B2B revenue for AI software products, managing the full sales cycle from lead generation through deal closure. Develop enterprise clients, strategic partnerships, and distribution channels; meet sales targets; collaborate on go-to-market strategies; monitor market and competitor trends; and represent the company at industry events. The role is fully remote and includes base salary, commission, and equity.

The AI Sales Director will drive sales for Wasabi's hot cloud storage solutions focused on AI/ML customers, prospecting, engaging with clients, and providing consultative advice.

Partner with Account Executives on technical discovery, solution positioning, demonstrations, RFPs, and proofs of concept. Design and configure AI-native CPQ solutions, including product catalogs, configuration rules, pricing logic, and CRM or ERP integrations. Explain AI behavior and quoting workflows to technical and non-technical audiences. Collaborate with Product, Engineering, Demo, and Forward-Deployed teams while building expertise in applied AI, CPQ, and quote-to-cash technologies.

Drive enterprise adoption of AI services-led solutions by developing sales strategies, building pipelines, advising C-level stakeholders, designing tailored engagements, presenting solutions, negotiating contracts, and closing complex professional or managed services deals. Collaborate with consulting, delivery, presales, engineering, marketing, and customer success teams while contributing market insights, sales enablement, and thought leadership.

Leads enterprise sales strategy and revenue growth for AI-powered eDiscovery, legal technology, compliance, analytics, and data intelligence solutions. Builds pipelines, manages complex consultative sales cycles, develops executive client relationships, expands strategic accounts, and positions responsible AI adoption. Partners with product, operations, legal, security, marketing, and executive teams on solution development, pricing, contracts, implementation, and market expansion across corporations, law firms, government, and regulated industries.

Lead execution of industrial cloud and AI sales strategy, drive pipeline progression and forecasting, enable sellers with pitches/demos, align cross-functional teams, manage key accounts, and partner with marketing and product to deliver customer value.

The Sales Engineer will support account teams, conduct product demonstrations, develop technical proposals, and analyze customer data scenarios to promote data observability solutions.

Drive the expansion of software development and AI services by managing client relationships, building sales pipelines, and negotiating contracts.

Lead high-volume outbound prospecting, run discovery calls, qualify and manage high-ticket opportunities through the full sales cycle, book and conduct meetings, handle objections, collaborate with founders/sales leadership, and consistently meet outreach, meeting, and revenue KPIs.

Sell AI-driven solutions to mid-market businesses: prospect, qualify, consult with decision-makers, manage the full sales cycle, close deals, build long-term client relationships, and identify upsell opportunities with support from leadership and technical teams.