Top Senior Sales Jobs in Chicago, IL

Leads Microsoft Dynamics 365 alliance sales strategy and enablement programs to drive revenue, pipeline growth, market expansion, and client pursuits. Builds executive relationships, coordinates go-to-market campaigns, develops solution positioning, tracks alliance performance, identifies opportunities, and promotes AI-enabled sales processes. The role also provides strategic direction, oversees projects, supports business development, and mentors future leaders.

Lead technical sales for Deepgram’s Voice Agent platform, owning discovery, architecture, proofs of concept, technical evaluations, and customer production launches. Partner with account executives on enterprise deals, carry a growth quota, build demos and integrations, develop sales enablement, provide product feedback, and collaborate with telephony, contact center, and LLM partners. The role requires deep voice-agent expertise across telephony, orchestration, streaming pipelines, and speech and language models.

Leads global sales compensation strategy, commission plan design, implementation, optimization, and roadmap prioritization. Partners with senior leaders to align incentives with go-to-market strategy, sales productivity, and revenue growth. Analyzes plan effectiveness, identifies automation opportunities, coordinates cross-functional execution, and manages a high-performing compensation operations team.

Owns the full-cycle provider sales process, from prospecting and segmentation through closing, while carrying an individual quota. Builds executive relationships with hospitals, health systems, ACOs, physician groups, digital health companies, and consultants. Uses data-driven selling to position Garner’s healthcare solutions, partners cross-functionally on product and account handoffs, and helps develop the provider-segment sales playbook, messaging, targeting, and objection handling.

Lead sales strategy and operations for Snap’s North America Large Customer Sales team. Partner with sales leadership and cross-functional teams to identify market opportunities, develop revenue-growth strategies, manage forecasting and pipeline reporting, improve sales workflows, establish performance metrics, and drive strategic initiatives. The role requires strong analytics, program management, business communication, and experience with Salesforce and data visualization platforms.

Leads the technical architecture, governance, and optimization of Braze’s global sales operations technology and data environment. Manages Salesforce and GTM tools, builds AI-powered automation and data pipelines, improves data quality, develops reporting frameworks, and supports account sourcing and enrichment. The role also leads process redesign, UAT, documentation, training, cross-functional data projects, and technical advising to increase seller productivity and revenue operations effectiveness.

Leads leisure sales for Hilton Caribe by expanding wholesale, consortia, and cruise line partnerships. Responsibilities include business development, account growth, contract negotiations, sales and pricing strategy, customer engagement, marketing campaigns, travel partner events, site visits, and market trend analysis. The role requires frequent national and international travel and collaboration with revenue management, marketing, worldwide sales, and destination partners.

Leads leisure sales strategy for Hilton Los Cabos and Conrad Punta de Mita. Manages sales managers, develops wholesale, FIT, tour operator, and luxury consortia accounts, conducts client presentations, oversees travel and trade show activity, and drives revenue growth through account development, marketing initiatives, negotiations, and customer relationships. The role includes ownership and asset management collaboration and up to 30% international travel.

Own sales strategy and operations for the Groups business, including segmentation, territory design, capacity planning, forecasting, sales process, operating cadence, and executive reporting. Lead AI and automation adoption across the sales motion, partner with finance, systems, enablement, and data teams, and translate analysis into business decisions. Hire and manage a team of analysts and strategy partners while serving as the primary strategic partner to the VP of Sales.

Leads sales strategy and solution wins for ServiceNow’s application security offerings. Partners with account teams, customers, solution consultants, and partners to identify use cases, develop digital transformation strategies, demonstrate business value, and manage sales cycles. Coaches account executives and development representatives on specialty solution opportunities while supporting territory and account planning. Requires cybersecurity sales experience, knowledge of specialty solution ROI, business sales process expertise, and 30–50% travel.

Serve as the technical bridge between financial institution prospects and Narmi’s digital banking platform. Lead consultative sales engagements, assess banking needs, deliver tailored product demonstrations, explain technical concepts and business value, and support deal closure. Collaborate with product, implementation, and customer success teams to develop solutions, track multiple concurrent deals, and differentiate Narmi against competitors and partners.

Designs and presents scalable technical solutions for enterprise merchants using Affirm’s payment platform. Leads technical discovery, solution architecture, custom integrations, demos, and pre-sales support while partnering with Sales, Engineering, Product, and partner teams. Builds customer trust, identifies technical risks, influences product development, creates enablement materials, and supports successful implementations. The role requires payments or fintech experience, strong API and enterprise architecture expertise, technical communication skills, and travel up to 30%.

Leads Monte Carlo’s Enterprise Americas sales team, overseeing forecasts, pipeline coverage, new-logo bookings, outbound prospecting, deal inspection, and enterprise sales coaching. The role requires developing a repeatable sales process, coaching reps through complex executive-level deals, recruiting enterprise account executives, and partnering with sales engineering, SDR, marketing, and customer success teams. Candidates should have prior enterprise SaaS sales leadership experience and expertise in disciplined methodologies such as MEDDPICC and value-based selling.

Leads East Coast enterprise sales performance, coaching and developing quota-carrying sellers, managing complex multi-stakeholder deals, improving forecasting and pipeline discipline, recruiting talent, and driving regional go-to-market execution. Partners with senior executives and cross-functional teams to achieve predictable revenue growth across senior living and post-acute markets. Requires extensive enterprise B2B SaaS sales leadership experience, MEDDPICC expertise, and willingness to travel 40–50%.

The Channel Leader drives Zerigo Health's channel strategy through partner relationships, facilitating sales, managing account health, and ensuring growth.

The Media Sales Rep will drive revenue through advertising and sponsorship, develop business partnerships, and manage a sales pipeline while collaborating cross-functionally and executing successful campaigns.

Lead full-cycle B2B sales growth across K12 and higher education markets. Manage pipelines, territory strategy, consultative selling, enterprise negotiations, RFPs, procurement, forecasting, and quota attainment. Coach sales teams, present AI-enabled education solutions to institutional leaders, navigate privacy and compliance concerns, and collaborate with Customer Success, Product, and Marketing.

Leads and develops a team of 6–9 enterprise Account Executives serving higher education clients. Responsibilities include coaching on sales strategy, pipeline and opportunity management, recruiting and retention, complex contract negotiations, forecasting, competitive positioning, executive sponsorship, and cross-functional collaboration. The role drives revenue growth, team quota attainment, and large enterprise SaaS engagements while maintaining strong client and prospect relationships.

Serve as a technical presales expert for Samsara’s IoT platform, supporting enterprise customers through discovery, demonstrations, value assessments, proofs of concept, integrations, and deployment planning. Explain complex solutions to business audiences, guide installers, develop API scripts, identify customer value, support strategic sales cycles, and relay customer feedback to product teams. The remote Southeast-based role requires travel up to 50%.

Drive enterprise sales growth across healthcare provider accounts by managing strategic relationships, acquiring and expanding clients, presenting tailored solutions, negotiating complex agreements, and coordinating cross-functional teams. Maintain accurate Salesforce records, apply MEDDIC/MEDDPICC methodologies, build pipeline, forecast performance, and achieve new and expansion revenue targets.

Leads and develops an SDR team through coaching, performance management, outbound sales strategy, recruiting, onboarding, and career progression. The role sets goals, tracks sales KPIs, improves prospecting effectiveness, promotes SDRs into Account Executive roles, and builds a motivated, inclusive team culture. Requires hands-on leadership of cold calling, objection handling, social selling, outreach cadences, and data-driven performance optimization.

Drive enterprise sales growth among healthcare providers by managing strategic relationships, acquiring and expanding accounts, presenting tailored proposals and product demonstrations, negotiating complex agreements, and coordinating cross-functional teams. The role requires maintaining accurate Salesforce records, applying MEDDIC/MEDDPICC methodologies, building pipeline, forecasting accurately, and achieving revenue targets across new and expansion business.

Drives net-new enterprise SaaS business by prospecting, managing complex sales cycles, building ROI-based business cases, presenting to finance and C-suite leaders, negotiating contracts, and closing opportunities. The role requires territory planning, pipeline forecasting, CRM hygiene, cross-functional collaboration, and approximately 30% travel for in-person customer engagement.

Sells Comcast Business Internet, Data, Video, and Voice services to small and midsize businesses. Develops territories, prospects new customers through cold calling and partnerships, presents consultative solutions, manages sales pipelines, achieves quotas, and coordinates with technical and support teams to ensure customer satisfaction and revenue growth.

Drive client growth by expanding relationships, delivering data-driven insights, and aligning Circana’s analytics and software solutions with client goals. Build strategic stakeholder relationships, meet revenue targets, collaborate with Client Insights, Product, and Analytics teams, and champion client success. The role requires advanced analytical skills, syndicated consumer data experience, industry expertise in CPG, retail, or marketing services, and the ability to translate multiple data sources into actionable business recommendations.