Top Sales Jobs in Chicago, IL

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.

Owns enablement for Enterprise and Strategic Account Executives by designing coaching programs, playbooks, certifications, battlecards, and sales training. The role focuses on MEDDPICC, complex deal execution, account expansion, executive alignment, negotiation, and objection handling. Responsibilities include analyzing call recordings, tracking ramp and certification metrics, partnering with sales leadership and top performers, and collaborating cross-functionally to translate product launches into field-ready materials.

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.

Lead enterprise sales managers and teams serving the US state and local public sector. Drive quota attainment, customer acquisition, market expansion, sales-process improvements, forecasting, and high-growth strategy. Coach and develop sales leaders and representatives while building relationships with Fortune 1000 customers and managing complex technology sales cycles.

Own and exceed quota for strategic AI partner sales, driving net-new logos, account expansion, services attach, and co-sell opportunities. Manage the full sales cycle, forecast pipeline and revenue, prioritize deals, oversee deal economics, and communicate market intelligence to partner teams. Serve as the AI portfolio expert for CDW sales teams and customers. Travel up to 25% to CDW locations or client sites.

Supports Sales Executives with account prioritization, client outreach, follow-ups, prospecting, relationship management, and promotion of UL services. The intern receives sales training, works primarily through video, phone, and email, and presents a sales demonstration at the end of the internship. The role is hybrid and includes a 10–12 week project, networking, and professional development.

Supports Account Executives by leading consultative discovery, delivering tailored technical demonstrations, explaining API integrations and security concepts, and recommending customer-focused SaaS solutions. Collaborates with Product, Customer Success, and Professional Services teams, identifies technical blockers, incorporates customer feedback, and uses data and emerging technologies to improve sales effectiveness. The role requires strong communication, teamwork, curiosity, and comfort engaging both HR and IT stakeholders.

Leads group sales for Hilton Aruba and The Westerly, soliciting and negotiating complex group accommodations, contracts, pricing, and agency agreements. Directs sales staff, oversees performance, training, forecasts, budgets, reporting, trade shows, client presentations, and market research. Builds customer relationships, develops sales strategies, monitors departmental performance, and travels domestically and internationally up to 30% of the time.

Leads a Treasury Sales Support team responsible for improving client onboarding, billing and pricing processes, service-level agreements, controls, reporting, and continuous improvement. Builds partnerships with Sales, Implementation, Product, Documentation, and Technology teams; coaches staff; manages workloads; drives process and policy changes; identifies procedure gaps; and delivers reporting and presentations to senior stakeholders.

Lead development and expansion of payments business for Diversified Industries clients by selling integrated payments solutions, building pipeline, managing proposals and cross-functional delivery, and collaborating with product, coverage, and operations teams to retain and grow client relationships.

Leads Garner’s provider sales growth by developing distribution models, closing strategic partnerships with healthcare providers, expanding brand presence, refining provider strategy, and achieving annual revenue goals. The role requires managed care or provider organization experience, expertise in value-based care and healthcare economics, strategic account planning, executive partnership, and regional travel across East Coast and Central clients.

Leads Bevi’s indirect sales strategy, national partnerships, territory sales, and international channel expansion. Owns partner growth, executive relationships, negotiations, forecasting, operating plans, pipeline management, and team development. Builds scalable sales playbooks, manages revenue and budgets, establishes performance systems, and collaborates with Sales Operations, Finance, People, Product, Operations, and Marketing to deliver predictable partner revenue and machine bookings.

Build and lead the sales enablement function by designing onboarding, training, certification, and product education programs. Partner with Sales, Marketing, Customer Success, Professional Services, Product, and commercial leadership to address performance gaps, improve ramp time, increase quota attainment, and support retention. Own enablement technology, including LMS and HubSpot-related training, measure program outcomes, evolve the sales motion, and guide the growing enablement team.

Lead Hilton’s technology-focused corporate group sales accounts by developing account strategies, expanding relationships, identifying revenue opportunities, forecasting growth, and achieving sales targets. The role manages national and global accounts, analyzes account data, collaborates cross-functionally, advises executive decision-makers, and delivers tailored hospitality solutions. It is remote and requires travel of up to 40%.

Leads HPE’s North American Channel Security Sales organization, including team development, partner engagement, revenue growth, forecasting, and strategic planning. Owns security sales performance across SASE, firewalls, SD-WAN, NAC, and related networking products. Builds executive relationships with channel partners, drives business plans and pipeline strategies, ensures forecast accuracy, manages budgets, and develops high-performing teams. The role is remote but requires approximately 70% nationwide travel.

Lead and coach a team of 6–8 enterprise account executives selling SaaS and Generative AI solutions to Financial Services organizations. Drive net-new logo acquisition, ARR growth, complex seven-figure deal closures, pipeline management, forecasting, executive engagement, and vertical go-to-market strategy. Partner with Solution Engineering, Product Management, and Marketing to develop tailored sales plays and expand market penetration.

Leads U.S. Life Sciences and Payers sales strategy, revenue growth, enterprise selling, partner development, forecasting, and customer expansion. Manages frontline sales leaders and enterprise account executives while engaging C-suite stakeholders across healthcare organizations. Builds high-performing teams, drives complex SaaS sales cycles, strengthens partner ecosystems, and collaborates cross-functionally with Product, Marketing, Customer Success, and Solution Engineering.

Leads and coaches enterprise sales leaders and account executives serving the Services sector. Drives net-new logo acquisition, ARR growth, pipeline generation, forecasting, executive engagement, and complex multi-year enterprise SaaS deals. Develops vertical go-to-market strategies, sponsors strategic opportunities, and collaborates with solution engineering, product management, and marketing teams to expand market penetration and revenue.

Lead North American enterprise sales for Qualtrics’ Technology and Telecommunications vertical. Manage and coach 4–6 sales leaders and 20+ account executives, drive net-new logo acquisition, oversee complex seven-figure SaaS deals, develop vertical go-to-market strategies, engage C-level stakeholders, manage pipelines and forecasts, and collaborate with Product, Marketing, and Solutions Engineering to accelerate revenue growth.

Drive federal and DoD sales within an assigned region by developing pipeline and account plans, building executive relationships, closing software/security deals, collaborating with cross-functional teams and partners, forecasting, and using Salesforce to track opportunities to exceed quota.

Provides technical product expertise and presentations to prospective customers, helping improve their security posture and positioning Huntress solutions. Partners with Sales, Marketing, Support, and Engineering to identify customer needs and product improvements. Reviews security issues with technical teams, supports MSP and VAR customers, and travels approximately 25% to meet customers.

Partners with account executives to lead technical sales strategy, customer discovery, product demonstrations, workshops, and proof-of-value evaluations. Translates customer goals into Datadog solutions, develops technical champions, manages evaluation timelines, provides product feedback, documents opportunity progress, and collaborates with Product, Support, and go-to-market teams to resolve technical blockers and drive adoption.

Partners with account executives to lead technical sales strategies, customer discovery, product demonstrations, workshops, and proof-of-value evaluations. Translates customer goals into Datadog solutions, manages technical evaluations, develops customer champions, documents opportunities, and collaborates with Product, Support, and go-to-market teams. Requires enterprise sales engineering experience, strong communication skills, cloud and observability expertise, and willingness to travel as needed.

Talent community for future field-based sales opportunities across Fortune Brands’ building products portfolio. Potential responsibilities include territory and account management, sales strategy, customer relationship development, new business generation, product presentations, channel partnerships, forecasting, CRM management, and collaboration with marketing, product, customer service, and supply chain teams. Candidates should have commercial sales experience, preferably in building materials, distribution, construction, plumbing, retail, dealer, or contractor channels. Regular travel within assigned territories is expected.

Leads Mastercard Commerce Media advertiser sales across North America, owning revenue targets, pipeline development, advertiser acquisition, account expansion, sales strategy, forecasting, and executive relationships with brands and agencies. Builds and coaches a high-performing sales team, establishes operating processes, and partners cross-functionally with Product, Marketing, RevOps, Legal, Finance, and account teams to commercialize measurable commerce media solutions.