Top Remote Sales Jobs in Chicago, IL

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 federal enterprise sales teams, drive net-new agency acquisition and contract expansion, and grow ARR across civilian, DoD, and intelligence agencies. Develop go-to-market strategies, manage complex multi-year software procurements, engage senior government executives, oversee pipeline and forecasting, and coordinate with solution engineering, marketing, and system integrator partners. The role requires extensive federal SaaS sales leadership, procurement expertise, and knowledge of FedRAMP and government contract vehicles.

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 GitLab’s National Security Group regional sales team, driving new and expansion revenue across U.S. federal agencies. Responsibilities include hiring and coaching Account Executives, forecasting, pipeline management, complex deal strategy, executive negotiations, federal procurement, FedRAMP-related selling, partner engagement, and account expansion. The role collaborates with Customer Success, Product, Marketing, Renewals, distributors, and systems integrators while traveling as needed for customer and team engagements.

Handle inbound and outbound calls to sell Globe Life insurance products, close new accounts, provide consultative support to match products to customer needs, and generate revenue while meeting attendance and scheduling requirements for remote work.

Sell commercial insurance to small business customers through inbound and outbound calls. Responsibilities include qualifying prospects, setting appointments, maintaining lead systems, understanding customer needs, partnering with underwriting, presenting policies, closing deals, and building customer relationships. The role is remote within the United States and requires strong communication, coordination, adaptability, and problem-solving skills.

Leads GitLab’s global SMB new-business organization across EMEA and AMER, overseeing regional sales, BDR, and SDR managers. Owns new-logo strategy, pipeline generation, quota and territory planning, forecasting, revenue reporting, hiring, manager development, and cross-functional alignment. The role drives outbound sales motions, develops team performance, analyzes market opportunities, and represents new-business strategy to senior leadership.

Own a territory and manage the complete outbound sales cycle for Adapt, an AI-powered dynamic pricing product. Prospect property management company leaders, deliver revenue business cases, run pilots, negotiate contracts, close deals, attend regional events, and relay customer feedback to product teams. The role is remote within a territory and requires regular travel. The successful candidate will help establish the sales process as the founding seller in the region.

Manages commercial sales across the Western United States, targeting medium and large accounts in non-healthcare industries. Responsibilities include exceeding quota, developing account strategies, engaging executive decision-makers, managing demonstrations and evaluations, partnering with resellers and internal sales teams, maintaining Salesforce and Clari forecasts, and expanding existing customer relationships. Requires extensive enterprise sales experience, Identity and Access Management expertise, executive-level selling, negotiation, presentation, and autonomous territory management.

Build and manage technology alliance partnerships across the Americas, accelerating partner-generated pipeline and regional revenue. Develop relationships with security, networking, cloud, and digital workplace practices; coordinate with internal sales, marketing, revenue operations, engineering, and partner teams; drive opportunities to closure; and increase partnership brand awareness. The role requires experience with GSI partners, complex solution sales, cybersecurity, and networking, along with willingness to travel.

Drive revenue growth through technology alliance partners by building pipeline, executing joint business plans, maintaining executive relationships, and aligning internal sales teams with partners. The role focuses on cybersecurity partnerships across the Americas, supporting sell-to and sell-through opportunities, increasing partner brand awareness, and coordinating with marketing, revenue operations, partner engineering, and regional business teams.

Manages sales operations for assigned product categories, including forecasting, inventory monitoring, purchase order execution, trade spend tracking, pricing updates, and sales performance reporting. Partners with Sales, Demand Planning, Supply Chain, and Finance to identify risks, coordinate orders, support promotional planning, and maintain operational alignment. Prepares business reviews and performance analyses while monitoring trends and opportunities.

Leads GitLab’s US Financial Services sales organization, managing Strategic Account Leaders and driving software sales, bookings, revenue, pipeline, and renewals. Responsibilities include territory planning, forecasting, performance management, recruiting, coaching, team development, executive customer relationships, and go-to-market strategy for regulated financial institutions. The role requires enterprise software sales leadership, familiarity with financial services regulations, cross-functional collaboration, and occasional travel as needed.

Own and optimize the sales enablement technology ecosystem, including workflows, automation, data governance, reporting, and tool adoption. Build dashboards, scorecards, executive presentations, and business reviews that measure productivity and pipeline impact. Lead cross-functional technology and process improvement initiatives, coordinate vendors and system administrators, and manage implementation timelines, risks, and stakeholder communications across Sales, Revenue Operations, Marketing, IT, and Enablement.