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Top Remote Sales Representative Jobs in Chicago, IL
Artificial Intelligence • HR Tech • Software • Generative AI
Contract sales professionals will document a recurring, multi-step outbound sales task end-to-end via structured forms. Work includes precise thresholds, scoring, escalation paths, channels, tool access, and failure modes. Expect ~10 hours per submission; initial AI-driven interview and brief assessment required. US-based, 1099 contract, immediate start.
Professional Services
Conduct discovery meetings with qualified leads, explain tax planning and accounting services, identify client needs, develop tailored outreach, cultivate channel partnerships, source opportunities, and close deals while achieving quarterly sales goals. The role requires strong communication, presentation, listening, organization, CRM proficiency, and autonomous remote-work capabilities.
Top Skills:
ClickupHubspot
Food • Logistics • Retail • Hospitality
Develop and grow new and existing wholesale distributor accounts through prospecting, cold calling, customer relationship management, order entry, site surveys, and meeting sales targets and budgets.
Aerospace
Own channel sales relationships and revenue growth across an assigned territory. Develop account strategies, manage VARs and partners, negotiate contracts, respond to RFPs, provide product training and technical guidance, identify opportunities, and collaborate with sales, product, engineering, and operations teams. Monitor market trends, forecast performance, and support demonstrations, trade shows, and roadshows. Travel up to 75% within the territory.
Top Skills:
Access Control TechnologyCrm SoftwareMilestoneOnguardSales Analytics ToolsVideo Technology
Aerospace • Security • Energy • Industrial
Own channel relationships and sales growth across an assigned territory for access control and video products. Develop account strategies, manage VARs and partners, negotiate contracts, respond to RFPs, provide product training and technical support, and identify new business opportunities. Collaborate with sales, product management, engineering, and operations teams while monitoring market trends, forecasting performance, and executing strategic initiatives. Travel up to 75% within the territory.
Top Skills:
Access Control TechnologyCrm SoftwareLenels2MilestoneOnguardSales Analytics ToolsVideo Technology
HR Tech • Information Technology • Professional Services • Consulting
Conduct outbound sales to SMB and mid-market customers using qualified leads. Identify connectivity, fiber, cybersecurity, and telecommunications needs; present tailored solutions; acquire and expand accounts; manage proposals, RFPs, pipelines, and CRM activity; negotiate and close business while meeting quotas and maintaining customer relationships.
Top Skills:
CRMCybersecurityFiber BroadbandTelecommunications
Software
Conduct consultative full-cycle sales for home service professionals, from initial engagement and demos through closing and account management. Build trusted customer relationships, increase product adoption and recurring revenue, adapt to product developments, collaborate cross-functionally, maintain call and demo activity metrics, and use customer-focused communication and problem-solving to drive successful sales outcomes.
Top Skills:
Ai ToolsCRM
Productivity • Software • Conversational AI
Engage high-value self-service customers, identify growth and retention opportunities, guide product adoption, qualify inbound and outbound leads, and collaborate with Sales, Solutions Engineering, Marketing, and Product teams. The role manages a high-volume account book and helps customers scale Twilio Communications, SendGrid, or Segment products.
Top Skills:
Cloud CommunicationsGongOutreachSaaSSalesforceSegmentSendgridTwilio Communications
Other
Conduct outbound prospecting (50–75 calls/day), nurture and reactivate prospects and prior customers, manage MQL outreach, field inbound inquiries, record activity in Salesforce, communicate product value, research stakeholders, and collaborate to move opportunities to account-managing SDRs.
Top Skills:
HubspotSalesforce
Healthtech • Software
Entry-level medical sales representative responsible for managing hospital accounts, meeting territory quotas, maintaining CRM pipelines, presenting and demonstrating ICU Medical products, and building relationships with clinicians, supply chain contacts, and other stakeholders. The role provides product and sales training, supports field sales with customer communications, and assists with implementations, assessments, education, and go-lives. It is remote and field-based, requires frequent travel, a valid driver’s license, and willingness to relocate for future promotion opportunities.
Top Skills:
CRMIv-Ehr InteroperabilityExcelMicrosoft OutlookMicrosoft Word
Events • Greentech • Logistics • Software • Transportation • Travel
Drive inbound and outbound sales, manage high-volume customer interactions, create trip quotes, close new business, and expand repeat accounts. The role owns a book of business, handles objections, maintains accurate CRM records, and uses performance data to improve conversion and revenue. Responsibilities include account growth, follow-up, customer relationship management, and collaboration on performance reviews and process improvements.
Top Skills:
Google SuiteOutreachProprietary Marketplace TechnologySalesforceSlack
Information Technology • Consulting
Generate and qualify leads through account research, cold calling, email outreach, and value-based pitches. Schedule meetings for Account Executives, maintain CRM records, build prospect relationships, and provide campaign feedback. Support assigned accounts, coordinate client deliverables, prepare performance documentation, analyze customer satisfaction trends, and collaborate with sales and marketing teams on references and case studies.
Top Skills:
CRM
New
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Fintech • Payments
Generates new B2B business for WEX’s Valero fleet partner through high-volume cold calling, lead qualification, discovery, objection handling, proposals, and closing. Maintains a sales pipeline and customer records using CRM and sales tools, analyzes prospect transaction data, recommends fleet and fuel management solutions, gathers account approval information, and coordinates onboarding. Builds customer and internal relationships while supporting sales goals and staying current on products, industry trends, and competition.
Top Skills:
GmailGoogle Appointment ScheduleGoogle MeetGoogle SuiteExcelMicrosoft WordSalesforceSalesloft
Healthtech • Pharmaceutical
Drives awareness and adoption of a pharmaceutical product within an assigned territory. Develops territory and account plans, educates healthcare professionals, builds stakeholder relationships, navigates payer access dynamics, maintains CRM records, and executes compliant sales activities. The representative must live in the territory, travel as needed, maintain a valid U.S. driver’s license, and meet healthcare facility credentialing requirements.
Top Skills:
Crm Systems
Healthtech • Social Impact
The Sales Development Representative researches target accounts, maps benefit and financial stakeholders, and conducts personalized outbound campaigns through calls, email, and LinkedIn. The role qualifies marketing and event leads, converts prospects into sales opportunities, supports three Sales Directors, coordinates meetings, maintains CRM data, and communicates Virta’s clinical and financial value proposition. Success requires organized pipeline management, healthcare or digital health sales experience, sequence-based prospecting, cold-calling persistence, and effective use of AI tools.
Top Skills:
CRMHipaaLinkedInOutreachSalesloft
Sales • Software
Generate and qualify enterprise sales opportunities through personalized email, social, and cold-call outreach. Research target accounts and decision-makers, tailor messaging, collaborate with Account-Based Marketing and Account Executives, overcome objections, manage leads, and communicate Influ2’s value proposition. The role requires a results-oriented, proactive approach, strong spoken and written English, and at least one year of cold calling, lead generation, or SaaS sales experience preferred.
Top Skills:
B2B Advertising PlatformsSaaS
Healthtech • Software
Conduct prospect research, develop outreach plans, and use cold calls and email to schedule meetings for sales leadership. Engage healthcare executives, prepare market research and meeting materials, coordinate follow-ups, maintain sales activity metrics, manage calendaring and logistics, and support the customer acquisition process while meeting performance goals.
Other
Develop and grow sales within the Greater Tucson territory by prospecting, networking, conducting customer presentations, forecasting business, executing sales plans, and building lasting customer relationships. The representative serves as a trusted advisor, supports market-share and revenue growth, and collaborates with customer and internal technical teams to deliver measurement technology solutions.
Top Skills:
Industrial AutomationInstrumentationMeasurement Technology
Digital Media • Social Media
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.
Top Skills:
Digital AdvertisingSocial Media
Cloud • Software
Conduct multi-channel outreach to inbound leads, perform discovery calls, qualify prospects against the ideal customer profile, and transition qualified opportunities to Sales. Maintain CRM accuracy, manage a high-volume lead queue, collaborate with Marketing and Sales on campaigns and territory strategies, and provide feedback on lead quality, messaging, and market trends. The role requires strong communication, organization, consultative selling, and technical learning abilities.
Top Skills:
Chili PiperCrm SystemsGongLinkedin Sales NavigatorPower DialersSalesforceZoominfo
Cloud • Software
Generates qualified sales pipeline through targeted outbound and inbound prospecting, multi-channel outreach, account-based planning, and qualification calls. Schedules discovery meetings for Account Executives, maintains CRM accuracy and activity levels, partners with Demand Generation and Sales on territory strategies, and provides feedback on messaging, lead quality, campaigns, and market trends. Requires at least six months of SDR, BDR, or comparable high-volume outreach experience.
Top Skills:
CRMGongLinkedin Sales NavigatorPower Dialer ToolsSales Automation ToolsSalesforceZoominfo
Energy • Solar • Renewable Energy
Retains prospective solar customers by resolving at-risk cases, handling inbound and outbound calls, overcoming objections, educating customers about solar, de-escalating concerns, and re-engaging unresponsive prospects. The role manages a pipeline of retention cases, follows call quality standards, collaborates with peers, and provides a positive customer experience.
Top Skills:
CRMGoogle WorkspaceSalesforce
Artificial Intelligence • Cloud • Machine Learning • Retail • Software
Generates and qualifies leads through outbound outreach, manages sales pipelines and CRM activity, conducts product demonstrations, guides prospects through the sales process, builds customer relationships, meets quotas, and collaborates with marketing, product, and customer success teams. The role requires inside sales experience, SaaS or technology familiarity, strong communication and negotiation skills, CRM proficiency, and up to 20% travel.
Top Skills:
Artificial IntelligenceCrm SoftwareHubspotMachine LearningSaaSSalesforceVirtual Meeting Platforms
Big Data • eCommerce • Fintech • Analytics • Agriculture
Qualifies farmers and members for FBN financing, crop protection, seed, and livestock products through outbound calls and prospecting. Manages sales pipelines, researches agricultural markets, communicates product value, overcomes objections, and documents customer interactions in Salesforce and other SaaS tools. The role requires independent prioritization, strong communication, technology comfort, and a farmer-focused approach in a remote sales environment.
Top Skills:
Salesforce
Database
Build the sales pipeline through outbound and inbound prospecting, researching target accounts, engaging and qualifying prospects, generating qualified introductory meetings for Account Executives, maintaining CRM records, and supporting event and campaign outreach. The role requires effective communication, discovery, follow-up, handoffs, and collaboration with Sales and Marketing teams.
Top Skills:
ClaudeGongHubspotLinkedin Sales NavigatorSalesforceSalesloftZoominfo
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