Top Sales Development Representative Jobs in Chicago, IL

Reposted YesterdaySaved
Remote
Chicago, IL
90K-95K Annually
Junior
90K-95K Annually
Junior
Artificial Intelligence • Fintech • Software • Automation
Outbound-focused Sales Development Representative responsible for generating pipeline through multi-channel prospecting (phone, email, LinkedIn, short-form video), scheduling high-quality meetings, researching accounts, maintaining CRM data, collaborating with AEs/Marketing/Product, iterating messaging, and hitting monthly KPIs.
Top Skills: CRMLinkedInSalesforce
Reposted YesterdaySaved
Remote
Chicago, IL
40-80 Hourly
Senior level
40-80 Hourly
Senior level
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.
Reposted 10 Days AgoSaved
In-Office
Chicago, IL
89K-117K Annually
Junior
89K-117K Annually
Junior
Financial Services
Research and prospect target accounts via outbound and inbound channels, engage decision-makers including C-level, qualify leads, and generate meetings. Maintain accurate CRM records, use sales tools (Outreach, ZoomInfo, LinkedIn, PitchBook), coordinate handoffs to sales and account teams, and collaborate with internal stakeholders while continuously learning Armanino's services to support firmwide growth.
Top Skills: CRMDynamicsLinkedInLinkedin Sales NavigatorOutreach.IoPitchbookSalesforceZoominfo
11 Days AgoSaved
In-Office
Chicago, IL
48K-52K Annually
Entry level
48K-52K Annually
Entry level
Hardware • Security • Software • Cybersecurity
Follow up with leads, conduct outbound call cadences, educate prospects, identify opportunities, build sales pipeline, re-engage inactive leads, collaborate with territory sellers, and record prospect interactions in the CRM. The role supports Motorola Solutions’ North American Government Sales organization and requires strong communication, organization, motivation, and teamwork.
Top Skills: Automated DialerCRM
11 Days AgoSaved
In-Office
Chicago, IL
60K-112K Annually
Entry level
60K-112K Annually
Entry level
Fintech • Software • Travel • Business Intelligence • Consulting • App development • Big Data Analytics
Generates qualified sales pipeline for Amex GBT’s North American mid-market segment by owning a portfolio of SME accounts, identifying decision-makers, and executing phone-first, multichannel outbound cadences. The role manages prospecting pipelines, tracks follow-ups and nurtures, prioritizes territory activity independently, and partners with Account Executives on account planning and qualified handoffs. Success requires confident phone communication, objection handling, resourcefulness, coachability, and consistent daily prospecting.
Reposted 3 Days AgoSaved
Remote
Chicago, IL
48K-60K Annually
Entry level
48K-60K Annually
Entry level
Artificial Intelligence • Software • Conversational AI • Automation
Build and run your own outbound pipeline with phone-first prospecting. Identify decision-makers, run high-volume outreach, qualify prospects, and book qualified meetings for the CEO and CTO. Help shape messaging and the outreach playbook as the company scales.
Top Skills: CalendlyHubspotLinkedin Sales NavigatorVoip
3 Days AgoSaved
Remote
Chicago, IL
26K-35K Annually
Senior level
26K-35K Annually
Senior level
Edtech
Develop qualified sales pipeline through targeted outbound prospecting, personalized multichannel outreach, account research, consultative discovery, lead nurturing, and CRM documentation. Partner with Sales, Marketing, and Revenue Operations to generate qualified meetings and opportunities. Manage complex accounts, mentor colleagues, support onboarding, and improve sales development processes.
Top Skills: Crm SystemsLinkedInMS OfficeSaaSSales Engagement Tools
3 Days AgoSaved
Remote
Chicago, IL
26K-35K Annually
Senior level
26K-35K Annually
Senior level
Edtech
Develop qualified sales pipeline through targeted outbound prospecting, personalized multi-channel outreach, account research, consultative discovery, lead nurturing, and sales-ready handoffs. Manage complex institutional accounts, coordinate with Sales, Marketing, and Revenue Operations, maintain accurate CRM records, and use performance data to prioritize activities. Mentor colleagues, support onboarding, share best practices, and contribute to process improvements.
Top Skills: Crm SystemsLinkedInMS OfficeSaaSSales Engagement Tools
Reposted 3 Days AgoSaved
Remote
Chicago, IL
65K-75K Annually
Senior level
65K-75K Annually
Senior level
Information Technology • Software
Leads and scales an outbound Sales Development Representative team by coaching calls, managing quotas and funnel performance, hiring and ramping new reps, improving sales sequences, and developing talent. The manager partners with Marketing, Enablement, and Account Executives to strengthen messaging, training, handoffs, pipeline quality, and sales strategy while building a high-performance team culture.
Top Skills: SaaS
Reposted 12 Days AgoSaved
In-Office
Chicago, IL
52K-70K Annually
Entry level
52K-70K Annually
Entry level
Information Technology • Marketing Tech • Productivity • Retail • Sales • Consulting
Face-to-face retail sales role representing national brands; engage customers, explain products and promotions, close sales, meet weekly targets, track performance, support events, and participate in training and leadership development.
4 Days AgoSaved
Remote
Chicago, IL
38K-60K Annually
Senior level
38K-60K Annually
Senior level
HR Tech • Software
Generates qualified enterprise sales opportunities through outbound prospecting, lead qualification, territory planning, personalized email, phone, and LinkedIn outreach. Partners with Account Executives, handles objections, communicates product value to decision-makers, maintains Salesforce and Outreach records, provides market intelligence, achieves monthly pipeline goals, and supports team development through coaching and peer enablement.
Top Skills: HighspotLinkedInMfa/2FaMicrosoft Office SuiteMicrosoft OutlookOutreachSalesforceSalesloft
4 Days AgoSaved
Remote
Chicago, IL
30K-50K Annually
Junior
30K-50K Annually
Junior
HR Tech • Software
Generate and qualify inbound and outbound sales opportunities through territory planning, account research, persona-based outreach, objection handling, and value-focused communication. Collaborate with Account Executives and provide market intelligence to Sales, Marketing, and Product teams. Maintain accurate CRM and sales engagement records, achieve monthly pipeline goals, and participate in ongoing training and coaching.
Top Skills: HighspotLinkedInMicrosoft Office SuiteMicrosoft OutlookOutreachSalesforceSalesloft
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4 Days AgoSaved
Remote
Chicago, IL
Mid level
Mid level
Artificial Intelligence • Healthtech • Software • Automation
Own a quota-carrying, full-cycle inside sales process for healthcare RCM, BPO, and healthcare technology services. Responsibilities include targeting provider organizations, prospecting through phone, email, and LinkedIn, conducting consultative discovery, building pipeline, advancing opportunities, closing business, coordinating with sales leadership, and maintaining accurate Salesforce activity and pipeline data. The role is remote with travel under 10%.
Top Skills: Linkedin Sales NavigatorOutreachSalesforceZoominfo
One Month AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
105K-105K Annually
Junior
105K-105K Annually
Junior
Legal Tech • Software • Generative AI
Identify and qualify new business opportunities at plaintiff law firms through high-volume outreach (125+ activities/day, 80+ calls). Run discovery calls, articulate product value, book qualified meetings, manage pipeline with Account Executives, hit monthly targets, and progress toward full sales-cycle roles through coaching and performance.
13 Days AgoSaved
Remote or Hybrid
Chicago, IL
30-33 Hourly
Mid level
30-33 Hourly
Mid level
Artificial Intelligence • Cloud • Fintech • Machine Learning • Mobile • Software
Drive adoption and revenue growth among existing ServiceTitan customers by prospecting for add-on products, conducting approximately 30 outbound calls daily, sending personalized emails, identifying customer needs, booking demonstrations, and supporting Pro Account Executives. Maintain accurate records, contribute to campaign reporting, coordinate with internal teams, and travel domestically 30% for onsite visits.
Top Skills: Servicetitan
4 Days AgoSaved
Remote
Chicago, IL
34K-45K Annually
Entry level
34K-45K Annually
Entry level
Artificial Intelligence • Beauty • Fitness • Software
Prospect for corporate wellness clients through outbound calls and emails, build opportunities in Salesforce or similar CRM, grow the sales pipeline, craft proposals, share outreach strategies, communicate progress, and meet monthly sales goals and daily KPIs.
Top Skills: CRMSalesforce
13 Days AgoSaved
Remote or Hybrid
Chicago, IL
27-29 Hourly
Entry level
27-29 Hourly
Entry level
Artificial Intelligence • Cloud • Fintech • Machine Learning • Mobile • Software
Generate outbound business opportunities through calls and emails, qualify prospects, conduct discovery conversations, schedule product demonstrations, and support Account Executives with sales strategies. The role includes learning sales methodologies and technology, managing pipelines, participating in coaching, and continuously improving communication and sales skills.
Top Skills: ChilipiperGongSalesforceSalesloft
13 Days AgoSaved
Remote or Hybrid
Chicago, IL
32-34 Hourly
Mid level
32-34 Hourly
Mid level
Artificial Intelligence • Cloud • Fintech • Machine Learning • Mobile • Software
Generate and qualify enterprise sales opportunities through outbound calling, inbound lead follow-up, campaigns, trade shows, and conferences. Support prospects throughout the sales cycle, conduct needs assessments, schedule demos, organize deals, coordinate internal stakeholders, and maintain pipeline accountability against quotas and conversion metrics. The role requires experience selling into complex enterprise organizations, strong communication skills, and proficiency with sales and productivity tools.
Top Skills: GongGoogle DocsGoogle SheetsGoogle SlidesExcelMicrosoft PowerpointMicrosoft WordSalesforce
Reposted 4 Days AgoSaved
Remote
Chicago, IL
Entry level
Entry level
Artificial Intelligence • Insurance • Software • Automation
Generate new business through inbound and outbound outreach, qualify leads, book demos, support early onboarding, manage pipeline in CRM, collaborate with sales leadership to refine messaging, and help prospects understand pricing and use cases to drive adoption.
Reposted One Month AgoSaved
Remote
Chicago, IL
50K-60K Annually
Entry level
50K-60K Annually
Entry level
Artificial Intelligence • HR Tech • Information Technology • Machine Learning • Software • App development • Industrial
The Sales Development Representative will reach out to potential clients, manage contacts, set appointments, and assist the sales team in acquiring new business.
Top Skills: CRMJob BoardsOutreach Tools
Reposted 5 Days AgoSaved
Remote
Chicago, IL
Junior
Junior
Cloud • Information Technology • Cybersecurity
Make outbound prospecting calls and use sales tools to identify decision-makers, qualify leads, and schedule meetings for Account Executives. Manage inbound leads with marketing, meet monthly opportunity quotas, and use Outreach/ZoomInfo/LinkedIn to build pipeline and engage executives. Opportunity for growth into Account Executive roles.
Top Skills: CloudCybersecurityData Center TechnologiesHardwareLinkedInLinkedin Sales NavigatorNetworkingOutreachOutreach IoSoftwareStorageZoominfo
5 Days AgoSaved
Remote
Chicago, IL
50K-60K Annually
Junior
50K-60K Annually
Junior
Artificial Intelligence • Software
Conduct high-volume outbound prospecting to construction industry customers, identify business pain points, qualify prospects, and schedule quality meetings for Account Executives. Maintain accurate prospect and funnel data, follow sales workflows, meet monthly quotas, and represent Kojo professionally. The role requires strong communication, organization, persistence, accountability, and openness to feedback. It is fully remote for candidates based in Canada.
Reposted One Month AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
125K-125K Annually
Mid level
125K-125K Annually
Mid level
Legal Tech • Software • Generative AI
Own outbound engagement for a named book of strategic, enterprise plaintiff law firm accounts. Conduct deep account research, run multithreaded outreach across channels, qualify opportunities, and partner with Strategic AEs and marketing to create pipeline and book qualified meetings against monthly targets.
Top Skills: AbmAIEmailLinkedInPhone
Junior
Software
Generate and qualify leads through high-volume outbound calls, emails, and LinkedIn outreach. Follow approved scripts, handle objections, document every interaction in HubSpot, maintain CRM data quality, and route qualified opportunities to Account Executives. Collaborate on account prioritization, handoff quality, pipeline reviews, and process improvements while meeting monthly meeting and sales-qualified opportunity quotas.
Top Skills: ApolloChorusGongHubspotLinkedInOutreachSalesloft
5 Days AgoSaved
Remote
Chicago, IL
Entry level
Entry level
Healthtech
Identify and engage potential partners through strategic outreach, networking events, industry conferences, and cold outreach. Generate and qualify leads, secure meetings with decision-makers, analyze inbound opportunities, and guide prospects through the sales pipeline. Use HubSpot CRM to manage lead statuses and routing, research market and competitive trends, and provide insights to senior leaders that inform business strategy.
Top Skills: Google WorkspaceHubspot Crm
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