Top Tech Jobs & Startup Jobs in Chicago, IL

Generate and qualify sales opportunities through high-volume cold calling, LinkedIn and email prospecting, lead research, targeted outreach, pipeline development, and follow-up. Maintain accurate CRM records, collaborate with account executives, sales managers, and marketing, stay current on product and industry knowledge, and meet performance KPIs. The role offers an advancement path to account executive for high performers.

Own Engine X activation and adoption across customer accounts, guiding customers through charge card implementation, increasing card issuance and spend, and identifying expansion opportunities. Partner with Account Management, Sales, Growth, and Product teams to build activation plans, educate users, monitor performance, remove customer friction, and turn feedback into product improvements. Success is measured by application volume, spend growth, cards issued, and overall platform adoption.

Lead and develop a team of Account Executives through hands-on coaching, performance management, data-driven sales strategy, and accountability. Set goals, analyze KPIs, address performance issues, remove operational roadblocks, and collaborate with sales leadership, marketing, product, and operations to improve productivity, lead quality, customer satisfaction, and quota attainment.

Own onboarding for major commercial customers, designing rollout plans, driving product adoption, leading implementation meetings and training, and coordinating handoffs to Account Management. Partner with Sales and customer-facing teams to deliver successful implementations, meet engagement and adoption targets, and serve as a trusted customer advisor throughout the first year of the customer lifecycle.

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 expansion revenue across strategic customer accounts by identifying whitespace, building commercial cases, engaging executive stakeholders, and closing complex multi-stakeholder deals. Responsibilities include strategic discovery, executive selling, account planning, pipeline management, forecasting, and partnership with Account Managers. The role requires quota-carrying B2B sales experience, enterprise selling skills, consistent quota achievement, and regular customer travel.

Manage and grow a high-volume portfolio of business customers by expanding revenue, reducing churn and downsell risk, and increasing product adoption. Responsibilities include partnering with Account Directors, analyzing Salesforce and usage data, conducting QBRs, engaging senior stakeholders, delivering product training and webinars, answering technical questions, and meeting activity and retention targets.

Leads a team of quota-carrying Account Directors responsible for customer expansion revenue. The role owns quota attainment, forecasting, pipeline discipline, territory strategy, hiring, coaching, executive engagement, and complex deal execution. The leader serves as executive sponsor for strategic opportunities, develops frontline sales talent, partners cross-functionally on account strategy, and uses data to improve win rates, deal size, and pipeline conversion.

Manage the full sales cycle for mid-market accounts, including outbound prospecting, lead qualification, demos, negotiations, and closing. Build and manage named-account pipelines through high-volume cold calling and self-sourced opportunities. Collaborate with Account Management during onboarding, develop customer relationships, and promote Engine’s travel platform. Maintain accurate pipeline data using Salesforce, ZoomInfo, Outreach, and related sales tools while consistently pursuing sales targets.

Build and maintain internal AI-powered tools and automations for sales, customer success, and revenue operations. Implement features, automate lead routing and pipeline workflows, troubleshoot integrations, monitor tools, fix bugs, and evaluate AI platforms. Collaborate with nontechnical stakeholders to gather requirements and deliver reliable, documented code using APIs, scripting languages, and database systems.