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Sales Development Representative - Chicago (Hybrid) - Healthcare

Firstup - Chicago, IL, United States - Hybrid - posted 2026-10-12

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Salary: USD 27.5 - 31.25 / hourly

Firstup is an intelligent employee communication platform serving 40 Fortune 100 companies and reaching 17+ million employees daily. The company's mission is to improve the employee experience through workforce communications technology. As a Sales Development Representative on the Healthcare team, you will own top-of-funnel pipeline creation for named enterprise accounts, working closely with Account Executives and Marketing. Your primary buyers are CHROs, VPs of Internal Communications, and Directors of Employee Experience—senior leaders controlling meaningful budget and actively seeking workforce engagement solutions. This role sits at the intersection of Sales and Marketing and requires business acumen, intellectual curiosity, and the ability to build credibility with executives through relevance and insight rather than persistence alone. Key Responsibilities: - Build and execute multi-touch, multi-channel prospecting strategies (phone, email, LinkedIn, video, direct mail) targeting Director through C-suite buyers at named enterprise accounts - Research target accounts and individual stakeholders to develop insight-led outreach, understanding business priorities, recent initiatives, and internal communications challenges before first contact - Partner closely with your Account Executive to align on account strategy, prioritize opportunities, and convert booked meetings into qualified pipeline - Collaborate with Marketing to leverage campaigns, events, and content as outreach triggers and conversation starters - Achieve and exceed monthly and quarterly KPIs including meetings booked, pipeline generated, and connect rates - Maintain accurate activity logging and pipeline data in Salesforce and Groove, using data to continuously refine your approach - Participate actively in team enablement sessions, bringing field feedback to sharpen collective messaging and sequencing The ideal candidate is insight-driven rather than script-dependent, resilient and process-oriented, growth-obsessed, collaborative by default, and ambitious with a long-term orientation toward building a career in enterprise sales. Required Qualifications: - 1+ year of SDR, BDR, or outbound sales experience - Demonstrated ability to self-source meetings with senior stakeholders - Strong written and verbal communication skills—executive-ready - Comfort with outreach platforms (Groove, SalesLoft, or equivalent) - High attention to detail in CRM hygiene and activity tracking - Bachelor's degree or equivalent practical experience Strongly Preferred: - Experience selling into HR, Internal Communications, or HCM buyers - Familiarity with enterprise SaaS sales cycles and multi-threaded account strategies - Working knowledge of MEDDPICC, Challenger, or similar sales frameworks - Experience with Sales Navigator and intent data tools like HockeyStack - Demonstrated coachability with examples of feedback received and applied

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