Sales Development Representative - Chicago (Hybrid)

• Build and execute a multi-touch, multi-channel prospecting strategy (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 their business priorities, recent initiatives, and internal communications challenges before making 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, and use data to continuously refine your approach.
• Participate actively in team enablement sessions, bringing feedback from the field to sharpen the team's collective messaging and sequencing.

• 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.
• Experience selling into HR, Internal Communications, or HCM buyers (strongly preferred).
• Familiarity with enterprise SaaS sales cycles and multi-threaded account strategies (strongly preferred).
• Working knowledge of MEDDPICC, Challenger, or similar sales frameworks (strongly preferred).
• Experience with Sales Navigator and intent data tools like HockeyStack (strongly preferred).
• Demonstrated coachability — examples of feedback you received and applied (strongly preferred).

Pay range: $27.50 - $31.25p/h

• Excellent PTO program.
• Great health benefits.
• Casual and friendly environment.
• Remote work.
• Growth opportunities - both personally and professionally.