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Sales Development Representative, Outbound (Hybrid - CHI)

Rippling· Sales
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Hybrid (Chicago, IL)$100kFull-timePosted 4d ago

About the role

Outbound Sales Development role focused on creating a sales pipeline through multi-channel prospecting, qualifying leads, and booking meetings for Account Executives. Hybrid in Chicago requiring 3 days/week in-office.

Responsibilities

  • Research target companies, personas, business triggers, and operational pain points to identify high-quality prospecting opportunities
  • Prospect into target accounts using phone, email, LinkedIn, and sales engagement tools
  • Own a high-volume outbound motion, including daily call blocks, email follow-ups, account research, and multi-touch sequences
  • Work toward clear daily and weekly activity expectations, including roughly 80–100 calls and 40–50 emails per day, depending on territory priorities and team guidance
  • Qualify prospects using defined criteria and schedule high-quality meetings for Account Executives
  • Partner closely with Account Executives on territory strategy, account prioritization, messaging, and follow-ups
  • Participate actively in weekly enablement sessions, team call reviews, and manager coaching; apply feedback quickly to improve messaging, objection handling, and overall prospecting effectiveness
  • Maintain accurate records in Salesforce and keep outreach, account, and prospect data clean
  • Leverage tools like Salesforce, Outreach, LinkedIn Sales Navigator, ZoomInfo, Apollo, and dialer technology to execute efficiently

Qualifications

  • BA/BS degree or equivalent work experience
  • A high sense of urgency and genuine interest in a sales career
  • Strong communication skills, especially over the phone and in concise, written outreach
  • Coachability - you can take feedback, apply it quickly, and improve from one call to the next
  • Curiosity and initiative - you ask good questions, seek context, and look for ways to get better without waiting to be told
  • Resilience and consistency in a high-activity prospecting environment
  • Comfort working toward measurable goals in a competitive, team-oriented setting
  • Ability to collaborate cross-functionally with sales, marketing, and other teams
  • Prior sales, customer-facing, athletics, or competitive team experience is helpful, but not required

Skills

Required:ProspectingCommunication (phone & written)Salesforce
Nice to have:LinkedIn Sales Navigator

Benefits

  • On-Target Earnings (base salary + commission) + benefits
  • Hybrid work model (in-office 3x per week in Chicago)
  • Career growth opportunities into Account Executive, SDR leadership, or other go-to-market roles
  • Coaching and professional development in a high-performance environment
  • Exposure to expanded Rippling platform and AI/data product areas
Last updated Oct 21, 2026. Interested? Apply on the company site.
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About Rippling

#1 Workforce Management System | HR, IT, Finance

Rippling eliminates the friction from running a business, combining HR, IT, and Finance apps on a unified data platform.

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