Sales Development Representative, Outbound (Hybrid - CHI)

Job description

About the role This is a high-activity, outbound Sales Development role. You’ll be responsible for creating a sales pipeline by researching target accounts, reaching prospects through phone, email, LinkedIn, and other channels, and booking qualified meetings for Account Executives. It is a focused top-of-funnel role for someone who is energized by prospecting, fast feedback loops, daily activity goals, and a team environment where performance is visible and celebrated. This is not an inbound or full-cycle sales role. You’ll learn Rippling’s full platform, understand the operational pain points our customers face, and build the foundation for a long-term career in sales. Successful SDRs typically spend time in-seat developing core prospecting, discovery, objection-handling, and territory-management skills before furthering their sales career. (This is a hybrid role and you will be required to be in the office 3x per week in Chicago, IL) What you'll do 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 your 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 What success looks like In your first 30 days, you’ll focus on onboarding, product knowledge, sales methodology, tools, messaging, and understanding Rippling’s customers. By month two, you’ll begin ramping into live prospecting, building activity consistency, and working toward partial quota expectations. By month three, you should be operating at full ramp expectations, managing daily outbound activity, booking qualified meetings, and showing consistent improvement through coaching and repetition. Longer term, success in this role means building the skills and track record to grow your sales career at Rippling - whether that path is toward Account Executive, SDR leadership, or another go-to-market role. Why join Rippling You’ll sell a product that solves real operational problems for companies - not a narrow point solution You’ll learn how businesses run across HR, IT, Finance, payroll, benefits, devices, apps, and more You’ll join a fast-paced, high-performance sales environment with strong coaching, clear goals, and room to grow You’ll be part of a collaborative SDR team that values healthy competition, accountability, and continuous improvement You’ll get exposure to a rapidly expanding platform, including newer product areas such as AI and data Additional Information Rippling is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email . Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a 40 mile radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role. This role will receive a competitive On-Target Earnings (base salary + commission) + benefits. The On-Target Earnings* US-based employees will be 70/30 commission split for base/variable pay for the range listed below. A variety of factors are considered when determining someone’s compensation–including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below. *Commission is not guaranteed About Rippling Rippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system. Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds. Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes. We prioritize candidate safety. Please be aware that all official communication will only be sent from @ addresses.