Strategic Enterprise Account Executive

Rippling•Chicago, IL

7d•Onsite

About The Position

The Strategic Enterprise Account Executive role at Rippling is one of the fastest-growing segments of our business and a cornerstone of our move upmarket. This is a unique opportunity to drive transformational growth by helping large, complex organizations modernize how they manage HR, IT, and Finance in one unified platform. We’re looking for ambitious, high-performing Account Executives who can navigate multi-stakeholder, strategic sales cycles. From first engagement through close and customer launch through our implementation approach. At Rippling, we believe AEs should spend 100% of their time where they create the most impact: Engaging with qualified prospects and executive buyers, Managing strategic evaluations that showcase Rippling’s differentiated value, Project managing high-value opportunities sourced from a mix of inbound and outbound motions, Partnering closely with Implementation and Support teams to ensure a seamless transition and long-term customer success. This role is a fit for sellers who thrive in complexity, lead with curiosity, and want to shape how Rippling wins in the enterprise market.

Requirements

6+ years of experience selling SaaS/HCM/Payroll/Financial or Platform solutions to C-levels from a field sales position
Experience carrying a $1M+ annual quota
Track record of success (top 10% of sales org)
Proven track record of outbound acquisition sales
Experience selling Payroll and HRIS/HCM software and or a B2B platform to business users
Experience negotiating deals with a variety of C-Suite Executives to close opportunities
Experience in engaging in a programmatic approach to generate and develop leads within your assigned accounts
Ability to thrive in a very fast paced environment
Strong verbal and written communication skills

Responsibilities

Sell into our largest, most strategic prospects above 1000 employees
Become a product expert across our entire platform and understand our competitor landscape
Develop strategy for prioritizing, targeting, and closing key opportunities in assigned accounts
Perform account planning for prioritized accounts, and work in tandem with your assigned Sales Development Representative to generate pipeline.
Run sales calls with presentations, detailed solution discovery, qualification rigor, and customized product demos
Work with our sales engineering teams to provide up-market insights to inform Rippling of customer needs that we need to be prepared to meet in selling to larger companies.
Leading pre-sales and other internal resources to ensure alignment when leading a broader group to assist with sales cycles.
Utilize MEDDPICC sales methodology to qualify opportunities and comprehensively navigate the sales cycles.
Manage pipeline in Salesforce to accurately forecast revenue on a monthly and quarterly basis
Achieve quota attainment consistently