Mid Market Account Executive, AI & Data CloudSalesChicago, IL

Rippling Ai & Data Cloud Account Executive

The AI & Data Cloud Account Executive role at Rippling is one of the highest-impact opportunities in the company today. We are experiencing explosive customer demand for our AI Agents and underlying data platform, as companies look to automate away massive amounts of manual back-office work across HR, IT, Finance, and Operations.

We are building a team of highly driven, technical, and commercially sharp "hunters" who can operate in high-velocity sales cycles while navigating complex, strategic conversations with senior stakeholders. This role sits at the center of Rippling's next major growth vector: enabling customers to deploy AI Agents powered by unified data and custom applications built directly on the Rippling platform.

Working closely with Account Manager partners, you will own the end-to-end cross-sell motion for Rippling's Agent Platform including Data Cloud, custom Solutions, and Rippling AI. You will help customers move from fragmented systems and manual workflows to a unified, intelligent infrastructure where AI Agents can execute work autonomously across the back office.

This is a rare opportunity to:

• Sell a category-defining platform at the intersection of data, applications, and AI Agents
• Capitalize on surging inbound and outbound demand from customers actively seeking AI-driven automation
• Shape how modern companies adopt and scale Agent-based automation across their core operations

If you're looking to operate at the forefront of AI, own a greenfield growth motion, and drive meaningful revenue impact in a rapidly scaling business, this role offers unmatched upside.

What you will do:

• Drive Revenue: Manage the full sales cycle for AI & Data Cloud, from initial discovery and technical scoping to closing deals.
• Technical Partnership: Collaborate extensively with Solutions Engineers (SEs), Professional Services, or Forward Deployed Engineers to bridge the gap between "vision" and "execution".
• Pipeline Management: Maintain rigorous discipline in Salesforce to accurately forecast revenue and consistently achieve monthly or quarterly quotas.
• Subject Matter Expertise: Become an expert on Rippling's Data Cloud, understanding our positioning across the competitive landscape and serving as a product advocate.
• Build & Improve: Exercise the courage to challenge the status quo; if you see a process that is broken, take the initiative to fix it.

What you will need:

• Closing Experience: 3+ years of closing experience, specifically selling complex SaaS platforms (preferably B2B solutions) that require integration, customization, and multi-stakeholder implementation.
• Proven Upward Mobility: A clear track record of internal promotion (e.g., SDR to Sr. SDR to AE) at a single high-growth company. We value "builders" who stay to see the results of their work.
• High-Velocity Discipline: Experience in a fast-paced environment.
• Startup Fluency: Prior experience in a Series AD startup environment where you were required to build your own playbooks rather than just follow existing ones.

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 View email address on click.appcast.io

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 + sales commission) + benefits + equity. The On-Target Earnings* for US-based employees will be 50/50 commission split for base/variable pay, and aligned with one of the ranges below based on location; see which tier applies to your location here.

A variety of factors are considered when determining someone's compensationincluding a candidate's professional background, experience, and location. Final offer amounts may vary from the amounts listed below.

*Commission is not guaranteed