AI Deployment Lead

Rippling; New York (NY); On-site; USD 180,000 - 240,000; Full time

Job summary

Rippling is launching a new AI Solutions business line and is hiring our first AI Deployment Lead to own customer engagements end to end, from discovery through measurable impact. You will combine AI transformation leadership with product management, translating customer workflows into requirements and shipping solutions with a team of Forward Deployed Engineers (FDEs).

You will report to the General Manager of AI Solutions and work closely with FDE, Product, and Sales to scale a repeatable AI

Responsibilities

• Own the customer relationship from kickoff through value realization with executives, operators and end users.
• Align stakeholders on scope, success criteria and launch path across GM, Sales and FDEs.
• Run engagement cadence: status updates, steering committees, risk decisions and readouts.
• Diagnose customer workflows to identify high-value AI opportunities and create a transformation roadmap with KPIs.
• Translate workflows into MVP definitions and manage implementation with FDEs from scoping to launch and iteration.

Job description

About the company

Rippling gives businesses one place to run HR, IT, Finance, and global employment. It brings together workforce systems that are normally scattered across a company-like payroll, expenses, benefits, and computers-so businesses can manage and automate every part of the employee lifecycle in a single system, anywhere in the world.

That unified platform provides a powerful foundation for putting AI to work. By connecting live business data, organizational context, and built-in permissions, Rippling AI can answer complex questions and take action across systems while respecting each user’s access and required approvals. Rippling Data Cloud extends this foundation to third-party business data, enabling customers to build AI workflows across their operations. Customers are embracing this approach: Rippling AI generated more ARR in its first two months than any previous Rippling product launch, with revenue growing 121% from July to September.

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 @Rippling.com addresses.

About the role

Rippling is standing up a new business line: Rippling AI Solutions. This covers everything from (1) custom applications and AI point solutions sold through Sales ("Build") to (2) a full turnkey AI consulting and implementation service ("Transform"). We cover the full spectrum, with a focus on G&A and other non R&D orgs.

We will help customers identify, design, build, and ship production AI workflows, while also supporting adoption and change management within the org to tie automations to ROI. We will be an AI thought partner to our customers - though Rippling will be a central part of all solutions we implement, we are model agnostic and insert other 3P AI tools around Rippling as needed.

The ultimate vision is to scale AI Solutions into a large product line that is central to Rippling’s AI strategy of delivering value to its customers and being their "go to" for their AI needs.

This is a founding role on the AI Solutions team. We are hiring our first AI Deployment Lead to own customer engagements end to end, from discovery through measurable impact. This role combines (1) an AI Transformation Lead, who identifies high-value opportunities, shapes them into a transformation roadmap, owns the client relationship, and drives adoption; and (2) a Forward Deployed Product Manager, who translates customer workflows into product requirements and ships solutions in partnership with our team of Forward Deployed Engineers (FDEs). You will report to the General Manager of AI Solutions and work closely with FDE, Product, and Sales.

What you will do

1. Own the customer relationship

• Serve as the customer’s day-to-day lead from kickoff through value realization, working with executive sponsors, operators, and end users.
• Align the GM, Sales, FDEs, and the customer on scope, success criteria, and the path to launch.
• Run the operating cadence for each engagement, including status updates, steering committees, risks, decisions, and executive readouts.

2. Run the AI diagnostic and create the AI transformation roadmap

• Diagnose customer workflows and identify the highest-value opportunities for AI-driven operating leverage.
• Create a sequenced, quantified and prioritized AI Transformation Roadmap with baselines, target KPIs, and clear success measures.
• Bring a practical point of view on where Rippling, third-party AI tools, and custom workflows can create the most value.

3. Define and ship AI workflows with FDEs

• In partnership with FDE, translate customer workflows into MVP definitions, requirements, acceptance criteria, and evaluation criteria.
• Product manage the implementation with FDE, from scoping through testing, launch, and iteration.
• Pressure-test solution design with FDE across architecture, integrations, data access, permissions, and edge cases.

4. Drive adoption, ROI, and repeatability

• Lead training, workflow redesign, and change management so shipped workflows are adopted and trusted.
• Measure realized value against the baseline and turn results into case studies, references, and expansion opportunities.
• Codify repeatable patterns into playbooks, templates, ROI models, and product feedback.

5. Build the AI Solutions motion with the GM

• Help refine the nascent AI Solutions playbook across discovery, scoping, delivery, adoption, ROI measurement, and expansion.
• As a founding member of the team, help turn early engagements into a repeatable motion that can scale across customers and future AI Deployment Leads.
• Partner with the GM and FDE leadership on engagement health, staffing needs, delivery capacity, and how the motion should evolve as it scales.