Head of Services

Company: Rippling

Location:

Posted: May 7th, 2026

If you think Services is a "support function," or if you enjoy reciting the same slide deck to sleepy audiences for a steady paycheck, stop reading. This role requires a commercial killer instinct, not just a laser pointer.

LOCATION

Remote / Global. (However, if you are Europe/UK-based, you must be willing to occasionally operate on US hours and vice versa. We move at the speed of the market, not the speed of a tea break.)

YOUR MISSION (SHOULD YOU CHOOSE TO ACCEPT IT):

We are looking for a Head of Services to lead our post-sales consulting practice, and build a scalable P&L that fuels Net Revenue Retention.

We are MEDDICC. We don’t just train sales teams; we build the Operating System for the world’s best GTM organizations. You are not here to run a training department; you are here to embed MEDDPICC into our customers' DNA, customizing their Playbooks, Value Propositions, and operating rhythms.

Your mission is to bridge the gap between "Closed Won" and "Forever Customer" by ensuring our customers don't just learn MEDDPICC, they win with it.

WHO EVEN ARE YOU?

You are an experienced leader from a Value Consulting, Value Engineering, Sales Enablement or Management Consulting background. You may not have carried a bag, but you understand the physics of a deal better than most reps do.

WHAT WE’LL GIVE YOU:

A target.

OK, OK… that was just to check your pulse. If a target scares you, you’re in the wrong place.

We’ll give you:

WHAT YOU’LL ACTUALLY DO:

PLEASE DON’T APPLY IF:

Somewhere up there ☝️ is an Easy Apply button… It's a shortcut. The truth is, every time we post a role, literally hundreds of people click it. We may get to your application, but given the seniority of this role, we want to know if you can actually think.

With this in mind, show us what you’ve got: Please answer the following:

Please send the following to juliej@meddicc.com:

Interview Process

THE FINAL WORD:

Our culture isn't for everyone. If you're looking for a comfortable role where you won't be challenged, scroll on. But if you are done with ‘good enough’ and have a burning desire to do the best work of your career in an environment that demands it, we’d love to talk to you.

IMPORTANT: Research shows that women often feel they need to meet 100% of the criteria to apply, while men apply at around 60%. Regardless of how you identify, if this role excites you and you believe you can do the job, we strongly encourage you to apply.

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