Senior Sales Enablement Facilitator

WP Engine

5d•$88,000 - $121,000

About The Position

WP Engine empowers companies and agencies of all sizes to build, power, manage, and optimize their WordPress websites and applications with confidence. Serving 1.5 million customers across 150+ countries, the global technology company provides premium, enterprise-grade solutions, tools, and services, including specialized platforms for WordPress, industry-tailored eCommerce and agency solution suites, and developer-centric tools like Local, Advanced Custom Fields, and more. WP Engine’s innovative technology and industry-leading expertise are why 8% of the web visits a WP Engine-powered site daily. Learn more at wpengine.com. Sales Enablement Facilitator Reports to Manager, Sales Enablement THE ROLE We’re looking for someone who makes people better at their jobs, and makes them enjoy the process of getting there. This isn’t a content-distribution role. It’s not about running slides and checking a box. It’s about walking into a room, earning trust fast, and leaving people thinking differently about how they talk to customers. You’ll work across our revenue-facing teams: sales, SEs, and CSMs. You’ll show up in onboarding, in ongoing training, in small coaching sessions, and in larger team moments. The through-line is always the same: behavioral change that shows up where it counts, on calls, in retention numbers, and in quota attainment. The best version of this person doesn’t wait to be told what’s broken. They’re watching calls, reading the room, finding the pattern, and surfacing it before it becomes a problem.

Requirements

3-5 years in a customer-facing revenue role
3+ years in training, enablement, or a coaching capacity
Experience facilitating in a SaaS or tech environment, across multiple audience types
Comfort working across revenue-facing roles: sales, CS, SEs, or some combination
Ability to build content from a brief, not just deliver what’s handed to you
Familiarity with conversation intelligence tools like Gong or Chorus
Track record of influencing behavior change, not just delivering training
Comfort operating in ambiguity, iterating in public, and moving without a perfect playbook

Nice To Haves

Someone who makes people better at their jobs, and makes them enjoy the process of getting there.
Someone whose former colleagues don’t just say they were competent, they say they loved working with them.
Magnetic in a room. You don’t just hold attention, you earn it. People leave your sessions energized, not depleted.
Commercially sharp. You understand the sales motion and can connect product and strategy to customer value without losing people in the translation.
A natural pattern-finder. You see things before they’re obvious. You connect dots across calls, teams, and programs and act on what you find.
Curious by default. You explore. You ask better questions. You have a perspective, and you’re willing to defend it and update it.
Relatable and approachable. Trust isn’t given to you. You build it, quickly, with people who can smell inauthenticity from across the room.
A storyteller. You can take a concept and make it stick through the right example, the right analogy, the right moment of honesty.
A sales, CS, or SE role where you realized you were more energized by helping your teammates get better than by hitting your own number
A training or enablement role inside a SaaS or tech company where you had to earn credibility with skeptical reps
A coaching, instructional design, or facilitation background where you built real commercial instincts along the way

Responsibilities

Facilitate training across formats: 1:1 coaching, small group sessions, and larger team programs
Run and continuously improve structured programs like new hire onboarding
Take content requests and build materials that land, not just inform
Translate product briefs and strategic priorities into language that means something to a customer-facing rep
Watch Gong calls, spot patterns, and bring insights back before they become gaps
Build credibility and influence across the revenue org without relying on a mandate to do it
Partner with sales, CS, and product leadership to keep enablement connected to what’s actually happening in the field

Benefits

Company Stock Options (Every employee is an owner in the company)
Great Health Benefits (Medical, Dental, Vision, Life Insurance)
Fertility Benefits (IVF/Fertility drug coverage)
HSA Company contribution
401(k) with a 4% match
Disability Insurance
Paid Family and Caregiver’s Leave
Employee Assistance Program
Generous Vacation Time
One-time $500 payment to set up your home office
4 Company Wellness Days a year
1 floating holiday
Pet Insurance
On-going education through LinkedIn Learning, Workday Learning and our Career Growth Portal