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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.
WHAT YOU’LL DOFacilitate 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
We want someone who has a clear point of view on what “good” looks like in customer conversations, and a way of getting people there that doesn’t feel like training. 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.
We’re looking for someone who has done this work, has a perspective on how to do it again, and the wins to prove it.
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
We’re looking for someone with 3-5 years in a customer-facing revenue role and 3+ years in training, enablement, or a coaching capacity.
WHAT GOOD LOOKS LIKE
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
The measure of this role isn’t how many sessions you run. It’s whether the teams you work with are better, more confident, and more effective with customers because you were there.
The Perks & 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 (Who doesn’t like time off)
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
At WP Engine, we strive to have the broadest possible view of diversity, going beyond visible differences to include the background, experiences, skills, and perspectives that make each person unique. WP Engine is proud to be an equal opportunity workplace and is committed to equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, Veteran status, or any other basis protected by federal, state, or local law.
Base Salary Range
We believe that compensation should be reflective of the impact you have within the organization relative to the market value of your role. The estimated base salary range for this position is as listed above. Some roles may also be eligible for overtime pay. Our salary ranges are determined by job role and responsibilities and level. The range displayed on each job posting reflects the minimum and maximum target for salaries for the position nationwide. The actual base pay will vary based on various factors including job-related skills and individual qualifications objectively assessed during the interview process. Your talent acquisition partner can share more about the total rewards package at WP Engine including any additional total rewards components such as equity, variable pay plans (if applicable), and benefits during the hiring process.
Skills Required
- 3-5 years in a customer-facing revenue role
- 3+ years in training, enablement, or coaching capacity
- Experience facilitating in a SaaS or tech environment across multiple audience types
- Familiarity with conversation intelligence tools like Gong or Chorus
- Ability to build content from a brief (not just deliver handed materials)
- Track record of influencing behavior change, not just delivering training
- Comfort working across revenue-facing roles (sales, CS, SEs)
- Experience running and improving structured programs like new hire onboarding
- Strong facilitation, storytelling, and presence in the room
- Comfort operating in ambiguity and iterating without a perfect playbook
WP Engine Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about WP Engine and has not been reviewed or approved by WP Engine.
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Healthcare Strength — Employee medical, dental, and vision premiums are described as fully employer‑paid in the U.S., with options that include fertility coverage, preventive care, and mental‑health supports. Wellbeing resources such as an EAP, Calm access, a monthly wellness allowance, and quarterly wellness days bolster the package.
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Leave & Time Off Breadth — Time off is framed as generous, including several weeks of PTO, company holidays, a floating holiday, and recurring wellness days. The approach pairs with a remote‑first model and encouragement to take needed time away.
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Equity Value & Accessibility — Stock options are provided broadly so that all employees participate in ownership. Equity is presented as a standard component of offers across functions and levels.
WP Engine Insights
What We Do
We're a rapidly growing technology company that is committed to having an awesome culture, innovation, open source, exceptional customer service, and the massively growing WordPress community!
Why Work With Us
If you’re looking for a fun and fast-paced environment where you can make an impact, WP Engine is the perfect spot for you. We are looking for new team members to come help us shape the way people use and think of WordPress. As a member of our team you will have the opportunity to explore and help us all drive the business forward.
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