Senior Sales Trainer

WP Engine; Austin (TX); On-site; USD 90,000 - 130,000; Full time

Benefits offered by this job

Company Stock Options

Health Benefits

Fertility Benefits

401(k) with 4% match

Disability Insurance

Paid Family and Caregiver’s Leave

Wellness Days

Job summary

WP Engine is seeking an Enablement professional to elevate revenue-focused teams. You will lead coaching, onboarding, and content development, translating product priorities into practical training that resonates with sales, CS, and SEs.

You’ll analyze calls (e.g., Gong), surface patterns, and drive behavior change across programs while collaborating with product leadership to stay aligned with field realities.

Qualifications

• 3–5 years in a customer-facing revenue role and 3+ years in training, enablement, or coaching.

Responsibilities

• Facilitate training across formats: 1:1 coaching, small group sessions, and larger team programs.
• Run and continuously improve structured onboarding programs.
• Translate product briefs and priorities into language that resonates with reps.
• Watch Gong calls, spot patterns, and bring insights before gaps appear.
• Build credibility and influence across the revenue org without mandates.
• Partner with sales, CS, and product leadership to keep enablement connected to field realities.

Skills

Coaching

Sales enablement

Content creation

Storytelling

Pattern recognition

Public speaking

Relationship building

Ambiguity tolerance

Tools

Gong

Chorus

Job description

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 DO

• 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

WHAT WE’RE LOOKING FOR

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.

YOU MIGHT COME FROM

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

EXPERIENCE & SKILLS

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.