Revenue Enablement Manager, Enterprise & Strategic Sales

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US onlySenior$130K–186K/yrPublished 9 October 2026Looks fresh

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First recorded by Psst: 12 October 2026. Your first 3 jobs are free to apply to (the first right away, 2 more with your email). After that, the company and the apply link are for Psst members, from $4.99 for 7 days.

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The 20-second read

Experience
Senior
Where you can live
US only
Skills and tools
gong, excel, upsell, quota, negotiation

Read from the ad by Psst's rules. Check the full ad below before applying.

Job details

Where you can work
United States
Employment type
Not stated by the employer
Advertised pay
$130K–186K/yr
Experience
Senior
Employer publication date
9 October 2026
First recorded by Psst
12 October 2026
Last checked at the source
10 November 2026

About the job

About the company

The company is redefining legal technology for plaintiff law firms, and we're building the team that will take us there. We help firms handle more cases, recover more for clients, and grow with AI that works across every stage of a case, from intake through resolution. The next generation of great plaintiff firms will be AI-Native, and the company is how they get there. But what makes the company different isn't just the product. It's how we build it. If you're someone who takes ownership, stays curious, and wants to build AI that's already changing how  law is practiced, this is where you belong.

Product-market fit: the company is trusted by over 1000+ law firms, and we’re growing fast.

Backed by top investors: We’ve raised over $160M from world-class partners including Spark Capital, Andreessen Horowitz(A16z), Menlo Ventures, and Lightspeed.

Built by a world-class team: Engineers, designers, and operators from places like Scale, Meta, Airbnb, Cruise, Square, Rubrik, and Lyft are building the company from the ground up.

AI-Native from day one: We’re on the bleeding edge of AI, collaborating directly with teams at OpenAI and Anthropic to build best-in-class AI workflows tailored for legal work.

Explosive growth: We are growing 2X revenue Quarter over Quarter.

About This Role

The company Legal is a Series B legal AI platform reinventing how plaintiff law firms run their practice. As the dedicated enablement manager for our Enterprise & Strategic segment, you'll be the person AEs turn to before their biggest, most complex deals, and the person who turns a strong rep into a great enterprise seller. You'll own the programs, playbooks, and live coaching that help this team win multi-stakeholder, high-stakes deals, while also growing the accounts we've already won. If you want to shape how a category-defining sales team sells, and see your fingerprints on every major deal that closes, this is that seat.

What You Will Accomplish

  • Design and run upskilling and coaching programs for Enterprise & Strategic AEs, with MEDDPICC reinforcement as a core pillar, covering discovery, multi-threading, executive alignment, negotiation, and objection handling for complex, multi-stakeholder deals
  • Build programs that cover both sales motions this segment owns: net-new logo acquisition and in-account expansion (upsell/cross-sell across the company's product offerings)
  • Listen to call recordings from the field to identify trends and diagnose skill gaps that coaching and enablement can close
  • Build and deliver enablement across multiple formats (live/virtual facilitation, roleplay workshops, eLearning, etc.) to match the skill and the moment
  • Build and maintain certification tracks, covering product knowledge, sales methodology, and competitive positioning at the depth Enterprise buyers expect
  • Own and continuously update Enterprise & Strategic playbooks and battlecards focusing on enterprise-specific plays (executive alignment, multi-threading, security/procurement navigation)
  • Partner with sales leadership to build the Ent/Strat enablement calendar and prioritize topics based on leadership's top priorities, segmenting coaching by proficiency stage (newer reps past initial ramp vs. tenured Ent/Strat sellers)
  • Partner directly with top-performing Ent/Strat reps to gather their input on what's working, and collaborate with them to co-build and co-present coaching content in the areas where they excel
  • Track ramp and performance metrics and certification completion to show program impact
  • Collaborate cross-functionally with Product Marketing, Revenue Marketing, Product, Finance, RevOps, and Engineering to translate new launches into digestible selling materials for the field

What We Are Looking For

  • Experience in sales enablement, sales training, or a similar quota-carrying-adjacent role, ideally with exposure to enterprise/complex sales cycles
  • Prior experience as a quota-carrying AE in enterprise/complex sales (credibility coaching reps who've walked the deal)
  • Familiarity with a structured sales methodology (MEDDPICC or equivalent)
  • Strong instructional design and facilitation skills; comfortable running live coaching sessions
  • Experience building or maintaining certification programs (Mindtickle or similar LMS a plus)
  • Ability to work independently and own a program end-to-end
  • A proactive problem-solver: someone who spots gaps or breakdowns in the program (or in rep performance) before being told, and moves to fix them without waiting for direction

Nice to Have

  • Experience with sales engagement or conversation-intelligence tools (Gong, Chorus, Clari) for call review at scale
  • Experience building competitive battlecards or positioning against named competitors
  • Exposure to security/procurement-heavy sales cycles (SOC 2, vendor review, MSA negotiation)
  • Experience with legal tech or another regulated/complex vertical

For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at the company and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and location.

US Salary Range

$130,000 — $186,000 USD

Benefits

💰 Competitive Salary & Equity

💹 401(k) Program with Employer Matching

⚕️ Health, Dental, Vision and Life Insurance

🩼 Short Term and Long Term Disability

🚗 Commuter Benefits *

🧑‍💻 Autonomous Work Environment

🖥️ Workplace Setup Reimbursement

🏠 Telecomm Stipend

🏝 Flexible Time Off (FTO) + Holidays

🚀 Quarterly Team Gatherings

🥪 In office Perks *

  • In office employees only

The company Legal is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, sexual orientation, or gender identity), national origin, age, disability, genetic information, veteran status, or any other characteristic protected by applicable local laws, regulations and ordinances. If you need assistance and/or a reasonable accommodation during the application process, reach out to your recruiter.

We may use artificial intelligence (AI) tools to support parts of the hiring process.  These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

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