Wordsmith AI
LegalDirect Ashby career site

Account Executive - Mid Market NYC

Location
New York, NY · On-site
Job type
Full-time
Level
Mid-level
Experience
3+ years
Listed
23 days ago

Skills & highlights for this role

  • SaaS sales
  • discovery and demos
  • pipeline management
  • quota attainment

Also useful

  • enterprise sales

About the role

  • ACCOUNT EXECUTIVE - MID MARKET NYC
  • New York
  • WORDSMITH
  • Wordsmith is building the legal operations platform for in-house teams, and we are growing fast.
  • We believe in-house legal is becoming one of the most important functions in the AI era. Every business is moving faster, but legal work is still too often scattered across inboxes, chats, documents, and disconnected systems.
  • Wordsmith brings that work into one system. Requests come in from across the business, AI agents handle the routine, lawyers stay in control where judgment matters, and every step is captured as work happens.
  • We are built for in-house legal, not law firms. Our goal is to help legal teams move faster, reduce unnecessary external counsel spend, and become a function the business can run with.
  • More than 500 companies, including Financial Times, Safelite, Trip.com, Canva, Starling, and Sage, use Wordsmith. Backed by $100M from Index Ventures, General Catalyst, Highland Europe, and others, we are building one of the defining companies in legal AI.

The Role

We’re hiring an Account Executive to drive new business across in-house legal teams.

This is a full-cycle role. You’ll be responsible for building pipeline, running tight sales processes, and closing deals. You’ll work closely with SDRs, Marketing, and Product, but you own the outcome.

This is an early-stage environment. Things move fast, priorities shift, and there isn’t always a clear playbook. You’ll need to make decisions, stay close to customers, and keep momentum.

What You’ll Do

  • Build and close a strong pipeline of mid-market opportunities
  • Run high-quality discovery and demos that focus on real customer problems
  • Consistently hit and exceed revenue and pipeline targets
  • Build relationships with Legal Ops leaders, General Counsel, and Heads of Legal
  • Work closely with Product and Marketing to sharpen messaging and improve conversion
  • Maintain clean pipeline and accurate forecasts - your CRM is your operating system

What We’re Looking for

  • 3+ years of SaaS sales experience, ideally mid-market
  • Track record of hitting quota and closing deals (~$50k ACV)
  • Strong in discovery, demo, and value-led selling
  • Comfortable selling into complex organisations and senior stakeholders
  • High ownership - you take responsibility for outcomes, not just activity
  • Organised, consistent, and reliable with strong follow-through

How We Work

  • We’re an in-office team in New York.
  • We work together because it makes us faster, sharper, and more effective.
  • You should expect to be in the office as your default.
  • This is a high performance environment. We set a high bar, move quickly, and expect people to take ownership of real problems.
  • There isn’t always a clear path. The people who do well here figure things out, stay close to the work, and keep pushing until they get to the right outcome.
  • This won’t suit everyone. If you’re looking for a highly structured environment or clear boundaries around pace, this likely isn’t the right fit.

What You Can Expect

  • Equity: Stock options with real upside
  • Market: Strong demand and engaged buyers
  • Sales cycle: 3-6 months with a mix of inbound and outbound
  • Support: SDR, Marketing, and Product working closely with Sales
  • Progression: Clear path to Enterprise AE or Sales Leadership

Why Wordsmith

  • We’re in a period of strong momentum - growing quickly, winning new customers, and expanding into larger accounts.
  • The product is landing well, the market is ready, and the team is scaling to meet demand.
  • If you want to be in the room, close meaningful deals, and grow quickly in a high bar environment, this is one of the best places to do it.
Read the original posting

From Wordsmith AI's careers page, first listed on Rolev.ai on October 17, 2026. Rolev.ai is not the employer.

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Common questions

Where is the Account Executive - Mid Market NYC job at Wordsmith AI located?

This Account Executive - Mid Market NYC position at Wordsmith AI is located in New York, NY (On-site). Always check Wordsmith AI's application page for specific state eligibility or relocation policies.

What qualifications are required for Account Executive - Mid Market NYC at Wordsmith AI?

For the Account Executive - Mid Market NYC role, Wordsmith AI highlights 3+ years of relevant experience; experience with SaaS sales, discovery and demos, pipeline management, quota attainment. Rolev.ai can score your existing resume against these requirements and show any skill gaps before you apply.

How do I apply for the Account Executive - Mid Market NYC position at Wordsmith AI?

This listing links directly to Wordsmith AI's Ashby application page. You can apply directly on Wordsmith AI's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Ashby application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.