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Enterprise Account Executive

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Venatrix
Full Time position
Listed on 2026-01-09
Job specializations:
  • Sales
    SaaS Sales, Business Development, Sales Development Rep/SDR, B2B Sales
Salary/Wage Range or Industry Benchmark: 120000 - 150000 USD Yearly USD 120000.00 150000.00 YEAR
Job Description & How to Apply Below

This range is provided by Venatrix. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$/yr - $/yr

Enterprise Account Executive – AI Legal Tech

Seeking candidates based in Chicago, New York City, or San Francisco.

AI | SaaS | Hybrid | OTE $300k | High-Growth Legal Tech | Enterprise New Business

Anonymously advertising an outstanding Enterprise Account Executive role with a high-growth, AI-powered legal practice management platform serving 15,000+ law firm customers and backed by $70M in private funding.

Company:
This innovator provides cloud-based legal practice management software that automates time tracking, document creation, billing, and reporting so law firms can run more profitable, organized practices.

Firms typically capture significantly more billable time and boost profitability using its Auto Time capability, extensive legal form library, and deep Microsoft integrations.

Opportunity:
As an Enterprise Account Executive, you will own full-cycle new business sales into US law firms of roughly 10–100 lawyers, closing complex 50k–150kARR SaaS deals over 6–9 month sales cycles.

Around 40% of pipeline comes from inbound interest, with additional opportunities generated via outbound activity, SDR support, events, and channel partners in a collaborative 20-person sales team.

What You’ll Do
  • Lead consultative, multi-stakeholder sales processes with managing partners and senior decision makers at mid-sized law firms.
  • Build and manage a healthy pipeline, leveraging strong marketing, SDR, and partner support while also self-generating opportunities.
  • Articulate the value of AI-driven automation in improving billable utilization, profitability, and compliance for law firms.
  • Forecast accurately and contribute to a high-performance culture within an experienced enterprise sales team.
What We’re Looking For

4+ years’ experience as a B2B SaaS Account Executive closing new business deals of at least $50kARR

  • Proven track record winning complex, multi-stakeholder sales cycles, ideally 6–9 months in length, with consistent quota attainment.
  • Consultative hunter mindset, comfortable selling into professional services or similar environments; legal tech experience is a plus but not essential.
  • Ability to translate product capabilities into business outcomes for senior legal and operations leaders.
Package & Progression

Competitive base salary of $120k–$150k with realistic OTE up to $320k, plus equity and uncapped accelerators.

Clear path into Strategic AE or Regional Lead positions, with strong onboarding, enablement, and ongoing investment in professional development.

If you are an ambitious Enterprise AE looking to break into a market-leading AI legal tech player, apply directly through Indeed to discuss this opportunity in more detail.

Ready to take on a high-impact sales role with an industry-leading AI platform? Get in touch at

Seniority level

Associate

Employment type

Full-time

Job function
  • Sales, Business Development, and Marketing
  • Business Consulting and Services (Industries)
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