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Hybrid (New York, NY), Hybrid (Chicago, IL), Hybrid (San Francisco, CA), Remote$225k - $275kFull-timePosted 11mo ago

About the role

Account Executive role at DraftWise focusing on research, outreach, and end-to-end sales with large law firms, enabling growth for an AI-enabled legal knowledge platform.

Responsibilities

  • Lead Generation: Identify mid/large-sized law firms through networking, industry events, referrals, and outreach.
  • Relationship Building: Establish and nurture relationships with key decision-makers, including partners and IT directors.
  • Discovery: Understand client challenges and requirements to tailor solutions effectively.
  • Negotiation and Closing: Negotiate contract terms and close deals to meet or exceed sales targets.
  • Collaboration: Work with marketing, product, and customer success teams to support the entire customer lifecycle.
  • Market Intelligence: Stay informed about industry trends, competitive landscape, and emerging technologies.
  • Reporting: Maintain accurate sales activity records and pipeline status using CRM tools.

Qualifications

  • Experience: Minimum of 3-5 years of experience in B2B sales, bonus points if you have legal background or have sold at an early stage legal tech company.
  • Track Record: Proven track record of meeting or exceeding sales targets and closing complex high 5 figure and expanding to mid 6 figure deals.
  • Industry Knowledge: Understanding of the legal industry and the unique challenges faced by law firms.
  • Communication Skills: Excellent verbal and written communication skills with the ability to articulate complex concepts clearly and persuasively.
  • Relationship Building: Strong interpersonal skills with the ability to build and maintain relationships at all levels of an organization.
  • Analytical Skills: Ability to conduct thorough needs analysis and present tailored solutions to clients.
  • Tech-Savvy: Proficiency with Salesforce, Salesloft, Gong, Linkedin Sales Nav, Apollo, etc.
  • An entrepreneurial spirit/experience with a strong growth mindset
  • You are adaptable and comfortable with a fast-paced environment

Skills

Required:B2B salesContract/negotiationRelationship managementSales tools
Nice to have:Industry knowledge - legal

Benefits

  • Compensation: $225,000 - $275,000 OTE
  • All-remote work style.
  • Equity plan
  • Private medical care
  • New laptop and a work-from-home stipend for necessary accessories
  • Generous PTO / sick leave
  • Opportunity to lead our company as we disrupt the legal world
Last updated Sep 23, 2026. Interested? Apply on the company site.
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About Draftwise

Contract and negotiation AI built for lawyers

Draftwise is redefining contract work for lawyers with AI that streamlines drafting, review, and negotiation. Draftwise empowers lawyers with intelligent, data-driven tools that use a firm’s own knowledge base—drawing from past deals, preferred language, and internal guidance to improve the entire contract workflow—from first draft to signed deal.

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