Legal Tech Account Executive / Sr. Account Executive

BoostDraft is seeking a dynamic Account Executive to drive our next phase of growth in the U.S. market. This is a rare opportunity to join and help us scale from a proven, profitable base into a world of new possibilities.

About BoostDraft:

BoostDraft is reinventing legal drafting with a local Microsoft Word add-in that automates tedious formatting and elevates lawyers’ day-to-day work. Founded by MIT and Stanford alumni, we’ve grown to 10,000+ paying users and earned adoption at 17 of Japan’s top 20 law firms—mostly through word-of-mouth, profitability, and without external funding. Now, with early U.S. traction and rave reviews from American legal professionals, we’re ready to bring our game-changing product stateside.

For more details:

BoostDraft Company Deck

Why BoostDraft needs you:

  • Scale with Ambition: We’ve built a solid base in Japan and secured early wins in key U.S. legal markets—now it’s time to turbocharge growth.
  • Greenfield GTM: You’ll own the outbound playbook, laying the groundwork for a repeatable, high-velocity sales engine.
  • High Impact Role: As one of our first U.S. sales hires, you’ll shape processes, tooling, and strategy alongside the VP of Sales and CSO.

What you will do:

As the Account Executive at BoostDraft,

  • Identify potential clients in law firms and corporate legal departments
  • Use various sales tools (ZoomInfo, Apollo, etc.) and initiate contact with prospects through cold calling, emailing, networking events, and SNS.
  • Conduct sales meetings and manage the end-to-end sales process
  • Maintain accurate records of sales activities, leads, and opportunities in CRM and effectively follow up the leads saved in the pipeline

Requirements

Required Qualifications

  • 2 + years of enterprise software, legal-tech, or law-firm sales experience
  • Proven success in cold outreach and lead generation (phone, email, social)
  • Demonstrated ability to manage a pipeline and hit or exceed monthly/quarterly targets
  • Strong business acumen, curiosity, and an entrepreneurial mindset

Nice to have –

  • Channel or partnership development experience
  • Hands-on with sales intelligence tools (ZoomInfo, Apollo, etc.)
  • Familiarity with the legal-tech landscape or previous work with law firms

Who we’re looking for:

  • Self-driven and unafraid of ambiguity—thrives in fast-moving, high-stakes environments
  • A natural hunter who enjoys opening new doors and building relationships from scratch
  • Culturally savvy, comfortable collaborating with a globally distributed team
  • Willing to travel periodically for industry events and customer visits

Interview Process:

  1. Introductory call with a recruiter (15 – 30 minutes)
  2. 1st Interview with the CSO (30 – 60 minutes)
    ※verbal case study may be conducted
  3. 2nd Interview with the Strategy and Operations Manager
  4. 3rd Interview with the CRO
  5. Final Interview with the CEO (30 – 60 minutes)
    ※please note that additional interviews may be conducted due to the time constraint
  6. Offer

Compensation Package:

Basic Salary (60-80k) + Sales Commission

※not entirely fixed

Employment Type:

Consignment contract for the first 3 months, with the possibility of conversion to a full-time position based on performance and business needs.

Benefits

  • Full remote (anywhere in the US)
  • Flexible working time
  • Access to virtual office
  • Health Insurance
  • Paid Time Off

Why you should join BoostDraft:

  • You can enjoy the whole process of product market fit, and scale the business
  • A lot of opportunities to learn from the founders / management, including leveraging our Japan experience and product development
  • International environment with significant challenges to be met every day
  • Lots of opportunities to interact with industry leaders who are focused on delivering products that offer exceptional user experiences
  • You will use the latest technologies and will be encouraged to bring your flair to the role

Originally posted on Himalayas

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