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:

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

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 Strategy and Business Operations Specialist (30 - 60 minutes)
3. 2nd Interview with the VP of Sales (30 - 60 minutes)
4. 3rd Interview with the CSO (30 - 60 minutes)
   ※please note that additional interviews may be conducted due to the time constraint
5. Reference Check
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.

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Ensuring a Fair and Secure Recruitment Process:

In recent years, there has been a growing number of applications submitted with fake or AI-generated profiles, including fabricated work history or impersonated identities. At BoostDraft, we are committed to providing a fair and secure hiring process for all candidates and have implemented the following measures:

• During online interviews, the use of both camera and microphone is mandatory. If we detect suspicious behavior, we may ask you to disable video filters or perform a simple on-screen action. If you are unable or unwilling to comply, the interview may be terminated on the spot.
• By applying for a position or participating in an interview, you are deemed to have agreed to these measures and to cooperate if such requests are reasonably made.

These measures are applied equally to all candidates to ensure a trustworthy and fair hiring environment. We appreciate your understanding and cooperation.

If you have any concerns or questions regarding these measures, please feel free to contact our recruiting team.

• 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