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 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.

• 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