Senior Account Executive | Legal Tech | Remote (Austin, TX preferred)
Affinda Group See More Job Openings by This Employer
- Full Time
- $175,000 - $200,000/year
- Remote
- Austin, TX
August 18, 2025
Job Description
Location: United States (Remote; Austin, TX preferred)
Reports to: Head of Sales
Direct reports: Small team of account executives
The opportunity
Draftable is a fast-growing legal-tech software company used by law firms and in-house teams globally. Since launching our flagship legal document comparison product in 2023, more than 900 organizations have come on board.
You’ll lead our US region as a player-coach: own a personal quota and coach a small team of account executives. We’re specifically looking for someone with strong outbound sales experience with established relationships in the legal industry.
Why this role
What you’ll do
What you’ll bring
Location & travel
US-based and remote. Expect periodic travel for customer meetings, conferences and events.
Compensation & benefits
How to apply
Hit apply to upload your CV and a short cover letter explaining why you are a great fit for this role. We value practical evidence of how you sell and how you coach.
We welcome applicants from all backgrounds and ensure a fair, inclusive process.
We run a concise four-step process, including a short live sales work test before the final interview.
Salary
Reports to: Head of Sales
Direct reports: Small team of account executives
The opportunity
Draftable is a fast-growing legal-tech software company used by law firms and in-house teams globally. Since launching our flagship legal document comparison product in 2023, more than 900 organizations have come on board.
You’ll lead our US region as a player-coach: own a personal quota and coach a small team of account executives. We’re specifically looking for someone with strong outbound sales experience with established relationships in the legal industry.
Why this role
- Join a fast-growing, global scale-up.
- Sell a challenger product with strong win rates and real customer love.
- Uncapped commission with accelerators.
- Lead and coach a small team, while carrying your own quota.
- Long operating history and a healthy balance sheet.
- Fully remote within the US; we welcome strong candidates from any state.
What you’ll do
- Own a quota: full-cycle selling into US law firms (Am Law 200 / NLJ 500 focus), from prospecting to close; navigate multi-stakeholder cycles and run tailored demos.
- Leverage your network: convert existing relationships with partners, senior administrators and CIOs/CTOs into meetings, pipeline and revenue from day one.
- Lead and coach: oversee a small team of account executives; set the operating rhythm, optimize territory and account coverage, and support deal conversion.
- Build the region: sharpen outbound playbooks, attend conferences, partner with marketing on campaigns, and grow your team.
What you’ll bring
- 8+ years of B2B software sales, with strong outbound experience and a proven ability to sell to law firms and legal departments.
- A network across Am Law / NLJ firms and the credibility to secure warm introductions.
- Consistent quota attainment in complex cycles; comfortable running enterprise deals.
- Player-coach DNA: you can win your own deals and lift the team around you.
- Process oriented; able to codify and iterate outbound playbooks.
- A proactive approach and clear, persuasive communication style.
Location & travel
US-based and remote. Expect periodic travel for customer meetings, conferences and events.
Compensation & benefits
- On-target earnings (OTE): US$175,000–US$200,000, split 50/50 between base salary and commissions (some flexibility for the right player-coach profile).
- Uncapped commission with accelerators above quota.
- Benefits include health insurance, 401(k) matching, generous paid time off and remote flexibility.
- Final package will reflect experience, location and quota.
How to apply
Hit apply to upload your CV and a short cover letter explaining why you are a great fit for this role. We value practical evidence of how you sell and how you coach.
We welcome applicants from all backgrounds and ensure a fair, inclusive process.
We run a concise four-step process, including a short live sales work test before the final interview.
- $175,000 - $200,000/year
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