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AI-native sales skills: You will use AI daily in your prospecting workflows – the skills you build here will compound for the rest of your career.
Product market fit: You’ll generate leads for products that customers are actively switching to, with best-in-class win rates and customer retention.
Uncapped earnings: Your success directly determines your compensation, with meaningful upside for high performers.
Well-capitalised: Capital from Affinda is being allocated to Draftable specifically to scale the go-to-market function.
Why now The salespeople who learn to sell with AI will have a massive edge over the coming years. This role puts you inside a company where AI is its foundation, and every employee is expected to adopt AI in their day-to-day workflows. You’ll build prospecting skills, commercial instincts and AI fluency that compound over the next decade. High performers will create significant leverage for themselves and rapidly progress their careers. You will: Build and manage a pipeline of outbound prospects across US law firms and legal teams
Book qualified discovery calls and product demos for AEs – this is your core metric
Run multi-channel outreach campaigns across cold calling, email, and LinkedIn
Partner with AEs to sharpen account targeting and ensure smooth handoffs
Use AI powered prospecting tools to work smarter and faster
Represent Draftable at industry events to build brand awareness and generate leads
What you'll bring 1-3 years in sales, business development or a customer-facing role
A true hunter mentality – you thrive on outbound prospecting, take pride in creating pipeline, and don’t wait for opportunities to come to you
Highly goal-driven with a history of meeting or exceeding KPIs (calls, emails, meetings booked, pipeline generated)
Resilience and self-discipline – you can handle rejection, stay organised and hit activity targets without someone watching over your shoulder
Sharp written and verbal communication skills
A track record of following through on commitments
Genuine curiosity about legal technology and AI
Compensation & benefits On-target earnings (OTE): US$80-90k, inclusive of a base salary of US$50-60k and variable commissions
Uncapped commission structure
Health insurance, 401(k) matching and generous paid time off
Remote work flexibility – work remotely from anywhere in the US
How to apply To apply for the role, please submit the following in PDF format: A brief cover letter detailing why this role interests you
Your resume
Please note we do not respond to unsolicited emails or calls from recruitment agencies. Thank you for your understanding.
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- English
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