Looking for a software sales role with a focus on AI? Join our AI Paralegal startup within an established, successful LegalTech business

• Warm market – introduce AI Paralegal to existing clients of LEAP Legal Software
• Hands-on coaching from the Head of Growth and a clear path into a closing role
• Flexible, hybrid Sydney based role - 2 days a week in the office

About AI Paralegal

LEAP is the global leader in legal practice productivity solutions, supporting tens of thousands of legal professionals worldwide. Our purpose is simple: to help lawyers who help people. We do that by building technology that improves how law firms operate.

AI Paralegal is the next chapter. It brings AI into the LEAP workflows firms already rely on, taking on manual, time-consuming work so lawyers can do more work, serve more clients and grow their revenue. As we bring it to market, this role plays a critical part in starting those conversations with our clients.

This is an environment built around innovation, experimentation and moving quickly. Small team, real momentum and a global business behind it. You’ll work alongside people who care deeply about helping law firms, and the people they serve, get better outcomes.

What you’ll do

This is a pipeline role. Reporting to the Head of Growth and working side by side with our two Account Executives, you own the top of the funnel – using every channel available to start conversations with LEAP’s Family Law firms, build awareness of and appetite for AI, and book qualified meetings for the AEs. You’ll be working a warm base of existing LEAP clients, so the job is showing firms that already rely on LEAP what AI Paralegal can do for their practice.

To make this happen, you will:

• Run high-volume, multi-channel outreach across phone, email, LinkedIn, SMS and video to engage principals, practice managers and lawyers at LEAP Family Law firms
• Generate leads from every avenue – digital campaigns, webinars, events, in-product prompts, client referrals and warm introductions from LEAP’s account management and support teams
• Partner with Marketing on targeted campaigns and follow up every inbound lead quickly and consistently
• Qualify interest by understanding each firm’s workflows, pain points and appetite for AI, then book quality discovery meetings and demos for the Account Executives
• Deliver a sharp, consistent pitch that positions AI Paralegal around real Family Law use cases, not just features
• Handle objections confidently and keep activity high without dropping quality
• Hand over well-qualified opportunities with clear notes, so the AEs walk into every meeting prepared
• Hit and exceed weekly activity and qualified-meeting targets
• Keep Salesforce accurate and up to date, and report on activity, conversion and pipeline
• Feed market insights back to the sales, marketing and product teams to sharpen our messaging and playbook

What you’ll bring

• 1–3+ years in sales development or outbound sales (SDR, BDR, inside sales, recruiter, or similar)
• A track record of hitting activity and meetings-booked targets
• Comfortable running multi-channel outreach: phone, email, LinkedIn, Zoom & Teams
• Experience with Salesforce (or a similar CRM) and sales engagement tools
• A genuine interest in AI and legal technology – proficiency with AI and productivity tools is a strong advantage
• Experience with professional services clients is a plus. Paralegal, legal practice or Family Law experience is highly regarded, but not essential

You are the type of person who

• Is coachable, competitive and resilient, and thrives in a target-driven environment
• Picks up the phone with confidence and enjoys starting new conversations
• Is curious and creative – always testing new channels, messages and angles to get a response
• Can simplify complex ideas into clear, practical value for busy lawyers
• Is organised and disciplined, and takes ownership of their pipeline and numbers
• Is a team player who takes pride in setting the AEs up to win

Why join AI Paralegal?

• Your work matters. We solve real world problems that improve and support local, everyday law firms. So they can do their best work for the people in the communities they serve.
• Work on the frontier of Legal AI. Help shape how law firms adopt AI, and support access to justice by enabling firms to do more work.
• Make an impact. You won’t be another ‘cog in the wheel’ here. We give full trust and autonomy for you to be heard and to make a real difference.
• A clear path to grow. Learn from experienced Account Executives and the Head of Growth, with a pathway into a closing role as AI becomes central to LEAP’s future.
• Rewarding performance. Competitive remuneration with performance incentives.
• Work with a group of authentic, passionate people who love what they do.
• Global and established. LEAP is part of ATI – one of the largest international LegalTech companies.
• Flexible and hybrid working. We engage, share, and collaborate on ideas and workflows.
• Have fun with us. Celebrations. Socials. Sports teams. Access to sailing and yacht events.
• We value your well-being - Wellness focus with additional time off, gym membership and other perks.
• Access to LEAP Home - a program unique to LEAP to support you in buying your primary residence.