JobsJack & Jill

Founding GTM US at Alaro

Jack & Jill

The role

This is a job that Jill, our AI Recruiter, is recruiting for on behalf of one of our customers.

She will pick the best candidates from Jack's network.

The next step is to speak to Jack.

Job Title

Founding GTM — US

Company Description

Alaro is a tier-one VC-backed AI operating partner for business-critical legal work. Founded by alumni from Paul Hastings and Monzo, the firm has already processed over $5bn in legal volume for international banks and elite law firms, turning document-heavy recurring processes into reliable, AI-enabled operations.

Job Description

As the first US hire, you will own the market end-to-end, reporting to the CEO. You’ll transform founder-sourced momentum into a repeatable book of revenue through a relationship-led, in-person motion. This role is for a senior seller who can activate an existing network of GCs and C-suite executives to build Alaro’s US commercial foundation.

Location

New York or Boston, USA

Why this role is remarkable

  • Join a tier-one VC-backed startup founded by Paul Hastings and Monzo alumni that has already processed $5bn in legal work.
  • High-autonomy founding seat with the mandate to build the entire US commercial organization from the ground up once revenue justifies it.
  • Sell a unique "AI-native service" model that delivers completed work rather than just software seats, solving the primary adoption barrier in legal AI.

What you'll do

  • Build and manage a pipeline of enterprise deals through in-person relationships, dinners, and trust-based engagements with GCs and C-suite leaders.
  • Own the full sales cycle from initial network activation and discovery through to scoping commercial terms and closing high-value engagements.
  • Establish the US GTM playbook, providing a critical feedback loop to founders on market needs to shape the product's evolution for US buyers.

The ideal candidate

Who are Jack & Jill?

Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.

And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.

How does this work?

  • Proven track record of building (not just executing) sales motions at legal AI, legaltech, or AI-native services companies north of $50m revenue.
  • An immediately activatable US network of General Counsels, Heads of Legal, and CEOs who will take your call and accept a meeting.
  • Extensive experience in relationship-led enterprise sales and professional services, with a deep understanding of selling expertise and judgment over software licenses.
  • Jack's an AI agent for job searching and career coaching. He works for you.
  • Jill is the AI recruiter working for the company. She recruits from Jack's network.
  • If it's a match and the company wants to meet you, they'll make the intro. In the meantime, if you'd like, Jack will send you excellent alternatives.

We never post fake jobs

This isn't a trick. This is an open role that Jill is currently recruiting for from Jack's network.

Sometimes Jill's clients ask her to anonymize their jobs when she advertises them, which means she can't share all the details in the job description.

We appreciate this can make them look a bit suspect, but there isn't much we can do about it.

Give Jack a spin! You could land this role. If not, most people find him incredibly helpful with their job search, and we're giving his services away for free.