Founding GTM Executive – US Market Expansion at Alaro

Company Overview

Alaro is a leading AI operating partner backed by top-tier venture capital, specializing in transforming complex legal workflows with AI technology. Founded in 2025 by former executives from Paul Hastings and Monzo, Alaro has facilitated over $5 billion in transactions by automating and enhancing business-critical legal operations for prestigious law firms and global banks.

Role Summary

We are looking for the inaugural US-based Go-To-Market (GTM) leader, reporting directly to the CEO, to spearhead our US market entry. Based in New York or Boston, this high-impact role requires cultivating relationships with General Counsels and C-suite executives to convert early momentum into a scalable revenue engine. You will be instrumental in establishing and expanding the US GTM organization while executing strategic enterprise sales.

Key Responsibilities

• Develop and manage the entire US market engagement—from prospecting General Counsels in companies with $50M+ revenue to securing complex multi-stage enterprise deals.
• Conduct high-touch, relationship-driven sales activities including face-to-face meetings, executive dinners, and strategic networking targeted at legal and C-suite decision-makers.
• Recruit and lead the US GTM team once revenue milestones are achieved, evolving from individual contributor to senior sales leader.

Candidate Profile

• Experience as a General Counsel, Head of Legal, or first legal hire at venture or private equity-funded firms.
• An immediately actionable and trusted network of legal executives and C-suite contacts ready to engage.
• Proven track record navigating complex enterprise sales cycles and influencing senior stakeholders to adopt innovative technology and operational frameworks.

What Makes This Role Unique

• Lead US growth for an SRA-regulated AI company already processing billions for elite global legal and banking clients.
• Foundational, highly autonomous position with direct responsibility for closing major deals and establishing a national GTM structure.
• Competitive total compensation of $400,000 OTE, including $200,000 base salary, $200,000 commission, and equity participation in a fast-growing startup.

Additional Information about Jack & Jill

Jack is an AI-powered career coach helping candidates identify their strengths and ideal roles, while Jill functions as an AI recruiter sourcing talent for companies by leveraging Jack's network. This role is an active vacancy being recruited through their AI-assisted platform.