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Legal Counsel - Costa Rica

Cornerstone
Heredia, Costa Rica Posted Oct 2, 2026
Hybrid

About this role

Legal Counsel - Costa Rica

We're looking for a Legal Counsel - Costa Rica This role is Hybrid, Costa Rica

Legal Counsel – Commercial

Key Responsibilities

  • Draft and negotiate SaaS subscription agreements with customers. This is the largest and most important part of the job. Experience supporting Sales in a Saas company is critical.
  • Provide direct support to our Sales, Sales Ops, Finance and Accounting teams and assist in the development and negotiation of a wide variety of SaaS, partnership, support, licensing, and services contracts.
  • Collaborate and strategize with business executives and sales managers on deal structure and approach.
  • Advise on risks and liabilities of proposed commercial transactions and devise creative and practical legal solutions to meet business objectives.
  • Work closely with Vice President Legal to manage the legal and corporate affairs of the company.
  • Review and respond to ad-hoc legal queries and provide succinct advice to the business on contractual disputes and interpretation as well as be capable of dealing with a variety of legal issues including corporate law, regulatory matters and IT and technology matters.

Qualifications

  • Law degree and member of the Costa Rica Bar Association.

  • Excellent spoken and written English skills.

  • 5+ years of substantive commercial and tech transactions experience, preferably in-house at a SaaS company.

  • Comfort and familiarity working closely with a sales team and at ease interacting with a range of global customers and partners from commercial to enterprise businesses.

  • Experience drafting and negotiating a wide range of commercial contracts, with strong attention to detail.

  • Strong track record of performance in demanding, high-growth environments.

  • Strong organizational, project management, and execution skills with a collaborative and flexible approach when partnering with others.

  • Experience in using legal department technology.

  • Excellent analytical and problem-solving capabilities, sometimes in the face of unknowns.

  • Ability to manage and prioritize competing priorities in a fast-paced and high-volume environment without sacrificing quality, attention to detail, accuracy or timeliness.

  • A high energy level and positive demeanor when communicating with busy internal clients, teammates, and partners outside our team.

  • Interest in joining a highly collaborative team.

  • Our Growing Presence in Costa Rica

  • Cornerstone is excited to be building a new hub in Costa Rica as part of our continued investment in growing our global talent and capabilities. We are bringing together teams across a variety of functions, creating exciting opportunities for people to join us at the ground floor of this new chapter and help shape how we grow in the region.

  • We have invested in a new office in Costa Rica, with construction beginning soon, and we expect our presence and capabilities in the region to continue expanding over time. For those joining us now, this is a unique opportunity to help build something from the beginning, work alongside talented colleagues across Cornerstone globally, and be part of our longer-term growth in Costa Rica.

  • Employment Structure

  • As we establish our operations in Costa Rica and complete the process to operate under the country’s Free Trade Zone Regime, Cornerstone is partnering with Recluta, our local Employer of Record (EOR).

  • Our Culture

  • Spark Greatness. Shatter Boundaries. Share Success. Are you ready? Because here, right now – is where the future of work is happening. Where curious disruptors and change innovators like you are helping communities and customers enable everyone – anywhere – to learn, grow and advance. To be better tomorrow than they are today.

Who We Are:

  • At Cornerstone, we believe in AI that works in the service of people, amplifying their judgment to drive high-performing, future-ready organizations forward. Cornerstone Workforce AI™, the intelligence platform for workforce readiness, brings together workforce and labor market data into a proprietary Cornerstone People Graph™, translating signals into intelligence, targeting learning where it matters, developing critical skills, and surfacing hidden talent. Delivered as an open, enterprise platform across whatever application your people work in every day, Cornerstone Workforce AI is built for scale, security, and trust, with certified AI guardrails. As an industry leader, Cornerstone is helping approximately 7,000 organizations, 140M+ users, across 186 countries build continuous workforce readiness.

  • Equal Employment Opportunity has been, and will continue to be, a fundamental commitment at Cornerstone OnDemand. We are proud to be an EOE Protected Veterans/Disability workplace and an affirmative action employer. If you have a disability or special need that requires accommodation,

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