Contract Legal Assistant

ContractorNames the Caribbean30–35 USD/hour
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✓ Screened eligible

Why you can actually get this job

The role is open to Jamaica, Trinidad & Tobago, Guyana, and Bahamas (all explicitly listed), is a contractor position requiring no visa sponsorship, remote with no in-office requirement, and no language beyond English is required. The UTC offsets include -5 and -4, matching the target timezone.

“Antigua and Barbuda, Argentina, Bahamas, Barbados, Belize, Bolivia +29 more” Geographic scope — Caribbean named explicitly; included subject to G3 (which passed above).
“suriname” Geographic scope — Structured location list contains unrecognisable entries — templated artifact, not trusted as scope.
“Antigua and Barbuda, Argentina, Bahamas, Barbados, Belize, Bolivia, Brazil, Canada, Chile, Colombia, Costa Rica, Cuba, Dominica, Dominican Republic, Ecuador, El Salvador, Grenada, Guatemala, Guyana, Haiti, Honduras, Jamaica, Mexico, Nicaragua, Panama, Paraguay, Peru, Saint Kitts and Nevis, Saint Lucia, Saint Vincent and the Grenadines, Suriname, Trinidad and Tobago, United States, Uruguay, Venezuela” Geographic scope — Jamaica, Trinidad and Tobago, Guyana, Barbados, and Bahamas are explicitly named in the allowed countries list.
“Excellent written and verbal communication skills.” Language — Only English communication is required; no other language is mandated.
“Source-provided allowed UTC offsets: -10, -9, -8, -7, -6, -5, -4, -3.5, -3, -2, 14” Timezone — UTC-5 and UTC-4 are both in the allowed offsets, matching Jamaica/Trinidad timezone requirements.

About the role

General overview

Hi! I’m Dessa, General Counsel here at Customer.io , and I’m looking for an amazing Legal Assistant contractor to join our small, but mighty Legal team. We’re excited to have the opportunity to add you to the team and teach you the ins-and-outs of a small legal department.

Customer.io ’s Legal team is seeking a highly motivated Legal Assistant contractor to join our growing and innovative legal team. Reporting to the General Counsel, this role offers a unique opportunity to gain practical, hands-on experience in a fast-paced SaaS environment. You’ll work closely with the General Counsel, Legal Ops Manager, and Paralegal, contributing to a wide range of projects that support the company’s legal, compliance, and operational initiatives.

As a Legal Assistant contractor, you will tackle projects that directly support Legal’s goals—such as contract management, legal operations, and privacy compliance—while collaborating with cross-functional teams, honing your technical skills, and receiving mentorship.

You’ll gain hands-on experience with contract lifecycle management tools like LinkSquares, support privacy and security assessments, and develop strong organizational and communication skills. You’ll also learn best practices in legal operations, contract negotiations, and remote collaboration within a fast-paced SaaS environment.

  • Some of the things you'll do
  • Assist with contract organization and data hygiene as part of our legacy migration project to LinkSquares.
  • Review and archive legacy and outdated templates and documents from Google Drive to streamline internal file systems.
  • Shadow the General Counsel and Paralegal in real-time contract negotiations and related stakeholder interactions.
  • Support the legal team in managing shared inboxes, including triaging, tagging, and responding to routine inquiries.
  • Initiate and coordinate customer security assessments using Conveyor and other intake tools.

About You

  • Interest in corporate, contract, or technology law.
  • Strong organizational skills and attention to detail.
  • Ability to handle confidential information with discretion.
  • Excellent written and verbal communication skills.

What we're looking for

  • Interest or experience in legal tech platforms (e.g., LinkSquares, Conveyor) is a plus.

Logistics

  • Hours : 40 hours/week at $30–$35/hour
  • Location : Remote
  • Contract : Temporary coverage through the end of 2026
  • Collaboration : Works closely with the General Counsel, Legal Ops Manager, and Paralegal
  • All final candidates will be asked to complete a background check and employment verifications as part of our pre-employment process.

Customer.io recognizes the stifling impact of systemic injustice on diverse communities. We commit to using our influence to increase inclusion and equity within the tech industry. We strive to build an inclusive team culture, implement bias-free hiring practices, and develop community partnerships to expand our global impact.

Zoom is the only video conference platform that we use, virtual interviews will be conducted using the video capability (i.e., not via the chat), and offers will be extended in writing on official Customer.io letterhead. Please be vigilant in all of your job search activity, and if you have any questions please contact .

Join us!

We believe in empathy, transparency, responsibility, and, yes, a little awkwardness. If you’re excited by what you read and want to build software that makes communication better for everyone—apply now.

Originally posted on Himalayas

Apply now ↗

Straight to the employer's own application — no middleman.

At a glance

  • EmploymentIndependent contractor
  • Hiring scopeAntigua and Barbuda, Argentina, Bahamas, Barbados, Belize, Bolivia, Brazil, Canada, Chile, Colombia, Costa Rica, Cuba, Dominica, Dominican Republic, Ecuador, El Salvador, Grenada, Guatemala, Guyana, Haiti, Honduras, Jamaica, Mexico, Nicaragua, Panama, Paraguay, Peru, Saint Kitts and Nevis, Saint Lucia, Saint Vincent and the Grenadines, Suriname, Trinidad and Tobago, United States, Uruguay, Venezuela
  • Salary30–35 USD/hour
  • Posted2d ago

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