About this role.
Customer.io is hiring a temporary, remote Contract Legal Assistant to support its Legal team through the end of 2026. Reporting to the General Counsel, the contractor will help with contract-data migration to LinkSquares, document organization, shared-inbox triage, and customer security-assessment intake. The role provides hands-on exposure to legal operations, contract lifecycle management, privacy, and SaaS legal workflows. Success requires strong organization, discretion with confidential information, attention to detail, and clear written and verbal communication.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
3/5Pace & Pressure
4/5Autonomy Level
3/5Communication Load
4/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Sample interview questions
I would first confirm the required metadata, naming conventions, retention rules, and migration priorities. I would then review documents systematically, identify duplicates or outdated versions, validate key fields, upload or prepare files according to the defined process, and maintain a tracker for exceptions and completion status.
I use controlled file access, follow established naming and storage conventions, verify recipients before sharing information, and avoid discussing sensitive matters outside approved channels. I also perform a final quality check on document versions, metadata, and permissions before completing a task.
I would triage requests by urgency, legal or business impact, deadline, and whether the request can be handled using an approved process or template. I would tag and route matters to the appropriate owner, acknowledge routine requests promptly, and keep a clear record of status and follow-up dates.
I would compare each item against the current approved template library and applicable retention guidance. I would archive outdated materials rather than delete them without authorization, flag unclear ownership or legal issues, and ensure that active folders contain only current, clearly labeled resources.
Legal operations combines structured process improvement with practical legal support, which is appealing because it helps legal teams serve the business efficiently. A SaaS environment also offers exposure to recurring contracts, privacy considerations, security reviews, and legal technology tools that build strong foundational experience.
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 jobs@customer.io.
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