[Hiring] Operations & Digital Content Specialist @Ruby Labs

Role Description

We're building and scaling a high-growth D2C document automation product used by hundreds of thousands of customers globally. Users come to us to find, fill, and generate documents — tax forms, legal templates, agreements, and more — across multiple markets and use cases.

We're looking for a Forms & Templates Operations Specialist to take ownership of building and managing the document content that powers our product. This is a hands-on, technical content role that sits at the intersection of CMS work, PDF preparation, and structured content logic.

You'll be responsible for:

• Formatting source PDF forms into clean, fillable documents in Adobe Acrobat.
• Building the modular content blocks and conditional logic that power our agreement generation flows in our CMS (Payload).
• Working closely with Product, Engineering, and the legal content team to keep the document library accurate, structured, and growing.

Qualifications

• 2–4 years of experience in content operations, technical content management, product ops, or a similar hands-on role.
• Strong, hands-on experience with CMS platforms — Payload strongly preferred.
• Comfortable working with content models, collections, fields, relationships, conditional logic, and versioning.
• Hands-on expertise with Adobe Acrobat for preparing fillable PDF forms.
• Strong logical thinking — ability to break complex agreements or document flows into modular blocks and conditional rules.
• Excellent organizational and documentation skills.
• Highly proactive, resourceful, and self-directed.
• Hands-on familiarity with AI tools (ChatGPT, Claude, etc.) to boost personal efficiency.

Requirements

• Experience with legal, tax, or administrative document content (nice to have).
• Background working with structured content systems, taxonomies, or templated content platforms (nice to have).
• Familiarity with conditional logic, form builders, or document automation tools (nice to have).
• Experience working in D2C SaaS, LegalTech, or document/utility products (nice to have).
• Familiarity with international markets and multi-jurisdiction content (nice to have).

Benefits

• Remote Work Environment: Embrace the freedom to work from anywhere, anytime, promoting a healthy work-life balance.
• Unlimited PTO: Enjoy unlimited paid time off to recharge and prioritize your well-being, without counting days.
• Paid National Holidays: Celebrate and relax on national holidays with paid time off to unwind and recharge.
• Company-provided MacBook: Experience seamless productivity with top-notch Apple MacBooks provided to all employees who need them.
• Flexible Independent Contractor Agreement: Unlock the benefits of flexibility, autonomy, and entrepreneurial opportunities.