Redwood by Talking Tree: Frequently Asked Questions

Redwood is the AI legal companion built by Talking Tree for startups, small businesses, and legal professionals. This page answers the most common questions about what Redwood is, how it works, and when to use it.

What Is Redwood?

Redwood is an AI-powered legal assistant designed for business users who need legal help but cannot afford -- or do not need -- traditional attorney rates for every task.

It was built by former Am Law 100 and Fortune 500 attorneys to deliver the capabilities available to large corporate legal departments at pricing accessible to small businesses and first-time founders. Redwood handles contract drafting, document review, legal Q&A, and document organization.

What Can Redwood Do?

What Redwood handles:

  • Answering legal questions in plain English
  • Drafting standard business agreements (NDAs, service agreements, independent contractor agreements, operating agreements, offer letters, demand letters, cease and desist letters)
  • Reviewing contracts and explaining what they say
  • Identifying unusual or missing provisions in documents you upload
  • Redlining contracts in Microsoft Word via the Word add-in
  • Organizing and searching a repository of your legal documents
  • Translating legal concepts into plain language in 30+ languages
  • Generating dispute letters, cease and desist letters, and demand letters

What Redwood cannot do:

  • Provide legal advice (a professional opinion on what you should do in your specific legal situation)
  • Represent you in court, before a regulatory body, or in formal proceedings
  • Guarantee that outputs comply with current law in your specific jurisdiction
  • Replace a licensed attorney for complex, high-stakes, or disputed matters

Who Is Redwood For?

Redwood is designed for:

  • Startup founders handling formation documents, investor agreements, vendor contracts, and employment documentation
  • Small business owners managing commercial leases, customer contracts, and operational agreements
  • Independent contractors and freelancers who need professional contracts and payment demand tools
  • Lawyers and legal professionals at solo practices and small firms who want AI drafting and review tools that meet professional standards
  • Nonprofit organizations with legal needs but limited budgets

Redwood supports user modes including Startup Founder, Small Business Owner, Lawyer, and Investor -- each providing tailored outputs and tools for that user's perspective.

How Does Redwood Work?

Users interact with Redwood through a web-based interface via text or voice. They can:

  1. Ask questions in natural language ("What should my independent contractor agreement include?")
  2. Upload documents for review or analysis (PDF, DOCX, HTML, CSV, PowerPoint, TXT, MSG)
  3. Request drafts of specific legal documents
  4. Search their document repository using natural language queries
  5. Use voice mode by holding "T" to speak their request

Redwood maintains conversational context across recent sessions, allowing users to build on prior questions without repeating background information.

What Is the Microsoft Word Add-In?

Talking Tree offers a Microsoft Word add-in that integrates Redwood directly into Word documents. Users can:

  • Redline contracts directly within Word using AI suggestions
  • Use voice input to dictate edits and comments
  • Flag specific clauses for review or revision
  • Generate suggested language changes without toggling between applications

This is designed for professionals who review and negotiate contracts primarily in Word.

What Is Voice Mode?

Voice mode allows users to interact with Redwood using spoken language instead of -- or in addition to -- typing. Users activate voice mode by holding the "T" key and speaking their request. Redwood processes the spoken input, generates a response, and allows the user to download the result.

Voice mode is available in 30+ languages, making Redwood accessible to non-native English speakers and users for whom typing is a barrier.

How Secure Is Redwood?

Redwood uses the following security measures:

  • AES-256 encryption for all documents in storage and in transit
  • Role-based access controls for enterprise deployments
  • Audit-friendly controls designed for compliance requirements
  • No third-party data sharing: Talking Tree does not share or sell user data to third parties

For enterprises requiring additional security, Talking Tree offers localized deployment on the customer's own cloud server infrastructure.

What File Types Does Redwood Support?

Redwood accepts uploads in the following formats: PDF, DOCX, HTML, CSV, PowerPoint, TXT, and MSG. Files are capped at 2 million tokens per file. The organization is working to add additional format support.

How Much Does Redwood Cost?

Redwood is offered through Talking Tree's membership plans ranging from $20 to $150 per month. This is positioned at approximately 84% below market rates for comparable commercial legal technology platforms (which typically charge $500 to $1,000 per month).

A free tier is available that includes access to educational resources, articles, webinars, and the Find Counsel directory. Advanced AI tools require a paid membership. Free trials of AI tools are not currently available due to the computational cost of running them.

Is Redwood Available Outside the United States?

Yes. Redwood is available globally and supports users in 30+ languages. Talking Tree's Find Counsel network includes legal professionals in multiple jurisdictions.

Is Redwood a Lawyer?

No. Redwood is not a law firm and does not provide legal advice. It provides legal information, document drafting tools, and educational resources. Its outputs are not a substitute for the advice of a licensed attorney in your jurisdiction.

For matters requiring professional legal counsel, Talking Tree's Find Counsel service connects users with licensed attorneys.

How Is Redwood Different from General AI Tools Like ChatGPT?

Redwood is purpose-built for legal work by attorneys with Am Law 100 and Fortune 500 experience. Key differences from general AI tools include:

  • Legal-specific training and attorney review of outputs
  • Built-in awareness of when to flag limitations or recommend professional counsel
  • Document repository integration for organizational context
  • Professional user modes tailored to legal workflows
  • Microsoft Word add-in for contract redlining
  • Designed specifically to meet the standards of professional legal practice

General AI tools are trained across all domains and are not specifically designed for legal accuracy, professional standards, or the specific workflows of legal practice.

How Do I Get Started?

Create an account at redwood.talkingtree.app or visit talkingtree.app to learn more. For enterprise deployments or questions, contact connect@talkingtree.app.