Deliberately.ai

Reimagining the Human Side of Legal Tech

While much of the legal tech space has focused on automation and efficiency, Deliberately.ai is carving out a new niche: Client Intelligence. Founded by Hans Guntren and Riley Siebel, the platform was born from lived experience—not a search for speed, but a solution to a deeply human problem.

Hans saw firsthand how broken the client journey was during his own divorce. It wasn’t just the forms or filings—it was the fragmented communication, repeated document requests, and emotional disconnect between the client and legal process. That personal frustration became the foundation for a system designed not just to automate tasks, but to support the complex, high-stakes world of personal law.

Legal Tech That Thinks Like a Lawyer

Deliberately.ai isn’t a form filler, a CRM, or a practice management tool. It’s a connective layer—one that organizes documents, deadlines, relationships, and legal decisions into a structured, context-rich environment.

The platform builds a knowledge graph for each case. A custody schedule or asset disclosure entered once becomes a source of truth, feeding every form, timeline, and filing that follows. This consistency means fewer errors, fewer rejected forms, and fewer late-night scrambles. For attorneys handling family, immigration, or estate matters, it offers clarity without oversimplification.

Client Intelligence: A Category All Its Own

Deliberately.ai refers to its platform as a Client Intelligence System. That’s not a marketing term—it reflects the platform’s mission to capture human context, not just legal mechanics. The platform combines intake, document parsing, task management, and legal reasoning in a single interface that adapts to messy, fluid real-world cases.

Instead of static forms, Deliberately’s intake agent evolves its dialogue based on what a client shares. It’s structured where necessary and open-ended where insight matters most. On the back end, its system learns with every case, surfacing patterns, identifying gaps, and guiding future clients more intelligently.

Accuracy Without Guesswork

Rather than relying on AI to interpret case law—a risky move in high-stakes legal settings—Deliberately focuses its AI on the facts: names, timelines, financial data, and case-specific obligations. The system continually verifies and cross-references data, reducing the need for manual checks and enabling faster, more confident decisions.

Every output includes inline citations to source documents. Attorneys can see exactly where an answer came from, verify it quickly, and move forward without second-guessing the system.

Tools Designed for the Messiness of Family Law

Where many legal tech platforms impose rigid workflows, Deliberately embraces complexity. Its flexible AI agents guide both clients and attorneys through unpredictable cases, from intake to court-ready output. Instead of flattening nuance, it structures it, allowing lawyers to spend less time chasing missing information and more time on strategy, empathy, and advocacy.

A Data Feedback Loop That Actually Works

The platform measures clarity and confidence using behavioral data: fewer overrides, faster completions, lower rework rates. It monitors where users hesitate, where information is frequently edited, and when decisions get delayed. These metrics feed directly into platform updates, helping the system grow more intuitive with every case.

Backed by Infrastructure Investors

Deliberately is supported by top-tier investors including Bessemer, Kleiner Perkins, and Wilson Sonsini—firms known more for funding foundational systems than point solutions. That’s because Deliberately isn’t just another tool; it’s building what Hans calls the “intelligence layer” for personal law. A layer that captures and structures the stories, facts, and relationships that define legal work.

Looking Ahead

Deliberately isn’t chasing automation for its own sake. It’s building the systems lawyers need to be more human in their practice—not less. By reframing legal tech around client understanding, not just lawyer output, it’s redefining how attorneys and clients connect.