About

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Building the best product for lawyer

I'm building Whisperit, a secure AI workspace for legal teams. I care deeply about product execution, practical AI, and building things that genuinely help people work better. Outside work, I reset by swimming in cold lakes, training, and sauna. I also love hiking in Valais with my family and cooking for friends.

Articles

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Here I am digging some topics that I find interesting.

March 18th, 2025Legal Tech

Whisperit: Revolutionizing Legal Tech Efficiency with AI-Powered Workspace

Discover how Whisperit is transforming the legal industry by helping lawyers become 10x more efficient through AI-powered workspace solutions. Learn about the future of legal tech and how it's reshaping the way legal professionals work.

Romain de Wolff

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Journal

My personal handwritten journal, shared page by page

These are my private handwritten notes captured with pen and pencil over time, then digitized with OCR. I use them to reflect on what I am seeing while building a company, documenting daily observations on change, technology, and the real-world impact of AI.

February 28, 2026 at 10:41 PM3 pages

A Day of Doing Nothing

On a rare day without any work, the entry reflects on how much has changed since younger years spent prioritizing pleasure, friends, skateboarding, video games, and travel with no deadlines or agenda. That earlier lifestyle now seems both insane and amazing in hindsight, because the current reality revolves around working and pushing beyond comfort zones every single day, to the point of wondering whether this drive is compensation for the lack of effort in youth. The day was instead spent building Lego with four-year-old Alice and drawing with Mathilde, including a picture of the family dog, and there is a genuine sense of happiness and pride in those small, meaningful moments — a reminder not to forget the love and little things that count for so much.

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February 27, 2026 at 8:12 PM2 pages

Learning at Impossible Speed

The ease and speed of learning through AI tools has reached a remarkable level, making it possible to analyze data, explore subjects in depth, and get advice on any topic almost instantly. This quality of access to information opens up enormous possibilities for anyone with curiosity and motivation, and it is striking that none of this was available at this level even just over two years ago. One particularly valuable application is in optimizing processes, especially in the context of running a small startup with big ambitions, where AI can compress tasks like analyzing, reflecting on, documenting, and implementing improved processes from days or weeks down to hours. The recommendation is straightforward: try it, embrace it, experiment freely, push its limits, and learn from the errors it makes, because hands-on exploration is the best way to understand and benefit from a new technology like this.

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February 25, 2026 at 6:57 PM3 pages

Writing Under Watching Eyes

Making personal journal notes publicly visible on a website has a noticeable effect on the writing process, introducing a layer of self-awareness and calculation that replaces the feeling of writing freely, even when the audience is small. This experience suggests that the gaze of others, however minimal, creates a sense of accountability, which may explain why sharing goals publicly tends to push people to follow through and step outside their comfort zones. There is an appeal in the combination of transparency and optimization, and in the broader life goal of aligning what one thinks, says, and does, since actions ultimately carry more weight than words. The underlying rhythm worth maintaining is one of building, measuring, and learning, meeting people, exchanging ideas, and above all enjoying the process.

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February 21, 2026 at 12:39 AM4 pages

Secure AI With Full Transparency

In late February 2026, Whisperit completed version 1.0 of its legal documents, marking a significant milestone in providing transparency and high-security AI services to customers. The platform allows users to select their preferred AI provider — whether Swiss, European, or global — while all data remains hosted in Switzerland, giving each firm the flexibility to choose what best fits its needs. A key ongoing challenge is ensuring consistent quality across all supported AI models, particularly when sourcing reliable partners within Switzerland, but a robust suite of evaluation and quality tests now enables rapid benchmarking of LLM providers for reliability, speed, and hosting capacity. There is consideration of making these benchmarks public, similar to what VALS.ai offers for legal tech, to share insights that could benefit the broader community. The model selection feature has been available since the early beta, and the newly finalized documentation has already received strong positive feedback, with one of Switzerland's largest law firms notably praising the architecture data flow as the best they have seen on the market.

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February 16, 2026 at 7:18 PM3 pages

The AI War Rages On

As of mid-February 2026, the AI competition among major players is intensifying, with OpenAI (ChatGPT), Anthropic (Claude), Google (Gemini), and Meta (Llama) leading the field, while Asian companies like DeepSeek, Kimi, and MiniMax are gaining ground. Notable recent developments include Anthropic running ads that mock OpenAI, and OpenAI hiring Pieter Steinberg, an Austrian engineer whose open-source AI personal assistant, Open Claw, went viral for its ability to autonomously handle virtually any computer task and has become the fastest-growing open-source project of all time — a strategic move that brought both talent and public attention to OpenAI. Meta appears to be falling behind, with little notable output in recent months, while the Chinese and Asian AI companies continue to impress by shipping high-quality, often fully open-source models at a rapid pace.

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February 14, 2026 at 3:04 AM2 pages

AI Work Feels Superhuman

As of early 2026, the integration of AI into daily work has become transformative and hard to imagine working without. In one example, a series of tasks from a work journal were cleaned up, deduplicated, and reorganized by AI in seconds, and then a coding agent was set to work writing user stories and implementing them based on the product source code — running autonomously for hours while other work continued. The sentiment is widely shared, with more and more professionals, including lawyers, describing the experience as feeling like having a superpower. The technology is not perfect, but the shift in how work gets done is unmistakable and accelerating.

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February 13, 2026 at 8:21 AM1 page

Standup Keeps Us Human

The daily team standup is appreciated as a valued part of the routine, even though most participants are typically sitting at their desks rather than actually standing up, and there is an emphasis on keeping people at the center of the practice.

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February 12, 2026 at 11:12 PM4 pages

Double Down Then Simplify

Whisperit v3, preparing to ship in early 2026, represents a deliberate effort to double down on what has already proven effective — voice-driven drafting, fast document creation, styling, templates, and the broader vision of an AI-native legal operating system. The product direction has been shaped by thousands of exchanges with lawyers worldwide over the past eighteen months, generating a deep, well-documented understanding of legal teams' pain points. Early testers have responded with strong enthusiasm, regularly asking when the final version will be available. At the same time, the push to pack in so many features revealed a challenge: larger law firms with hundreds or even a thousand lawyers found the scope of change intimidating, viewing the switch to a young company as risky. In response, the decision was made to simplify by thinking in terms of modules, standalone features, APIs, and integrations, allowing firms to adopt at their own pace rather than facing an all-or-nothing transition.

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February 11, 2026 at 10:13 PM2 pages

Keep Humans in the Loop

The entry, dated 11 February 2026, reflects on the rapid acceleration of technology and the sense that the current moment represents one of the biggest shifts the world has ever seen. While acknowledging that AI and computers are increasingly handling everyday tasks like writing reports, taking minutes, and making shopping lists — often on autopilot and with impressive quality — the core argument is that human connection should remain at the center of it all. The emphasis is on preserving the basics: exchanging ideas, talking, even disagreeing, because as machines take over more routine work, genuine human contact becomes the most valuable thing left.

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February 11, 2026 at 7:43 AM2 pages

Riding the AI Acceleration

An early morning entry from February 2026 reflecting on the pace of change in the world, noting a feeling that everything is moving incredibly fast and that while the speed at which things can now be done feels extraordinary, it also raises deep questions about where society is headed and whether we might hit a wall sooner than expected. There is a consideration of starting to openly document and share this period, possibly by posting personal journal notes directly on a personal website, with a sense of curiosity and enthusiasm about how that experiment might unfold.

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Events

Talks and events where I participated

A short timeline of conferences, talks, and gatherings where I shared work around legal tech, execution, and practical AI.

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