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AI assistant for bureaucracy

Transforming a deadline-reminder app into a proactive service combining AI automation with human expertise.

Role
Venture Designer
Timeframe
2024-2025 · 6 months
Location
Italy
Focus
Conversational AI · Venture design · AI-assisted services · Research · Service design · Product design
AI assistant for bureaucracy

Challenge

Büro already helped people remember administrative deadlines. The next challenge was to make it proactive: understanding each person’s situation, identifying relevant obligations and opportunities, and helping them complete the resulting practices.

Approach

I mapped the end-to-end service, designed the first proactive prototype and validated it through five two-week experiments with different audiences, propositions and levels of automation.

Outcome

The experiments showed that users were willing to share personal documents and pay for assisted practices. The resulting service model combined AI, automation and human specialists, and later informed Büro’s move towards B2B2C.

01

Context

The first version of Büro worked as a personal administrative calendar, helping users track important deadlines and act before they became urgent.

It addressed a real problem: forgetting a deadline could mean losing a benefit, delaying an application or paying an avoidable fine. But users still had to know which obligations and opportunities applied to them in the first place.

This led to a more ambitious question:

What if people did not have to search for every obligation and opportunity themselves?

02

Timeline

  1. 012 weeks

    Discovery

    Researching administrative pain points and identifying missed deadlines as a widely shared problem.

  2. 022 weeks

    Reframing

    Evolving Büro from a deadline-reminder app into a proactive assistant.

  3. 033 weeks

    Service design

    Mapping the experience across chat, profiles, documents, practices and specialist support.

  4. 0410 two-week sprints

    Experimentation

    Building a new prototype or feature for each test, targeting different audiences and validating document sharing, trust and payment.

  5. 05Throughout

    Analysis and iteration

    Reviewing campaign data and Smartlook sessions after each experiment, then evolving the product, automation and service flow for the next test.

The problem appeared at moments of change

Through interviews and an online survey, the same frustration surfaced across very different audiences. Moving home, settling in Italy, becoming a parent or losing a job suddenly introduced unfamiliar documents, deadlines and opportunities.

People were not only struggling to complete individual practices. They often did not know what applied to them until they had missed a deadline, lost a benefit or received a fine. This shifted our focus from simplifying bureaucracy to anticipating what each person needed next.

From reminders to a proactive assistant

I started by mapping the complete journey, from onboarding and profile building to document collection, recommendations, payment and fulfilment.

This exposed an important design challenge: the experience needed continuity across every stage. A question could lead to a document upload, reveal an opportunity and eventually become a practice handled by a CAF or another specialist. The service had to keep this information connected as the user moved from discovery to completion.

The first end-to-end service flow connected onboarding, conversations, documents, personalised opportunities and practice fulfilment.
The first end-to-end service flow connected onboarding, conversations, documents, personalised opportunities and practice fulfilment.

The service needed continuity across several spaces:

- the assistant collected information and explained what was happening;

- the profile stored facts about the user’s situation;

- the document area retained uploaded evidence;

- dedicated practice pages showed status, missing documents and next steps;

- automation transferred complete requests to the appropriate specialist.

The service connected conversation, personal context, documents and practice tracking before transferring a complete request to a specialist.
The service connected conversation, personal context, documents and practice tracking before transferring a complete request to a specialist.
04

Prototype

The prototype built an initial profile around key areas such as home, work, family, health and mobility. It developed gradually through useful interactions, including conversations and document uploads.

Büro then compared the user’s circumstances with changing administrative information to identify relevant opportunities, deadlines and deductions. Each recommendation explained why it mattered and offered a concrete next step, turning personal information into timely action rather than generic notifications.

Onboarding collected only enough context to begin personalising the service, while the profile continued to develop over time.

Turning information into action

Requirements and action
Requirements and action
Requirements and action
Requirements and action
Receipt analysis
Receipt analysis
Opportunity detection
Opportunity detection
05

AI assistant training

Shaping the AI behind the conversation

Building its knowledge

We organised verified information about practices, deadlines, documents and eligibility into a structured knowledge base. The assistant was instructed to use this material instead of relying on general answers.

Designing its behaviour

I defined its tone, conversation rules and questioning logic. It asked for information progressively, explained why each document was needed and guided users towards a clear next step without overwhelming them.

Testing its limits

We tested realistic questions, incomplete requests and unexpected replies, then refined the instructions around recurring failures. When confidence was low or a case required professional judgement, the conversation was transferred to customer support or a specialist.

The prototype needed more than access to administrative information. The assistant had to understand intent, explain complex topics clearly and know when to involve a person.

The assistant made the service approachable, but chat history was not a suitable place to manage a complex practice.

If someone started discussing their 730 tax return, that conversation needed to become a persistent topic. Documents uploaded in the chat needed to appear in a document area. Once the practice began, the user needed to understand its status without asking the assistant again.

I designed dedicated practice pages that brought together:

- the current stage;

- documents received and still missing;

- detected expenses or benefits;

- the next action required from the user;

- the work being completed by Büro or a specialist.

07

AI + Human

The assistant was powered by OpenAI and delivered through Landbot, with n8n coordinating the automation.

The assistant collected the required information and documents before sending the request to a CAF or specialist. Human support checked sensitive cases and handled exceptions, helping us identify what could be automated safely.
The assistant collected the required information and documents before sending the request to a CAF or specialist. Human support checked sensitive cases and handled exceptions, helping us identify what could be automated safely.

One of the Landbot flows

Each experiment required different conversational flows. I continuously adjusted the logic, prompts and handovers based on the objective of each test and what we observed in user behaviour.
Each experiment required different conversational flows. I continuously adjusted the logic, prompts and handovers based on the objective of each test and what we observed in user behaviour.

The key question was not whether people liked the idea of an AI assistant. It was whether they would trust it with real information and pay for real support.

We ran ten two-week experiments, changing the audience, communication, proposition and parts of the experience. Meta campaigns targeted specific situations such as having a young family, being a foreign resident or recently losing a job.

A functioning prototype connected:

- targeted Meta advertising;

- onboarding and chat in Landbot;

- an OpenAI-powered assistant;

- n8n automation;

- document collection;

- human customer support;

- CAF and specialist fulfilment.

Every section was tracked in Smartlook. We reviewed recordings and behavioural data to understand where people engaged, hesitated or abandoned the journey.

The experiment tracker used to document each hypothesis, audience, behavioural data, key finding and resulting product change.
The experiment tracker used to document each hypothesis, audience, behavioural data, key finding and resulting product change.
09

Results

Slow responses broke the conversation

Some AI responses took long enough that users left before receiving an answer. We introduced push notifications so people could continue with their day and return when the response was ready.

Document upload was the critical moment

The service depended on documents, but every additional step increased abandonment. Uploading was simplified and placed directly within the relevant conversation or practice.

Payment came too early

Asking users to pay before the system had checked their documents created uncertainty and drop-off. Payment was moved later, after Büro confirmed that the practice could proceed.

10

Key numbers

In one of the final experiments, a €50 targeted advertising campaign generated:

90

registered users

300

sessions

40

users who uploaded a document

17

requests for assistance

11

paid practices processed

The consumer experiments validated the underlying need and showed that completing bureaucratic practices requires access to organisations, specialists and established service journeys.

Büro later evolved towards a B2B2C model, bringing its document collection, form preparation and assisted workflows into the customer journeys of banks, insurers, utilities, automotive companies and public services.

The model changed, but the principle remained the same: 

“Bureaucracy should become something the system handles with the user, not something the user must navigate alone.”

12

Links

The consumer app remains available on the App Store and Google Play, although some functionality may now be limited.

Download on the App StoreGet it on Google Play
13

Learnings

A failed experiment is still a useful result

Not every test needs to produce positive metrics. Evidence that an idea is not working can save the team from investing in the wrong direction and create the confidence to pivot.

Complex ideas can be tested simply

Some solutions initially appeared to require months of development. By combining existing tools, automation and manual support, we could test the underlying assumption in two weeks before building the full product.

Test the riskiest assumption first

It is easy to spend time improving the interface while the fundamental question remains unanswered. I learned to identify the behaviour that would make or break the concept.

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