Enhancing Tax Analysis

Led end-to-end design for an AI-assisted tax analysis tool — from discovery and research through production handoff.

Role

Lead designer

Domain

Fintech/Enterprise

Role

Lead designer

Domain

Fintech/Enterprise

Tax teams were spending 4+ weeks per cycle on manual analysis with no real-time visibility into risk. I designed an AI-assisted insights layer that surfaced trends and anomalies — reducing manual effort and enabling faster, more confident decisions.

Confidential

Details have been intentionally abstracted to protect confidentiality. The case focuses on design approach, decision-making, and outcomes.

SUMMARY

Business challenges

Primary Users

Tax analysts

Tax & finance managers

10,000+

Transactions / team / month

Small teams of 2–5 analysts with limited bandwidth and no room for error.

10,000+

Small teams of 2–5 analysts with limited bandwidth and no room for error.

4+ weeks

Manual effort per reporting cycle

Delays compounded as teams struggled to access accurate data on time.

4+ weeks

Delays compounded as teams struggled to access accurate data on time.

2+ sprints

Reworking built features

Misaligned expectations led to backlogs and development delays.

2+ sprints

Misaligned expectations led to backlogs and development delays.

Impact

Shipped AI-assisted analysis to improve decision-making and planning speed

01

Bridged business and technical teams

Translated ambiguous requirements into a shared framework that both product and engineering could act on.

02

Early validation of complex logic

Surfacing data requirements during design helped identify potential compliance or technical risks before implementation.

03

Increased transparency and trust

High-fidelity prototypes let stakeholders experience features before build, reducing engineering rework and enabling earlier risk detection.

Role & Team

Partnered with the product team, maintaining ownership over interaction and experience design of application features.

Role

End-to-end research & workflow definition

Interaction design & UI

Stakeholder alignment via iterative prototypes

Partnered with 12+ product teams

Each Product Team

Product Manager / Product Owner

Lead Engineer

2–3 Development teams

2–3 QA Engineers

DISCOVERY

Defining context & problems

Gaps Identified

Product requirements were defined during sprint planning without deep user insight.

Pressure to deliver AI-driven initiatives before the team understood how tax analysts actually worked.

Discovery Methods

Asked questions to understand past product decisions and build context on the product's history.

Interviewed tax analysts and managers to map their analysis workflows end to end.

Reviewed implemented designs with tax team members to identify friction points in the existing experience.

Key Insights

Analysts spent 3–10 weeks manually compiling analysis — a significant burden for small, high-concentration teams with limited bandwidth.

Real-time visibility into tax anomalies and trends was lacking, increasing the risk of reporting errors.

Users expressed a clear desire to query specific trends, risks, and insights through a conversational AI interface.

DESIGN

Exploring solutions

Creating design options to surface insights & trends, incorporating AI.

Activities

Ideating and prototyping to review feasibility

Presenting and testing concepts with target users

Gathering feedback and iterating.

Constraints

Existing layout and information architecture.

Established design system components.

Engineering capability per build cycle.

Iteration 1

TECH CONSTRAINT

Automated insight generation would take hours to a full day — real-time interaction wasn't feasible for the initial build.

DESIGN RESPONSE

Surfaced an alert and insight availability notification on the main dashboard.

DESIGN CONSTRAINT

Limited screen space allowed only a quick summary view.

DESIGN RESPONSE

The summary served as an entry point; user interest would lead to a full detail view.

DESIGN CONSIDERATION

What if users want to configure a default insights view?

DESIGN RESPONSE

Added a "Configure" option to allow users to set their preferred default.

Iteration 2

TECH CONSTRAINT

Only text generation was feasible for the initial build.

DESIGN RESPONSE

Dense text risked burying key information. Tested short bulleted content with numbers; moved settings out of the "Configure" button to improve visibility.

USER FEEDBACK

Text-only or bulleted content still felt too abstract.

DESIGN RESPONSE

Since numbers are easier to scan, tested a table format to improve at-a-glance comprehension.

USER FEEDBACK

Insights and trends needed to be presented as distinct sections.

DESIGN RESPONSE

Built two separate sections with flexible layout options.

IMPLEMENTING

Preparing for build

Activities

Reviewed final designs with stakeholders and obtained sign-off.

Finalized specifications with engineering and QA.

DELIVERABLES

Scoping — now vs. later

Determined what could and should be built within the upcoming sprint versus deferred to a future phase.

Design updates

Added annotations as a build specification.

Added screen flows to provide workflow context for the development team.

Specification documentation

Documentation served as a shared reference for what was being implemented and why.

RETROSPECTIVE

Lessons in alignment and risk mitigation

Roadmaps rarely unfold as planned. When requirements are underdefined, user validation often surfaces unexpected perspectives — causing pivots or rework on features already in development.

To get ahead of this, I proactively identified and voiced product risks early and often. Framing design decisions around user evidence made it easier to build consensus for speaking with users earlier in the process — before assumptions hardened into built features. This approach worked well during initial planning phases for MVPs, though it was harder to apply when enhancing an existing product.

Ask questions early, listen carefully to what the team brings to the table, and surface risk before it becomes rework.

Designed by Ann Ash, Last updated: December 2025

Designed by Ann Ash, Last updated: December 2025

Designed by Ann Ash, Last updated: December 2025

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