Filo simplifies taxes with real-time organization

and conversational guidance for freelancers.

2025 - Product Design & Brand Strategy

Filo is a conversational tax assistant that simplifies filing for freelancers

organizing expenses, projects, and deductions in real time, so they can file

taxes with confidence and stress less about finances.

Objective

I took Filo from concept to

completion, designing a smart,

conversational tax assistant

that simplifies filing for

freelancers by organizing

expenses, projects, mileage, and

deductions in real time

Motivated by the challenge of

making taxes less stressful, I

built this project to transform

filing into a simple, supportive,

and human experience.

What we uncovered

Freelancers find taxes messy, intimidating

and easy to delay. The biggest struggle isn’t

filing, but knowing what counts as a business

vs. personal expense.

Solution
Aim

To design a conversational assistant that

helps freelancers segregate expenses and file

taxes with ease.

1. Expense Clarity

Added color-coded

tags to easily tell

business from

personal expenses.

Prototyping

A conversational assistant that makes taxes

super convenient — guiding step by step

clarifying expenses, and turning complexity

into clarity

Mapping Filo’s Stakeholder Ecosystem

Filo sits at the center of a dynamic ecosystem of users, financial systems, and compliance authorities

Freelancers and small business owners drive its core purpose, while banks, payment platforms, and tech

integrations supply the data that powers automation. Surrounding them, consultants, regulators, and

communities shape compliance, trust, and adoption.

The Solution
Team

Rujuta Sanghvi

Duration 

4 Weeks

Filo is a conversational tax assistant that

bridges this gap. By auto-categorizing

expenses, logging projects and mileage in

real time, and sending proactive reminders,

Filo makes taxes feel simple and

approachable.

With the freelance economy rapidly growing, millions struggle with confusing, stressful tax systems.

Filo has the chance to turn this pain point into a simple, friendly experience — building trust where

traditional tools fall short.

The Problem

Freelancers are often right-brained —

creative, intuitive, and focused on their

craft. But taxes push them into a left-

brained world of forms, jargon, and

endless numbers.

Most tools assume financial literacy,

making the process cold and

intimidating. Instead of empowering

they overwhelm — what’s needed is

something approachable, friendly,

and human.

My Role

Research

The Opportunity

Design

My Research on the Freelance Tax Landscape

As part of my research, I found that freelancers are projected to make up nearly half of the U.S.

workforce by 2030, yet most feel overwhelmed during tax season, with one in five returns containing

errors. These insights revealed a clear gap and shaped the foundation for Filo.

I wanted to understand how freelancers experience the tax system,

and what they wish it did differently.

To dig deeper, I conducted interviews with freelancers and tax consultants to uncover their pain points,

workarounds, and unmet needs.

We tested the product with a few users

2.Project Tracking

A new project section

lets users log hours,

rates, and income

easily.

3.Mileage & Parking

Quick tracking for

travel expenses helps

capture every

deduction.

Brand Identity

When I designed the identity for Filo, I wanted the logo to reflect the essence of a conversationa

assistant — simple, friendly, and human. The name itself comes from “filing,” but with a softer, more

personal tone. The rounded typeface conveys warmth and approachability, making taxes feel less

intimidating and more accessible. The “o” in the logo has been reimagined as a speech bubble

symbolizing dialogue, guidance, and support. Together, these elements make Filo feel modern yet

personable — a companion that simplifies finances through conversation and clarity.

Filo’s Edge in a Competitive Market

I studied competitors’ brand voice and product style to see where Filo fits. Unlike classic or reserved tax

tools, Filo thrives in the Modern + Expressive space — conversational, human, and built to give

freelancers clarity and confidence.

Customer Journey

I mapped the customer journey to understand how freelancers move from discovery to onboarding and

into everyday use. The map captured key actions, touchpoints, and emotions to reveal where the

experience breaks down and where Filo can step in to simplify and support.

Narrowing down the core product features.

Narrowing down the core product features.

Tools

Figma

Figjam

Illustrator

Photoshop

Chatgpt

Claude

Perplexity

Vercel

Although this project had immense possibilities, our fixed timeline meant we needed to prioritize.

During the wireframing stage, we distilled the app into three core sections: Onboarding, Segregation of

expenses and filing taxes.

I Reimagined the Emotional Journey Freelancers Face at Tax Time

The green line reflects the traditional tax experience — full of stress, technical setup, and uncertainty

The blue line shows the redesigned journey with Filo, where onboarding feels simple, organization builds

confidence, and filing ends with ease and relief.

Our Edge in a Competitive Market

We studied competitors’ brand voice and product style to see where aera fits. Unlike static, reserved

players, aera thrives in the Modern + Expressive space—warm, human, and designed for action.

Impact

Through testing with a small group of freelancers, we learned that conversational design can make

complex systems more approachable and human. 80% of participants said Filo’s interface felt “friendly

and easy to use,” and all of them appreciated the auto-categorization feature for reducing manual effort.

Users also loved the conversational assistant — describing it as “smart, reassuring, and fun to interact

with.” Many noted that the clean, rounded design and friendly mascot made the overall experience feel

light, intuitive, and approachable.

Seamless Onboarding

As part of onboarding, users securely upload their genetic, lab, and health records. The flow is designed

to feel effortless and reassuring, turning what could be a complex process into a smooth first step

toward personalized preventive care.

From Everyday tracking to Filing with Confidence.

Filo makes tax management effortless by automatically categorizing expenses, logging hours, and

summarizing key insights in one clear dashboard. Users can view their business vs personal split, track

project earnings, and see how their deductions shape their quarterly taxes — turning complex data into

simple, actionable clarity.

Seamless Onboarding with Smart Assistance

Filo’s onboarding feels conversational, not transactional. The assistant helps freelancers set up their

workspace with ease—guiding them through essential steps like business info and required forms. It

jumps in with real-time support when users pause or seem unsure, creating a smooth, one-time setup

experience that builds confidence from the start.

Building Trust Through Transparency

Filo reassures users as they near the end of onboarding with a progress screen and a clear privacy step.

The assistant explains how data is used—emphasizing control, encryption, and transparency. Users can

choose what to connect, helping them feel secure while integrating tools they rely on daily.

Meet Filo — Conversational companion

The jellyfish-inspired mascot represents flow,

intelligence, and calm — reflecting how Filo

effortlessly adapts to users’ needs. Designed

as a smart conversational assistant, Filo

pops up right when you need guidance

whether it’s categorizing an expense or

answering a tax query. Its friendly presence

brings warmth and reassurance to what’s

often a stressful process, turning financial

tasks into smooth, human-like conversations.

Smart Conversations, Smarter Finances

Filo learns from user behavior to simplify bookkeeping. When it detects recurring transactions, it

proactively suggests tagging clients, auto-categorizing future payments, and saving users from manual

sorting. This conversational intelligence makes Filo feel less like a tool — and more like a thoughtful

assistant by your side.

Smart Notifications

Filo keeps freelancers on top of their finances without the stress of manual entry. Smart notifications

categorize expenses in real time — whether it’s a coffee meeting, subscription renewal, or mileage log.

By turning everyday spending into quick, one-tap decisions, Filo helps users stay organized and

confident throughout tax season.

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