Later, 2023

Later, 2023

Later, 2023

Establishing the first sales tax ecosystem

Establishing the first sales tax ecosystem

Establishing the first sales tax ecosystem

Later faced growing complexities in managing global sales tax compliance due to new regulations across regions, including spending a significant portion of the operational budget on retroactive tax payments for customers.

Later faced growing complexities in managing global sales tax compliance due to new regulations across regions, including spending a significant portion of the operational budget on retroactive tax payments for customers.

Post launch, we streamlined Later’s tax collection process, ensured compliance across various jurisdictions, and reduced the company’s financial strain.

Impact 1

$1M+ USD

$1M+ USD

$1M+ USD

sales tax collected within 6 months

sales tax collected within 6 months

Impact 2

20%

20%

20%

in checkout conversion rate

in checkout conversion rate

Impact 3

<1%

<1%

<1%

average error occurence rate

average error occurence rate

overview

overview

overview

How can we simplify global sales tax compliance for customers?

How can we simplify global sales tax compliance for customers?

How can we simplify global sales tax compliance for customers?

SaaS companies like Later were initially only required to collect sales tax in states where they had a physical presence, but after the 2018 Wayfair ruling in the US, collection was based on transaction thresholds across states, complicating compliance.

To support expansion into the North American and European markets as part of the product roadmap initiatives, I collaborated with tax consultants during the discovery phase to ensure compliance with various B2B tax regulations.

What's Happening In-App?

What's Happening In-App?

What's Happening In-App?

As part of our discovery work, I conducted an internal audit on areas that could impact the experience of applying sales tax.

ISSUE #1

ISSUE #1

Tax obligations usually maximize in tax reporting periods, less so when acquiring subscriptions*

*Finding: 15/20 customers agreed that tax burdens often peak during filing season, not so much during the subscription purchase journey

Opportunity

Create a simpler, more delightful overall tax reporting journey (outside of the app)

Create a simpler, more delightful overall tax reporting journey (outside of the app)

In 2021, the previous team shipped a quick fix: a simple form within Later’s Settings page that allows customers to add additional details to display on their billing documents for easier tax filing.


Talking to customers, I learnt that there are additional nuances to the tax reporting outside of the app, as most customers still needed to expense their Later subscription purchase.

In 2021, the previous team shipped a quick fix: a simple form within Later’s Settings page that allows customers to add additional details to display on their billing documents for easier tax filing.


Talking to customers, I learnt that there are additional nuances to the tax reporting outside of the app, as most customers still needed to expense their Later subscription purchase.

ISSUE #2

ISSUE #2

Can't accurately calculate tax with the data we have

The current address validation in-app posed usability issues during form entry and fails to enforce valid entry during purchase completion.


This results in inaccurate addresses being stored in the backend, complicating tax compliance and increasing the risk of undercharging or overcharging customers.

What did experts say?

What did experts say?

What did experts say?

My objective was to dig deeper into the underlying concerns between various stakeholders to ensure all (or realistically, most) experience touchpoints are met.

I collaborated with tax consultants and our UX researcher throughout the the discovery phase to learn more about compliance with various B2B tax regulations and to understand our existing users more in-depth respectively. I also partnered with our software engineers early as I realized technical work to fix the address input could lead to a much bigger scope than intended.

My objective was to dig deeper into the underlying concerns between various stakeholders to ensure all (or realistically, most) experience touchpoints are met.

I collaborated with tax consultants and our UX researcher throughout the the discovery phase to learn more about compliance with various B2B tax regulations and to understand our existing users more in-depth respectively. I also partnered with our software engineers early as I realized technical work to fix the address input could lead to a much bigger scope than intended.

My objective was to dig deeper into the underlying concerns between various stakeholders to ensure all (or realistically, most) experience touchpoints are met.

I collaborated with tax consultants and our UX researcher throughout the the discovery phase to learn more about compliance with various B2B tax regulations and to understand our existing users more in-depth respectively. I also partnered with our software engineers early as I realized technical work to fix the address input could lead to a much bigger scope than intended.

Sales tax rate in the US is dependent on the consumer's ZIP code, whereas in the EU, each country has established its own Value-Added Tax Rate.

Sales tax rate in the US is dependent on the consumer's ZIP code, whereas in the EU, each country has established its own Value-Added Tax Rate.

Tax Consultant

PwC

We hypothesized that only small business owners and social media managers were considered registered businesses, but we saw many creators and freelancers adding their tax information in "Additional Details."

This initiative will impact at least 70% of our customers.

We hypothesized that only small business owners and social media managers were considered registered businesses, but we saw many creators and freelancers adding their tax information in "Additional Details."

This initiative will impact at least 70% of our customers.

UX Researcher

Payments Team, Later

We can either revamp the existing address validation API or switch to Stripe’s address validation.

We can either revamp the existing address validation API or switch to Stripe’s address validation.

Lead Front-end developer

Payments Team, Later

Due to time constraints, let's enhance the current address collection process. We'll need to ideate on a new validation workflow.

Due to time constraints, let's enhance the current address collection process. We'll need to ideate on a new validation workflow.

Back-end developer

Payments Team, Later

Prioritizing for Effective Design and Development Collaboration

Prioritizing for Effective Design and Development Collaboration

Prioritizing for Effective Design and Development Collaboration

  1. REVIEW TAX-REPORTING NEEDS

  1. REVIEW TAX-REPORTING NEEDS

I gathered the product manager and lead developer to align on the priority of user needs for tax reporting, with insights and challenges related to the project in mind.

I gathered the product manager and lead developer to align on the priority of user needs for tax reporting, with insights and challenges related to the project in mind.

Above: Visualizing the hierarchy helped our product trio understand the logic and design/development effort for each level.

Above: I mapped out the logic for sales tax collection to identify edge case scenarios.

  1. SHAPE UP AND REFINEMENT

  1. SHAPE UP AND REFINEMENT

I used the Basecamp Shape Up framework, which enabled effective team collaboration and agile problem exploration. Identifying several shippable address collection solutions and their effort versus impact with the feature team contributed to effective prioritization for the MVP launch.

I used the Basecamp Shape Up framework, which enabled effective team collaboration and agile problem exploration. Identifying several shippable address collection solutions and their effort versus impact with the feature team contributed to effective prioritization for the MVP launch.

We then divided the work into manageable phases, keeping in mind of flexibility for sprint planning.

  1. CHOOSING A DIRECTION

  1. CHOOSING A DIRECTION

Through multiple iterations and feedback loops with various stakeholders, we formed strong confidence in the solutions chosen, including the handling of potential edge cases and the technical feasibility involved.

Through multiple iterations and feedback loops with various stakeholders, we formed strong confidence in the solutions chosen, including the handling of potential edge cases and the technical feasibility involved.

I created detailed UX flows to give the team a clear overview of the broader process before advancing with design or implementation. After reviewing the flows, I designed initial mockups to pinpoint opportunities for reusing existing components and ensuring consistency with the design system.

Features

Features

Features

The final shippable version prioritized enabling users to intuitively enter addresses already stored in our system, reducing errors and streamlining the sales tax process in checkout.

The final shippable version prioritized enabling users to intuitively enter addresses already stored in our system, reducing errors and streamlining the sales tax process in checkout.

The final shippable version prioritized enabling users to intuitively enter addresses already stored in our system, reducing errors and streamlining the sales tax process in checkout.

Tax rate charged varies on region.

Tax rate charged varies on region.

Tax rate charged varies on region.

VAT information form displays for eligible customers when the backend detects a valid address.

VAT information form displays for eligible customers when the backend detects a valid address.

VAT information form displays for eligible customers when the backend detects a valid address.

VAT form on the Settings page for existing customers.

VAT form on the Settings page for existing customers.

VAT form on the Settings page for existing customers.

Takeaways

Takeaways

Takeaways

Promising Progress with Next Steps Ahead

Our team moved towards a percentage rollout in order to minimize a potential user disruption and to identify improvement areas based on real-world data post launch. Within the six months post-launch, we collected over $1M in sales tax revenue that would have otherwise been an operational cost.


The new experience has reduced the average error occurrence rate to less than 1%. We believe the error still perists due to users entering addresses from countries with less standardized address formats. This insight will guide the team in upcoming iterations of Later's sales tax initiative.

Learnings:

  1. Legal and regulatory compliance should be understood early on

  2. Proactively check in with cross-functional team members to address challenges and clarify requirements

Next Steps:

  1. Consider localization of addresses in countries with less standardized address formats

  2. Examine the expansion of the sales tax ecosystem to additional markets (e.g., Oceania, Asia)

  3. Evaluate sales tax exemption options for Canadian customers

Thanks for dropping by!

Designed with ❤️

Priscilla Wito 2025

Thanks for dropping by!

Designed with ❤️

Priscilla Wito 2025