Cap table

Team

1 Product Manager

6 Engineers

Role - Lead Designer

Research, Product Design, Testing, UX Writing

Overview

Overview

Overview

Cap Table started as an internal tool the Customer team use to manage equity ownership for the small businesses under Teamshares. The goal was to transform the cap table into a scalable MVP tool allowing businesses to manage on their own. We aimed to build a scalable solution, improve user engagement, and simplify complex interactions.

Impact within 60 days of launch

Data source: Google analytics

As of 2024

$30M+ equity generated for employees

100+ small businesses

2.5K+ employees involved

300+ internal and external users users

Problem definition

Problem definition

Problem definition

We were approached by the Customer team asking us to take the current cap table internal tool and grant businesses the ability to manage on their own. Questions immediately raised in my head. I set up meetings with the Customer team and leadership to understand the underlying problems.

  • 37% of businesses were experiencing weeks long delays for cap table updates.

  • Customer team were struggling with request volumes as number of businesses grow.

Current tool used by the Customer team, along with a quick design audit during the review process:

Original cap table interface review and design audit notes

Two unhappy user groups

Two unhappy user groups

Two unhappy user groups

Our tool needed to serve 2 user groups : Customer team (current internal users) and small businesses (new external users). They were both unhappy.

“Getting my cap table to be updated is taking longer and longer. Can I do it myself?”

— Small business manager

Gathered from an in-person interview

I interviewed 5 Customer team members to understand current bottlenecks with the internal tool so these issues can be resolved in the MVP designs. Here are the consolidated key takeaways:

A tedious and redundant process

Updating 1 employee at a time made managing large groups, such as 100+ employees, a 3-4 hour task.

— 5 / 5 Customer team

Scalability issues

As number of businesses grow, the businesses faced delays in updates and the Customer team is stressed.

— 4 / 5 Customer team

Learned to edit through trial & error

Users struggled with unclear instructions, relying on trial and error to complete cap table edits.

— 3 / 5 Customer team

Technical language created barriers

Financial terminology familiar to our team might confuse new users, making task completion challenging.

— 3 / 5 Customer team

Gathered from online user interviews

Understanding the users

Understanding the users

Understanding the users

Collaborating with the PM, customer team, and engineers, we began the research phase with the goal of understanding the current state of the cap table and our users’ needs, which we aimed to capture through an user journey map.

Initial user journey updating cap table

One area of concern was how well our users would adapt to the new editing experience. Would they be able to learn the cap table actions? Did they need all the options available to the Customer team?

We met with the data team for an action analysis, which revealed interesting patterns: more than 75% of the actions taken within Q3 and Q4 of 2022 were primarily issuing shares, employee buyback, and canceling certificates. We decided to include those 3 in the MVP.

Data source: Google analytics & data team

We needed to please both user groups: external users who wanted a simple tool to edit the cap table independently and our internal users who wanted something more efficient. Balancing their needs became our mission.

User personas

New user flow and MVP analysis

Challenges & solutions

Challenges & solutions

Challenges & solutions

With user needs and pain points identified, the goal was to transform the internal cap table into a scalable tool that met the dual needs of internal users seeking efficiency and scalability, and external users valuing simplicity.

9 user stories tested remotely

20+ prototypes

10 users (8 new users, 2 existing users)

HMW ensure scalability?

Introduced new patterns

During workshops with engineers, I advocated for using collapsible cards as our foundational design pattern. Why?

  • Information organization: Reduced cognitive overload by segmenting data


  • Page performance: Limited content to optimize loading speed


  • Design system: Leveraged the updated design system to introduce new, scalable patterns effectively

Design system component: collapsible card

Removed tedious processes

I introduced the bulk upload feature that enables users to upload all data. This has received positive feedback from both the Customer team and business users, as it automates repetitive tasks and reduces manual effort.

CSV bulk upload feature

HMW overcome UX language barriers?

UX writing: Enhanced friendliness

Our initial assumption was that financial terminology won’t confuse users in the cap table edit options and fill ins if we provided definitions for each. We were wrong.

A/B testing with small business manager

During user testing, 3/4 first participants struggled with choosing actions, CTA buttons, and date inputs. They asked if this action meant on key action phrases like “A person hired” or "someone leaving" to grasp the functionality. I revised the options to emphasize these key phrases, ensuring clarity and ease of use.

UX writing iterations

After iterating, all 4/4 remaining participants completed the flow without any confusion about the UX writing, validating the effectiveness of the revised language.

HMW balance simplicity and functionality?

Tailored edit experience

We introduced custom workflows for the 2 user groups. The Customer team received a complete revamp, streamlining all 6 of their key actions for a smoother UX. For new business users, we simplified the experience by focusing on the 3 most commonly used actions, with guidance for ease of use.

Customized experience for processing an employee exit

Final designs

Final designs

Final designs

As a small business manager, I can update the cap table for new employees joining the company.

As a Customer team member, I can easily make updates to a company’s valuation.

I was also responsible for ensuring the new cap table tool was fully responsive on mobile. While it was primarily designed for desktop use, we wanted to maintain a consistent user experience across devices. I worked with engineers to elevate key components to the design system level.

Lessons & takeaways

Lessons & takeaways

Lessons & takeaways

In a retro meeting, I shared with my team the lessons I learned from working on the Cap table. It was one of those moments where we agreed and laughed about how much we had grown together—reflecting on the challenges we faced, the pivots we made, and the creative solutions we discovered along the way.

Simplicity enhances usability

Simplicity enhances usability

Simplicity enhances usability

When dealing with data-heavy features, showing less information helps new users get started without feeling overwhelmed.

Listen to users

Listen to users

Listen to users

By paying close attention to both verbal and non-verbal cues from users, I gained valuable insights into what’s working and what needs improvement.

Design is never static

Design is never static

Design is never static

Embracing changes in priorities and constraints was essential. It reinforced that design is never static but always evolves to meet user needs.

© 2025 Rachel Yang · Based in NY

© 2025 Rachel Yang · Based in NY

© 2025 Rachel Yang · Based in NY