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📝 DEEP CASE STUDY

Designing Insurance for Employers, Employees, and Ops

Improving clarity and usability across a fragmented insurance system used by employers, employees, and internal operations teams.

Project hero image
Overview of the redesigned insurance dashboard, showcasing the new structure and improved clarity across employer, employee, and operations views.

Timeline

Q2  2023  (4  Weeks)

My Role

Sr.  Product  Designer
(Design  Owner)

Platform

Web  Dashboard

Stakeholders

Design  Manager
Principal  PM

Executive Summary

I led the redesign of Multiplier’s insurance experience across employers, employees, and internal operations teams within a heavily constrained 3–4 week window. While the system functionally worked, it was incredibly difficult to navigate. Information was scattered, workflows were ambiguous, and operations teams were constantly stepping in to manually resolve avoidable issues.

This was starting to show up in the business:

  • Support tickets were increasing (with 20%+ tied to information that already existed)
  • NPS was dropping
  • Operational overhead was rising

Given the tight timeline, completely rebuilding the platform was off the table. My focus was purely structural: introducing clarity and visibility into what already existed.

The Result

  • Insurance attachment rate improved from 59% to 85%
  • Operational effort reduced by 45%
  • Support tickets related to insurance dropped by ~30%

Business Context & Urgency

The Market Reality

Insurance is a cornerstone of Multiplier’s global employment platform. It’s more than a perk; it directly influences employee retention and drives platform revenue. To scale, the system needed to seamlessly handle a matrix of complexities: multiple countries, various insurance partners, differing compliance laws, and both individual and family plans.

The Project Constraints

Operationally, things were breaking down. Users were frustrated, and internal teams were overwhelmed. The catch? I had exactly 3–4 weeks to fix the friction without destabilizing the live system. The goal wasn't a ground-up redesign; it was a rapid, high-impact structural intervention.

The Problem

When I investigated the system, it became obvious that the issues weren’t isolated to a single user type or workflow. The friction manifested differently across all stakeholders:

Employers Struggled to understand pricing, coverage parameters, and policy details during initial setup.
Problem with Employer Experience
Employers lacked clarity on plan configurations, leading to misaligned expectations and frequent support inquiries during onboarding.
Employees Lacked a clear view of their own benefits, forcing them to rely heavily on customer support.
Problem with Employee Experience
Employees were confused about their coverage details and claim processes, leading to frustration and increased support tickets.
Operations Teams Forced to manually resolve routine issues across disconnected workflows.
Problem with Operations Experience
Operations teams struggled with managing execution and handling edge cases due to disconnected workflows.
Over 20% of support tickets were about information that already existed in the system. It wasn't a feature gap—it was a visibility and structure problem.

Reframing the Architecture

As I dug deeper, I realized I wasn’t dealing with a single product experience. It was actually three interconnected layers:

Employers

Configuring plans and pricing structures.

Employees

Trying to understand their individual coverage.

Operations

Managing execution and handling edge cases.

Each of these depended on the others, but they weren’t connected through a shared structure. This created a recurring pattern of failure:

Employers made decisions without knowing downstream implications.

Employees received incomplete or delayed information.

Ops teams stepped in to manually fix gaps in the flow.

The system felt like three separate products stitched together.

That reframing changed how I approached the solution—I needed to design around system states rather than individual screens.

Employers Cost Split
Employers needed to understand how costs were split between them and their employees. The old design only showed total costs, leaving employers in the dark about their actual financial commitment and leading to confusion during setup.
No Status Update on Employee Platform
Employees received incomplete or delayed information about changes requested. The old design didn't provide real-time updates, leading to confusion and frustration.
Ops No Billing Breakdown
Operations teams needed a clear billing breakdown to resolve disputes and manage edge cases. The previous design buried this information, forcing ops to manually calculate costs and leading to delays in issue resolution.

Role & Scope

I led the design of the insurance experience across all three stakeholder workflows. My role was centered on strategic prioritization—ensuring that every design intervention directly addressed the most critical friction points in the system.

The Focus

  • Identifying high-impact problem areas
  • Introducing clarity without reworking the entire system
  • Rapid alignment with product, engineering, and operations

"A lot of the work here was about making good trade-offs under pressure."

The Approach

I didn’t start by designing screens. I started by uncovering where the communication was failing—where information was breaking down and where ownership was unclear. This systems-first approach allowed me to focus on:

/01

Workflow Mapping: Analyzing the journey across stakeholders to find the invisible friction points.

/02

Visibility Audit: Identifying gaps in state clarity and data accessibility.

/03

Systemic Restructuring: Reorganizing how information was served based on intent rather than architecture.

The goal was simple: Make the system easier to understand — not more powerful.

Key Decisions

To address the fragmentation across stakeholders, I focused on introducing structure into how insurance was represented, accessed, and managed across the system.

Each decision was aimed at reducing ambiguity while making the system more predictable and scalable.

1. Introduced a shared state model across the system

One of the biggest issues was that users didn’t know where they stood in the insurance lifecycle.

I introduced a clear, system-wide state model:

01

Not Applied

No insurance selected

02

New

Insurance selected, pending processing

03

Ongoing

Under processing with insurance partner (typically 7–10 days)

04

Active

Coverage in effect

05

Ended

Coverage terminated

Each state defined:

  • what information is visible
  • what actions are available
  • how it appears across employers, employees, and operations

This became a shared language across the system, aligning all stakeholders on status and reducing confusion.

Status:New
Status:Ongoing
Status:Active
Status:Ended
Status:Not Applied
System-wide state model provided clarity on insurance lifecycle stages, aligning expectations and reducing confusion across employers, employees, and operations teams.

2. Designed stakeholder-specific views instead of a shared interface

The earlier system attempted to serve all stakeholders through a single structure, which diluted clarity.

I separated the experience based on intent:

Employers (Client Platform)

  • clear visibility into insurance type and partner
  • transparent pricing structure (including platform fees, age-band logic, and refund policies)
  • employer vs employee contribution split

Employees (Member Platform)

  • centralized policy dashboard with:
    • partner details and contact information
    • coverage and benefit breakdown
    • insurance ID and documentation
  • clear status tracking aligned with lifecycle states

Operations (Ops Interface)

  • full control over insurance workflows
  • ability to modify plans and dependent details
  • status transitions and billing management

This made each interface more focused and aligned with what each stakeholder actually needed to do.

Employer Platform updates
Member Platform updates
Stakeholder-specific views provided focused interfaces that aligned with the unique needs and workflows of employers, employees, and operations teams, improving clarity and usability across the system.

3. Centralized policy and coverage information

Insurance data was previously scattered across different parts of the system, making it hard to access and interpret.

I consolidated this into a structured, single-point view across platforms, which included:

  • policy details and coverage information
  • insurance partner and contact details
  • plan features and benefits
  • insurance ID and documents
  • premium breakdown and contribution split

This allowed both employers and employees to:

  • understand their coverage clearly
  • access critical information without support dependency
This was a key step in shifting the system toward self-serve.
Employers Centralized Policy & Coverage Information
Centralized policy and coverage information provided a single source of truth for employers and employees, improving clarity and reducing reliance on support for basic inquiries about insurance details.

4. Made pricing transparent and predictable

Pricing — especially with age-band variations — was a major source of confusion and friction.

I focused on:

  • making the pricing structure visible upfront
  • clearly breaking down employer vs employee contributions
  • introducing predictable recalculation logic based on dependent data
  • surfacing additional factors like platform fees and billing rules

This ensured:

  • better expectation setting during onboarding
  • fewer disputes post-enrollment
  • improved trust in the system
Platform Fees and Billing Rules
Platform fees and billing rules were clearly defined, ensuring transparency and predictability in the insurance pricing structure.
Age-band Pricing
Age-band pricing allowed for more granular control over insurance costs based on employee demographics.

5. Enabled operational flexibility without breaking system integrity

Operations teams were heavily relied upon to manage edge cases and manual interventions.

Instead of removing them entirely, I designed systems that gave them structured control:

  • ability to update insurance post-onboarding
  • manage dependent additions and changes
  • move users across lifecycle states
  • handle billing updates and corrections
  • support exception handling without engineering dependency

This improved:

  • turnaround time
  • consistency in execution
  • system reliability across workflows
The goal wasn’t just automation — it was controlled flexibility.
Operations Interface updates
Operations interface provided structured control over insurance workflows, allowing for necessary flexibility while maintaining system integrity and reducing reliance on engineering for exceptions.

Final Solution

The final solution translated into a set of improvements across employer workflows, employee experience, and operations tooling.

Instead of solving these in isolation, I designed the system so that changes across coverage, pricing, visibility, and workflows worked cohesively across all three platforms.

Key Solution Areas Overview
Solution Area What Changed Outcome
Coverage & Visibility Centralized policy information with clear lifecycle states and structured status tracking Easier access to insurance details and reduced confusion across stakeholders
Pricing & Transparency Upfront pricing breakdown with age-band logic and contribution visibility Fewer pricing disputes and clearer expectations during onboarding
Onboarding & Activation Structured onboarding flows with insurance details, timelines, and activation logic Faster onboarding with fewer errors and support queries
Employee Self-Service Unified policy dashboard with coverage details, documents, and status tracking Reduced support dependency and improved clarity for employees
Operational Efficiency Streamlined ops workflows with status controls, updates, and bulk actions Reduced manual effort and improved turnaround time

Employer Experience

I focused on helping employers make informed decisions during onboarding and policy setup, with clear visibility into cost, coverage, and timelines.

What changed

Insurance details are surfaced upfront, including:

  • insurance type and partner
  • platform fees, invoicing, and refund policies

Pricing is structured and transparent:

  • age-band logic explained clearly
  • estimated premiums shown early
  • employer vs employee contribution split visible

Activation timelines are explicitly communicated:

  • clear indication of the 7–10 day processing window
  • distinction between joining date and coverage start

How it shows up

  • A structured onboarding flow with embedded pricing, policy details, and contextual tooltips
  • Clear communication of financial implications and timelines at each step
  • Reduced ambiguity during setup, leading to more confident decision-making
Employer Experience Changes
Employer experience improvements focused on providing clear, upfront information about insurance details, pricing, and activation timelines, enabling employers to make informed decisions with confidence during onboarding.

Employee Experience

For employees, the focus was on making insurance understandable, accessible, and self-serve.

What changed

A centralized policy dashboard provides:

  • partner details and emergency contacts
  • coverage and benefit breakdown
  • insurance ID, policy cards, and documents

Insurance status is visible and consistent across lifecycle states:

  • Not Applied → Ongoing → Active → Ended

Dependent onboarding supports:

  • country-specific requirements (e.g., SSN, UAE documentation)
  • structured handling of family coverage types

Pricing and contribution details are clearly surfaced within the experience

How it shows up

  • A single, consistent view for all insurance-related information
  • Dynamic updates based on lifecycle state
  • Easy access to documents and coverage details without relying on support
Member Onboarding Insurance Details
Member onboarding experience was enhanced with clear insurance details, and expectations, reducing confusion and support dependency during the critical initial phase of coverage.
Employee Experience Improvements
Employee experience improvements focused on providing clear, upfront information about insurance details, pricing, and activation timelines, enabling employees to make informed decisions with confidence during onboarding.

Operations Experience

Operations workflows were designed to support flexibility and control while maintaining system consistency.

What changed

Insurance can be added or modified post-onboarding without restarting workflows

Dependent details can be updated independently

Lifecycle states can be managed through structured transitions

Billing updates and contribution recalculations are handled within the system

Offboarding flows retain historical policy and coverage data

How it shows up

  • Structured workflows for:
    • plan assignment and updates
    • billing management
    • status transitions
  • Real-time visibility into:
    • selected plans
    • contribution splits
    • lifecycle state changes
  • Ability to handle exceptions without engineering dependency
Ops Experience Changes
Ops experience was enhanced with clear workflows and status management, reducing confusion and support dependency during the critical initial phase of coverage.

Measurable Outcomes

Immediate Impact

  • ~30% reduction in support tickets
  • Noticeable improvement in NPS within weeks
  • Reduced operational overhead

Operational Efficiency

  • ~50% reduction in manual intervention
  • Faster dependent management
  • More reliable pricing calculations

Reflection

This project reinforced something I’ve seen repeatedly throughout my career:

When systems become complex, the problem is rarely lack of features — it’s lack of structure.

By focusing strictly on shared system states, establishing a clearer information hierarchy, and designing stakeholder-specific views, we were able to meaningfully improve the experience by resolving the underlying structural confusion rather than just treating the surface-level symptoms.


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