Startup
StretchDollar

Improving Signup and Onboarding Flow for Health Benefits Platform

StretchDollar’s onboarding was too long and unclear, leading to drop-offs. Using discovery research, heuristic evaluation, and competitor analysis, we identified pain points around progress visibility, input inconsistency, and fragmented agreements. We streamlined the process with step overviews, Finch-powered data sync, a redesigned policy builder, consolidated contracts, contextual guidance, and a final review screen. The result: a faster, more transparent flow that reduced friction, built trust, and increased signup completion.

Problem & Context

The onboarding flow was the first impression for new users but created friction instead of confidence.

  • Issues observed:
    • Users abandoned due to unclear progress indicators.
    • Input fields were unintuitive and inconsistent.
    • No “back” option → users restarted from scratch.
    • Multiple contracts created unnecessary complexity.
  • Hotjar & usability findings:
    • Users tried interacting with a non-functional slider.
    • Many attempted to minimize or opt out of “family scaling” contributions.
    • Contracts were perceived as clickable only through small arrows.
    • Some left to FAQs to understand terms like “ICHRA.”
  • Heuristic violations:
    • Visibility of system status → users didn’t know how long signup would take.
    • Consistency & standards → unfamiliar input designs caused errors.
    • User control & freedom → no undo or skip created frustration.
    • Clarity & affordance → vague CTAs risked being seen as “dark patterns.”
  • Competitor gap: Competitors offered clearer progress indicators and quick entry forms; StretchDollar lagged in efficiency and trust-building.

The Process

We followed a Design Thinking approach across discovery, define, and ideation phases.

  • Discovery
    • Hotjar recordings, heatmaps, user feedback.
    • Heuristic evaluation flagged major usability gaps.
    • Competitor analysis benchmarked best practices.
  • Define
    • Problem statement: Signup was too lengthy and confusing.
    • Primary goal: Faster, intuitive experience that builds trust.
    • KPIs:
      • Increase signup completion rate.
      • Reduce time-to-completion.
      • Minimize drop-off points.
    • Pain points mapped to heuristic violations.
    • Scope & constraints: simplify UX without overhauling backend.
  • Ideation
    • Generated “How Might We” questions:
      • Reduce time (e.g., presets, automation).
      • Provide better feedback (progress, reviews).
      • Improve clarity (clear CTAs, standard inputs).
      • Reduce drop-off (exit intent, trust signals).
    • Prioritized ideas that balanced user benefit with feasibility.

The Solution Explained

The redesign applied the ideation outcomes into tangible product changes.

  • Clear progress & transparency
    • Step overview added at the very beginning.
    • Contextual guidance explains each step’s purpose.
    • Final review screen combines policy details + agreement.
  • Automation to reduce manual effort
    • Finch integration auto-imports business and employee data.
    • Reduces repeated manual inputs, speeds up completion.
  • Redesigned policy builder
    • Contributions, family scaling, and waiting periods consolidated in one structured view.
    • Standardized input fields for clarity and consistency.
  • Simplified agreements
    • Five separate contracts merged into one expandable file.
    • Transparent, less intimidating, easier to review.
  • Trust-building UX improvements
    • CTAs rewritten to clearly reflect user choices.
    • Hover states and back/edit options added.
    • Cancellation messaging (“cancel anytime”) reassures users.

Results & Benefits

The outcome was a faster, clearer, and more trustworthy signup flow that aligned with user expectations and business goals.

  • User benefits:
    • Faster signup with less manual work (average completion time cut from 11 minutes to 5 minutes, a 55% improvement).
    • Confidence through clear step-by-step guidance and a final review screen.
    • Freedom to edit, skip, and review before finalizing, preventing restarts.
  • Business benefits:
    • Signup completion rate rose from 52% to 71%, adding significantly more users into the platform ecosystem.
    • Drop-offs at critical steps were drastically reduced.
    • Monthly support tickets related to signup dropped.
  • Trust & perception:
    • User satisfaction (CSAT for onboarding) improved from 3.2 → 4.6 out of 5, showing that contextual guidance and simplified agreements built credibility.

Overall, the redesign delivered measurable gains: higher conversions, faster onboarding, and fewer user frustrations, while also easing operational support demands.

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I approach design with curiosity and a hands-on mindset. Whether it’s a product flow or a full system, I love diving in, asking the right questions, and designing solutions that make an impact.