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CASE STUDY Redesign Signing experience for legal teams

From manual document setup to effortless signing.

Legal teams shouldn't have to wrestle with complicated workflows to send a document for signature. The task is straightforward, yet it often involves multiple steps, hidden documents, and repetitive field placement. All of that adds friction before a document reaches the signer.

I redesigned OmnisProof's signing setup so legal teams move from document to signature with less effort: upload, field placement and AI assistance in one self-serve flow.

OmnisProof: Get your document signed cover preview with key workflow annotations
01 / WHAT WE'RE BUILDING

Making document signing simpler from the very first step.

OmnisProof is a dedicated e-signing platform built for high-velocity legal workflows.
We eliminated disjointed modal wizards and automated manual field placement into a single guided workspace.
The redesign tackles three major bottlenecks across the preparation lifecycle.

01 · Too many steps before sending a document

The Problem

Preparing a document for signature involved moving through multiple screens and disconnected steps. Users had to work through the setup process before they could place signature fields.

What We're Building

We're building a single, guided workspace where users can upload a document, configure signing details, and prepare it for sending, all in one continuous flow.

01 · Before vs After Redesign: Collapsing the 4-step wizard into 1 guided page

02 · Manual field placement slows everything down

The Problem

Placing signature fields manually across lengthy legal documents is repetitive, time-consuming, and easy to get wrong. Users had to scan documents to determine where each person needed to sign.

What We're Building

We're building AI-assisted field detection that identifies potential signing locations and suggests where fields belong, while keeping users in control of reviewing and confirming them.

02 · AI-Assisted Detection: Reviewable suggested signing fields

03 · Making document preparation easier to manage

The Problem

Legal teams work with different document types, signing requirements, and workflows. The experience needed to support these variations without adding more complexity.

What We're Building

We're building a flexible signing experience that supports document uploads, reusable templates, and existing files, giving teams more ways to start and complete their signing workflow.

03 · Document Management: Flexible Workflows, Templates & Folders
THE GOAL

Turn document signing from a multi-step chore into a straightforward, guided experience that legal teams can complete with confidence.

02 / THE PRODUCT

The document execution layer inside a legal AI ecosystem.

OmnisProof is the document execution layer of the Omnis legal AI ecosystem. It turns a drafted agreement into a signed, filed legal record: prepare, assign signers, place fields, send and track, without leaving the platform.

It sounds like the easy part. But drafting, matter tracking and client portals all produce documents that end up here. If signing is slow or error-prone, it undermines everything upstream.

Target Ecosystem Experience High Adoption & Retention
01
Fast & Reliable E-Sign
Zero friction prep & AI detect
→
02
Matters Close on Time
Zero back-and-forth rework
→
03
Full Ecosystem Trust
Complete replacement of DocuSign
Baseline Risk (Pre-Redesign) High Churn Hazard
01
Slow / Error-Prone Setup
Document hidden behind 4 steps
→
02
Manual Rework & Delays
Missed signatures & wrong signers
→
03
Firm Falls Back to DocuSign
Undermines upstream AI platform
Situation before this project

Engineering had shipped a working MVP: a 4-step wizard (General Info → Add Signers → Add Fields → Distribute) modelled on e-signature admin panels. It covered every setting, but not how lawyers work. The document didn't appear until step three.

Why this became urgent

Leadership pitched OmnisProof as a full DocuSign replacement. That pitch fails if our setup is slower and clumsier than DocuSign's. When I took over, that gap was the most-cited risk in product reviews.

03 / WHY WE DECIDED TO SOLVE THIS

We didn't have time for a full research cycle. We looked at the strongest signals available.

No research budget and no access to law firms before launch. So I combined all the signals that existed: walkthroughs with 2 lawyers and a paralegal, the PM's testing notes, a teardown of 5 competitors, and G2 & Capterra reviews.

The same pattern kept showing up across all sources:

  • Users could complete each step of the wizard but lost track of which document they were configuring
  • Manual field placement was the single largest source of both time spent and errors made
  • Reviewers of competitor tools described documents sent with a missing field or the wrong recipient, discovered only after the fact

Walkthroughs surfaced it, the PM's testing reproduced it, and reviews showed a category-wide failure mode nobody had solved. That's why it beat other roadmap items.

Target users · one person, three job titles
Lawyers

Prepare agreements for signature and are accountable if anything goes out wrong.

Paralegals

Do most of the day-to-day document prep across many matters.

Legal assistants

Often prep the document on an attorney's behalf, then hand it back to send.

At Omnis, "user," "attorney," and "legal team" are used interchangeably in internal docs. They all mean the same person here: whoever is sitting in OmnisProof getting a document ready to send.

Evidence limitationMy primary evidence came from internal team members standing in for these users, a real limitation I address in the final thoughts (§09).
Problem statement

Legal teams need a way to prepare and send documents for signature that doesn't require them to become experts in field placement, or lose sight of the document itself while configuring it.

Before · MVP wizardMultiple screens, no document context, manual fields
  1. General Info

    Enter document details and settings.

    Document not visible until step 3
  2. Add Signers

    Add recipients and set their roles.

    Multiple steps create friction
  3. Add Fields

    Place signature, initials, date and other fields by hand.

    Manual field placement is time-consuming
  4. Distribute

    Review and send the document.

    Errors often discovered after sending
After · document-firstUpload, AI-suggested fields, review and send in one flow
  1. Upload document

    Add your document and see it on screen.

    Document visible from the start
  2. AI suggests fields

    AI detects fields and suggests them.

    AI reduces manual work
  3. Review & edit

    Review, adjust or add fields as needed.

    Fewer errors with built-in guidance
  4. Add signers

    Assign recipients and set their roles.

    Streamlined signer setup
  5. Send

    Finalize and send the document.

    Faster, more confident sending
04 / RESEARCH: DIGGING DEEPER

Configuring a document correctly was the hard part. Getting it into the system was easy.

I ran a structured teardown of DocuSign, Adobe Sign, Dropbox Sign, PandaDoc, and Documenso: their public documentation, review-site screenshots, and (where available) free-tier trials.

What competitors do well
Where they fall short
Document upload and recipient invitation are fast and well-documented across all five platforms.
Field placement is manual: click, drag, resize, repeat, for every signature block and date field on every page.
DocuSign offers limited auto-placement for a narrow set of pre-formatted templates.
Outside that narrow case, nothing in the category offers reviewable AI assistance for field detection.
Send flows are optimized to be fast: most competitors market “send in under a minute.”
That speed costs verification. G2 reviews describe documents sent with a missing field or wrong recipient, caught only after the fact.
Pattern across all five: getting a document in is solved; making it correct once it's there is not.

Key insight: getting a document in is solved everywhere, including our MVP. The unsolved part sits between "uploaded" and "ready to send": field placement, recipients, and catching mistakes before they go out.

That reframed the direction of the whole project: let the system handle more of the setup, and let users review and correct only what needs their attention, instead of making manual configuration slightly faster.

Mapping the fragmented baseline against the streamlined workflow

Baseline reality11 steps across disconnected tools
11 steps6 tools7 tool switches
  1. Client intake
    Where it happensCRM / case management
  2. Create / draft agreement
    Where it happensWord / drafting tool
  3. Internal review & approval
    Where it happensEmail / doc sharing
  4. Export as PDF
    Where it happensLocal folder / device
  5. Upload to e-sign platform
    Where it happensDocuSign / other e-sign
  6. Add recipients & signature fields
    Where it happensE-sign platform
  7. Send to client
    Where it happensE-sign platform
  8. Follow up & track progress
    Where it happensEmail / e-sign dashboard
  9. Download signed agreement
    Where it happensLocal folder / device
  10. Upload to practice management
    Where it happensPractice mgmt system
  11. Close / update matter
    Where it happensPractice mgmt system
Target experience8 steps inside OmnisProof
8 steps1 system0 tool switches
  1. Create agreement

    Start from scratch or an existing template.

  2. Prepare document

    Add content, templates and AI field suggestions.

  3. Configure signers

    Assign signers, roles, signing order and authentication.

  4. Review & approve

    Review internally before anything is sent.

  5. Send for signature

    Email signers with built-in notifications.

  6. Track progress

    Real-time status, reminders and signer activity.

  7. Completed

    Every party has signed.

  8. Store & manage

    Audit trail, document history and matter records.

From 11 steps across 6 tools to 8 steps in one system. Before OmnisProof, legal teams bounced between Word, email, local folders, an external e-signature platform and practice-management software to execute a single contract.

05 / CONSTRAINTS & DESIGN DECISIONS

Not "redesign the interface": decide which complexity stays with the user, and which the system should absorb.

01Constraint

Field placement was required, but too heavy to leave manual

Why this mattered

Every document needs signature, date, name, and initials fields placed correctly before it can go out. This step couldn't be removed, but making users place every field on every page by hand was the largest time cost we'd identified.

Decision

Turn field placement from a manual task into a system-assisted one: AI detects and proposes placement, the user reviews and corrects only where needed.

Deep dive 01
02Constraint

The 4-step structure mapped to something real, but hiding the document behind it didn't

Why this mattered

"Who's involved → what goes where → is it ready to send" is how document prep works. The three-stage logic was fine. Presenting each stage as a separate full screen hid the document being configured.

Decision

Keep the underlying stages, rebuild the presentation as one page: the document stays visible at all times, with a persistent step tracker and a side panel that changes per stage.

Deep dive 02
03Constraint

No direct access to external users

Why this mattered

Each decision below needed some form of validation, but law firms weren't reachable pre-launch. Relying only on internal opinion risked designing for people who already trust the product.

Decision

Validate with internal legal professionals as a proxy, cross-check against competitive review-site complaints as external signal, and label each claim with its actual confidence level instead of letting it read as more validated than it is.

04Constraint

The fix had to ship inside the existing timeline

Why this mattered

The competitive gap was already being cited as a risk in product reviews. A ground-up redesign of the entire setup experience wasn't realistic in the time available.

Decision

Scope to the two moments with the clearest evidence of friction (field placement and the wizard structure) rather than trying to fix every part of document prep at once.

06 / DEEP DIVE 01
01
AI-assisted field placement

How do you make legal professionals trust an AI that places their signature fields?

Placing every field by hand, for every recipient, took the largest share of prep time and caused each placement mistake we saw. Automating was easy. Trust was hard: a wrong AI guess sends a contract to the wrong person.

Testing three ways to introduce AI field detection

Iteration 1
Automatic, silent placement

AI detects and places each field the moment a document is uploaded. No review step: the fields are there, ready to send.

Why it failed: a lawyer on our team moved each AI-placed field, even the correct ones: "I didn't see it place them, so I don't trust them." The checking work just moved somewhere with no support.
Iteration 2
Chat-based AI assistant

A conversational interface where the user could type "place a signature field for Lucas on page 3" and the AI would execute it.

Why it was rejected: field placement is one-time setup, not a conversation. Typing instructions added a step and a new pattern to learn, for a task people want done in seconds.
Final
Inline, reviewable "Detect with AI"

One button inside the existing field panel. Clicking it places suggested fields on the document, using the same drag-and-edit interaction as a manually placed field.

Why it worked: the placement is visible as it happens, each suggestion is editable or deletable with no new interaction to learn, and there's no separate "accept" step. The AI proposes and the user decides, using tools they already know.

The shipped loop: the AI proposes, the user disposes

Iteration 1 · silentAI places everything → user re-checks everything
Upload document
AI places each field, unseen
User can't tell what changed
Moves each field by hand
Trust lost
Shipped · reviewableVisible suggestion → inline review → send
Open document
Click “Detect with AI”
Fields appear on the page, in view
Drag, edit or delete inline
Send with confidence
~28% of suggestions adjusted · each one stays editable
OmnisProof signing setup screen with Detect with AI button, visual field identification, and AI feedback callouts
AI-Assisted Field Placement in Action: "Detect with AI" scans the document in context, identifies 38 form fields, and renders green visual confirmations with reviewable states so attorneys maintain 100% control without manual fatigue.

Designing for failure and non-standard inputs

Edge case

Non-standard or custom field types that fall outside the seven types the model recognizes (signature, date, name, initials, title, email, text) aren't guessed at: they're left for manual placement using the same field library, with no error state implying something went wrong.

Edge case

Scanned documents with non-selectable text can't be reliably parsed by the detection model. "Detect with AI" stays visible but shows a clear inline message explaining why detection isn't available for this file, instead of failing or returning wrong guesses.

Edge case

A user rejects most suggestions on one document. The next document still gets a fresh detection pass. The real risk is someone deciding "the AI doesn't work" and switching it off. Trust recovery is untested, so I flag it as open.

Observed walkthrough validation

~72%

Suggestions accepted without edits

Across 6 internal prototype walkthroughs. The 28% that got adjusted is why each suggestion stays editable instead of final.

5 / 7

Standard field types reliably auto-detected

Signature, date, name, initials, and title. Email and free-text fields still default to manual placement.

1 → 0

Participants who distrusted AI output after the redesign

The same lawyer who moved every field under silent automation left correct suggestions untouched once placement became visible.

Honest confidence level These numbers come from six internal walkthroughs with legal professionals inside our own organization (not a controlled study, not external users, not production telemetry). I treat them as directional evidence the detection is useful, not as a validated product metric, and I say that when asked.
07 / DEEP DIVE 02
02
Collapsing the setup wizard

The signing setup was a 4-step modal wizard. I collapsed it into one page without losing control.

The MVP stacked four full-screen steps as a modal over the document list, each with its own settings. The document wasn't visible until step three, so people lost track of what they were setting up.

Same three stages, one page instead of four screens

MVP wizard4 modal screens → document hidden until step 3
General Info
Add Signers
Add Fields (document visible)
Distribute Document
Wrong signer? Back through every screen
Shipped · 1 guided pageDocument stays centred → side panel swaps per stage
Open the document
Document & Recipients
Add Fields: drag or Detect with AI
Review & Send
Sent, no state lost
Step tracker: jump back to any stage without leaving the page
Redesigned single-page signing setup, annotated: the step tracker on the left, the document in the centre, and the Detect with AI button in the field panel
  1. Left: the 3 stages kept, now as a tracker instead of screens.
  2. Centre: the document never leaves the middle of the screen.
  3. Right: “Detect with AI” proposes fields; the user reviews.
Anatomy of the one-page setup: the wizard's logic survived as a tracker (left), the document stays centred, and field placement moved into a reviewable AI action (right).

Exploring layouts for progressive disclosure

Iteration 1
Delete the steps

Strip the wizard down to one dense screen: recipients, fields, document preview, and settings all visible at once. Fewer screens, assumed to mean faster.

Why it failed: a lawyer called it "a cockpit", and neither tester knew where to start. Removing screens doesn't remove complexity; it squeezes it onto one screen.
Iteration 2
Merge General Info into Add Signers

A smaller fix: combine the first two steps into one, going from four screens to three, keeping the rest of the wizard structure intact.

Why it was rejected: it reduced the click count but didn't touch the actual complaint: the document was still hidden until step two of three. A marginal improvement to the wrong metric.
Final
Same 3-stage logic, one persistent page

Keep Document & Recipients → Add Fields → Review & Send as the underlying structure, but render it as three states of a single page: a persistent step tracker on the left, the document centered, and a right-hand panel whose content changes per stage.

Why it worked: the document never disappears behind its own configuration. The underlying logic stayed the same; only how much of it stayed visible changed.

Replacing 4 fragmented screens with 1 persistent workspace

The redesign removes the cognitive disconnect by keeping the document visible at all times, so users never configure blind.

DimensionBefore · 4-step wizardAfter · 1 guided page
Document VisibilityHidden behind modal until Step 3100% visible from second zero
Field Placement100% manual drag & dropAI detection + 1-click review
Navigation Friction4 disconnected full screens1 persistent page + 3 panel states
Error RecoveryBack-button loop across screensInstant inline step switching
User Mental ModelFelt like "a cockpit" / form fillingDirect document interaction

Handling changes and missing fields

Edge case

A recipient is added after fields are already placed. Any field already assigned to a now-invalid configuration is flagged inline in the field panel instead of being reassigned, so the user makes the call on where it belongs.

Edge case

A required field is missing at Review & Send. Step 2 gets flagged and Send stays disabled with an inline reason: the same error pattern as field mapping, so users learn one style.

What survived from the original wizard, on purpose The three-stage logic itself. Deleting steps to "reduce friction" is a common trap: the wizard's sequence (who's involved → what goes where → is it ready) was correct information architecture. The failure was in the presentation, not the sequence, so I kept the sequence and rebuilt the presentation.

The same two lawyers who were lost in both the old wizard and the "cockpit" completed the new flow without a single question. Small sample, but the same people and task, before and after.

08 / OUTCOME

The complexity didn't disappear. It moved from the user to the system.

The two heaviest jobs moved to the system: AI proposes fields, and the three stages live on one page where the document never leaves view. Users now review and correct instead of configuring blind.

CategoryWhat we have
Validated6 internal prototype walkthroughs with lawyers and legal assistants inside our organization. Both redesigns tested against the same two participants before and after. ~72% of AI field suggestions accepted without edits. The participant who distrusted silent AI placement left correct suggestions untouched after the redesign.
Qualitative"I didn't see it place them, so I don't trust them" (on the rejected silent-AI iteration). "This looks like a cockpit" (on the rejected single-screen iteration). Both quotes came from the same two-person internal test group and shaped the shipped design.
Not yet validatedProduction usage data (setup completion rate, time-to-complete, support ticket volume): the feature is live but hasn't been in market long enough to generate meaningful telemetry. External law firm feedback: still untested outside our own organization.
09 / FINAL THOUGHTS

Designing for confidence as well as completion.

Redesigning OmnisProof taught me to simplify a workflow by making each step clear, purposeful, and easy to recover from.

Legal teams need to send documents quickly and need confidence that the right document reaches the right people, with the right fields, without extra back-and-forth.

Three takeaways
01 · Document at the Center

Put the document at the center. Users should keep sight of the thing they're working on. Keeping the document visible turned a configuration-heavy process into an understandable workspace.

02 · System Handles Repetition

Let AI handle the repetitive work. AI is most useful when it removes tedious tasks while keeping users in control. Suggested fields reduce manual effort, but review and approval remain with the person preparing the document.

03 · Clear Structure Over False Simplicity

Good UX makes complex systems feel simple. The signing workflow involved documents, recipients, fields, permissions, and delivery settings. I organized that complexity so users could move through it.

Before vs After Redesign: Comparing the 4-step disconnected setup wizard with the document-first workspace powered by AI suggested fields
Before vs. After Redesign: Collapsing the multi-step configuration wizard into an intuitive, document-centered signing workspace with AI field detection.
What I'd explore next

With more time and access to real usage data, I'd focus on:

  • Testing the redesigned workflow with external law firms.
  • Understanding how users interact with AI suggestions over time.
  • Exploring smarter detection for complex document fields.
  • Measuring setup time, completion rates, and correction patterns.
CLOSING THOUGHT

Great product design doesn't remove complexity. It makes complexity feel effortless.

OmnisProof gave me a chance to rethink how legal teams prepare documents: keep the essential steps and make each interaction clearer, more intentional, and easier to trust.

Less manual work, more clarity, and more confidence in each signature.

That's the kind of experience I believe legal technology should deliver.

10 / QUESTIONS I EXPECT
Interview Brief

Anticipated questions on these two problems.

Why only two problems instead of the whole product?
Going deep on two hard problems shows how I think better than a product tour. Both had a clear arc: a rejected first attempt, evidence of why, and a validated fix.
How confident are you in the 72% AI-acceptance number?
Moderately. It's from six internal walkthroughs with legal professionals in our own organization, not a controlled study or production telemetry. I treat it as directional evidence the detection is useful, not a validated product metric, and I say that up front.
Why didn't you just delete the wizard's steps to simplify it?
I tried it first: one dense screen with everything visible. A tester called it "a cockpit." The three stages were the right structure; hiding the document behind them was the mistake.
What would you do differently with more time or budget?
Test with external law firm users instead of internal proxies, and instrument real production metrics instead of relying on six walkthrough sessions. That gap, between what I believe and what I can prove at scale, is my answer.
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