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Trust under pressure

Making AI coaching trustworthy before a live sales call

An AI sales coaching platform for sales teams that needed to capture winning strategies and deliver them at the right moment.

+34%conversion-rate lift for pilot teams85%weekly active usage in the pilot6moderated rep tests shaped trust changes

Case snapshot

What I owned, shaped, and proved.

Product type

Web app · AI sales coaching · B2B SaaS

My role

Product Designer owning research synthesis, flows, prototypes, testing, and handoff.

Core flows

Pre-Call Intelligence, Practice Partner, and Post-Call Analysis.

Research

15 stakeholder interviews, 6 sales-rep tests, and a 3-month pilot.

Partners

Product, ML engineering, sales enablement, frontend, and enterprise sales leaders.

Design choices

Scannable prep, progressive disclosure, calendar-first access, and transparent AI recommendations.

Design judgment

The product worked when it stopped acting like a dashboard and started acting like a coaching loop: prep before the call, practice the hard part, and learn from what happened after.

What I noticed

95% of coaching moments disappeared after the call, and managers could only review a small slice of work.

What felt fragile

Generic AI advice felt correct but not useful enough to trust.

What made it click

Source context, sample size, and top-performer evidence had to be visible before recommendations felt real.

Proof

15 stakeholder interviews, 6 rep tests, and a 3-month pilot shaped the final workflow.

Process evidence

The thinking I had to make visible.

Reconstructed artifacts that show what I was trying to understand, where trust felt fragile, and how the direction became safer to build.
workflow map

Coaching workflow map

I used this map to understand where a rep was most alone: before the call, inside rehearsal, after the call, and in the manager follow-up.

workflow mapReconstructed board
Before the call

User signalReps had 8 minutes to prepare and no reliable way to borrow top-performer judgment.

Design responseSurface company context, prospect signals, and team-specific talking points in one fast prep view.

Practice

User signalGeneric roleplay felt like training homework, not rehearsal for a live deal.

Design responseUse real objections from lost deals so practice feels tied to the next risky conversation.

After the call

User signalUsers did not trust AI feedback when it sounded confident but contextless.

Design responsePair coaching notes with transcript evidence, source calls, and top-performer comparison.

Manager loop

User signalManagers could review only 5% of calls, so coaching coverage stayed uneven.

Design responseTurn the AI summary into a manager coaching queue instead of another analytics dashboard.

Why it matteredThis structure let coaching appear inside the rhythm of selling instead of asking reps to leave that rhythm.

Reconstructed / illustrative portfolio artifact based on the case-study narrative, not a direct client screenshot.
trust anatomy

Recommendation anatomy

This artifact made the trust problem visible: a recommendation needed a spine, not just a confident sentence.

trust anatomyReconstructed board
Source

Recent client calls and team-specific sales moments.

Sample size

Enough context to know whether the pattern was reliable.

Top-performer evidence

What strong reps did differently in similar deals.

Suggested action

A concrete next move the rep could use in the call.

Why it matteredRound 2 testing showed reps trusted recommendations more when source calls, sample size, and top-performer context were visible.

Reconstructed / illustrative portfolio artifact based on the case-study narrative, not a direct client screenshot.
testing synthesis

Round 1 trust breaks to Round 2 changes

This synthesis board turned vague feedback into the exact design changes that made AI feel more earned.

testing synthesisReconstructed board
Advice quality

BeforeAsk more discovery questions.

AfterAsk about budget timing and approval process because top reps did this in similar deals.

Practice Partner

BeforeGeneric training prompts felt like an LMS exercise.

AfterReal objections from lost deals made practice feel useful before live calls.

Why it matteredReps described the second version as more useful because practice was tied to real lost-deal objections instead of generic prompts.

Reconstructed / illustrative portfolio artifact based on the case-study narrative, not a direct client screenshot.
decision matrix

Dashboard vs workflow-first coaching

This matrix protected the product from becoming impressive but unused. Reps needed help inside the selling rhythm.

decision matrixReconstructed board
CutInsight dashboard

Centralized the intelligence, but asked reps to leave their day and inspect another surface.

CutCalendar-first coaching

Met reps before live calls, but still needed practice and follow-up loops.

ChosenThree-moment coaching loop

Connected prep, rehearsal, post-call learning, and manager coaching.

Why it matteredThe pilot reached 85% weekly active usage because the product showed up at moments users already cared about.

Reconstructed / illustrative portfolio artifact based on the case-study narrative, not a direct client screenshot.

Final design

Final Product Screens

Project artifact supplied by Savita for this case-study narrative.
Post-call transcript
Post-call transcriptTranscript view with speaker sentiment, audio timeline, key moments, smart actions, and prospect details.
Post-call analysis
Post-call analysisPost-call coaching surface with performance comparison, strengths, areas for growth, key moments, and CRM follow-up actions.

Impact and results

The pilot showed where AI coaching became useful.

Conversion rate increased by 34% across pilot teamsWeekly active usage reached 85% across pilot teams6 moderated sales-rep tests shaped the trust layerAI recommendations became clearer through source context and top-performer evidence

Source: 15 stakeholder interviews, 6 moderated sales-rep tests, and a 3-month pilot with 3 design-partner clients. Conversion lift and weekly usage are pilot signals; ramp and revenue claims are intentionally not used here.