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Reimagining Trailhead: Learning at Scale for 4M+ Users with AI

A 75% boost in search efficiency and 85% user satisfaction through AI-powered search, smart filters, and multi-course tracking to enhance personalized learning experiences.

Industry

EdTech

Timeline

40 Weeks

(Aug 2024- May 2025)

Platform

Web

Tools Used

Figma, Miro, Playbook UX

Adobe Illustrator

Behind the Scene Breakdown - My Role and Responsibility

My Role

UX Designer and Researcher

Collaboration 

Salesforce Trailhead Team + Indiana University

My Responsibility

  • Conducted competitive benchmarking of 8 major platforms including Coursera, Google Skill Boost, and LinkedIn Learning to identify gaps in personalization and course navigation.

  • Led 10 user interviews to uncover learner pain points, content discovery struggles, and progress-tracking needs.

  • Drove problem definition through synthesis of interviews, task analysis, and SWOT framework.

  • Facilitated 12 user tests to validate key interaction flows and personalization features.

  • Contributed to team-wide ideation sessions, prioritizing design decisions based on both user needs and business goals.

  • Designed high-fidelity wireframes and rapid prototypes focused on filters, multi-course tracking, and onboarding experiences.

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The Landscape - What is Trailhead ?

Trailhead is Salesforce’s learning platform that helps millions of users upskill through interactive, self-paced modules. Designed with gamification at its core, it uses points, badges, and guided “trails” to teach everything from Salesforce tools to soft skills - making learning both structured and motivating.

Active Users

3 M+

No. of Courses

400

No. Of Badges Offered

1524

High Level Goal

Designing a human-centered, AI-powered learning experience on Trailhead to enhance learner outcomes while supporting Salesforce’s long-term business growth and user engagement goals.

View Design Solutions

Jump to high fidelity prototypes

Research Process Deck

Available on request

Team and Timeline

This project was a collaborative effort -  closely with Salesforce’s team - including a Product Manager and a Principal Product Designer - over a 9-month engagement.

Research Process

7+ 

Months of UX Research

8 Competitors Analyzed, 10+ Interviews Conducted, Synthesized with Journey Mapping, SWOT

20+

Collaborative Session

Weekly syncs with Salesforce team, Problem framing & hypothesis validation,

Research insight discussions

2

Critique Session

Presentations to UX Capstone Cohort, Reviewed by UX Faculty

3

Round of Usability Test

Iterative concept validation,

Feedback-driven design refinements

Helped Navigate Problem Space

What We Were Solving For?

"How might we use artificial intelligence and/or machine learning to enhance the core learning experience on Trailhead?"


This prompt was refined form research data and our PM's key design direction

What Makes This Challenge Complex?​​

A layered ecosystem of barriers
We discovered  3 intersecting layers that impact the Trailhead Experience

Nonlinear Learning Journeys

  • Users engage with multiple goals at once

  • Weak filters and generic search

  • Limited visibility across multiple paths

Diverse user Needs

  • First-time learners vs. advanced professionals

  • Different motivations (career growth, certifications)

Platform Complexity

  • 2,000+ learning modules

  • Inconsistent metadata and tagging

Where We Choose to Focus?

We Narrowed Down to 4 Key Opportunities for Impact
Based on user research, task analysis and competitor analysis

Search / Course Discovery

Progress Tracking

Filters and Categorization

Course Handling

Design Solution: 4 Features. 4X the Value. 

Search Experience

Improved search experience with AI-powered suggestions, auto-complete after 3 characters, and category-based results to streamline discovery. AgentForce integration offers contextual assistance, boosting content findability by 75%.

Before

After

No Contextual Results

AI Powered Search

Auto Fill suggestion after 3 characters

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Lack of Auto Fill Suggestion

Low Discovery Rate

Agent Force (AI Agent) Support

Designing for Impact: Here's what we did?

1. Smart Search and Discovery

AI-powered, category-based search with smart autocomplete and contextual AI support.

Search Experience for the New User

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Search Modal 1.jpg

Search Experience for the Existing User

🧠 How it helps users

  • Smart filters and predictive search reduce time spent hunting for content.

  • Personalized results surface what matters before users even finish typing.

📈 How it helps the business

  • 75% boost in content discoverability.

  • Reduces friction → better user retention and lower support queries.

2. Progress Tracking & Study Plan

Progress tracking surfaced upfront to reduce cognitive overload - paired with a customizable study plan for better pacing.

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🧠 How it helps users

  • Tracks learning across modules with progress bars and “resume where you left off” prompts.

  • Study plans help users stay organized and goal-oriented.

📈 How it helps the business

  • Boosts completion rates for multi-part learning journeys.

  • Increases engagement in long-form tracks, improving LTV (lifetime value)

3. Smarter Filters & Categorization

Progress tracking surfaced upfront to reduce cognitive overload - paired with a customizable study plan for better pacing.

Order of Filter Property- Before

Progress

Content Type

Objective

Levels

Products

Roles

Skills

Industry

Challenge Type

Order of Filter Property- After

Content Type

Challenge Type

Levels

Objective

Skills

Industry

Roles

Products

Filter Group.jpg

Saved Filter Modal

🧠 How it helps users

  • Allows users to save, reuse, and edit filters across learning paths.

  • Cuts decision fatigue and makes repeated tasks easier.

📈 How it helps the business

  • 60% of testers reused saved filters → proof of efficiency loop.

  • Increases interaction depth and repeat sessions.

4. Course Handling & Multi-Track View

Smarter module layout with note-taking, seamless multitasking, and direct community help - all enhanced by AgentForce AI, which delivers context-aware prompts tailored to the course content.

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Celebration badge with nudge to pending modules

🧠 How it helps users

  • Take notes alongside content without breaking flow.

  • Switch between modules seamlessly with contextual continuity.

  • Instantly get help via AgentForce AI with course-specific prompts.

📈 How it helps the business

  • Increases engagement time per session.

  • Reduces support overhead via proactive AI assistance.

  • Fosters peer-to-peer learning through integrated Trailblazer Community access.

Impact that Matters

How design decisions improved learning efficiency, discoverability and user satisfaction.

Overall Impact

Faster Discovery Rate

Smart filters, AI powered search and metadata badges cut down module search time dramatically

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85%

User Satisfaction Rate

Based on usability test across 2 major rounds and SUS scoring 

Feature Level Impact

60%

Saved Filter Reuse

Save filter group led to repeat usage among testers

1:34→0:23

Avg. Course Search Time

Streamlined search of relevant modules boosted momentum and reduced drop-offs

100%

AgentForce Success

Users found contextual prompts directly helpful during learning

💡 Design Decisions That Drove Results

  • Positioned progress tracking at the top → boosted visibility & learning momentum

  • Added Metadata badges → reduced decision fatigue

  • Enabled note-taking & peer discussion → supported deeper engagement

  • Grouped filters + introduced saved combos → simplified future sessions

  • AI-powered search suggestions → drastically cut content discovery time

My Learnings

🔍 Clarity beats complexity

🤝 Business & User Goals can co-exist

🎯 Scoping is everything

Even in AI-powered systems, the biggest value comes from making things feel simple. Our most appreciated features weren’t the flashiest — they were the ones that reduced friction and offered predictability.

Designing for 4M+ learners meant balancing product KPIs (like engagement & reuse) with real user needs. Aligning UX decisions with measurable business impact made our solutions more scalable and stakeholder-aligned.

Starting with a broad challenge, we learned the importance of intentionally narrowing down to focus areas that were both high-impact and technically feasible - especially when working on AI integrations within enterprise ecosystems.

Bringing It All Together

Presented AI-enhanced Trailhead redesign at Indiana University’s Capstone Showcase. Sharing the process with faculty, industry mentors, and peers was a proud moment and a reminder that thoughtful design can spark real impact.

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📍 IU Capstone Showcase 2025 · Salesforce Trailhead Redesign

📢 Featured By Indiana University

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