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Trilo

An intelligent Discord bot that quietly handles every administrative task, so commissioners can stop managing spreadsheets and start enjoying their leagues. What used to take hours now happens instantly. Complex workflows become effortless. Designed for sports communities who know the best management happens when you don't notice it at all.

Product Design

Product Management

AI-Assisted Development

Workflow Automation

Visual Identity

The Problem

The Commissioner Crisis

Running a sports league inside Discord can be chaotic. Commissioners often manage team assignments, update win/loss records, collect weekly rankings, and approve upgrades manually. This results in inconsistent data, slower operations, and admin burnout.

The Problem

The Commissioner Crisis

The Problem

The Commissioner Crisis

Hours Of Weekly Setup

Commissioners spent 3 hours just creating matchup channels, plus additional time on team assignments, record keeping, and user management.

Hours Of Weekly Setup

Commissioners spent 3 hours just creating matchup channels, plus additional time on team assignments, record keeping, and user management.

Hours Of Weekly Setup

Commissioners spent 3 hours just creating matchup channels, plus additional time on team assignments, record keeping, and user management.

Commissioner Burnout

Overwhelmed commissioners were leaving leagues within 2 seasons, causing league instability and member frustration.

Commissioner Burnout

Overwhelmed commissioners were leaving leagues within 2 seasons, causing league instability and member frustration.

Commissioner Burnout

Overwhelmed commissioners were leaving leagues within 2 seasons, causing league instability and member frustration.

User Engagement

League members were only active during games, with no engagement between matchups leading to league stagnation.

User Engagement

League members were only active during games, with no engagement between matchups leading to league stagnation.

User Engagement

League members were only active during games, with no engagement between matchups leading to league stagnation.

Error Rate

Manual data entry led to incorrect standings, delayed updates, and frustrated users questioning league integrity.

Error Rate

Manual data entry led to incorrect standings, delayed updates, and frustrated users questioning league integrity.

Error Rate

Manual data entry led to incorrect standings, delayed updates, and frustrated users questioning league integrity.

The Strategy

Invisible automation that transforms Discord leagues from chaos to clarity

Trilo is a Discord bot that eliminates the administrative burden of running online sports leagues. By automating matchup creation, record tracking, and member management through native Discord commands, commissioners can focus on building community while players enjoy seamless, engaging league experiences. The best league management happens when nobody has to think about it.

The Strategy

Invisible automation that transforms Discord leagues from chaos to clarity

The Strategy

Invisible automation that transforms Discord leagues from chaos to clarity

Research & Discovery

User Interview Insights

100+ user evaluations revealed the true pain points and shaped my decisions.

Research & Discovery

User Interview Insights

100+ user evaluations revealed the true pain points and shaped my decisions.

Research & Discovery

User Interview Insights

100+ user evaluations revealed the true pain points and shaped my decisions.

1

Problem Validation

Identified manual matchup creation as the biggest time sink, followed by record keeping and user engagement issues.

1

Problem Validation

Identified manual matchup creation as the biggest time sink, followed by record keeping and user engagement issues.

1

Problem Validation

Identified manual matchup creation as the biggest time sink, followed by record keeping and user engagement issues.

2

Solution Ideation

Validated AI image processing for schedule screenshots, bulk automation workflows, and gamification preferences for user engagement.

2

Solution Ideation

Validated AI image processing for schedule screenshots, bulk automation workflows, and gamification preferences for user engagement.

2

Solution Ideation

Validated AI image processing for schedule screenshots, bulk automation workflows, and gamification preferences for user engagement.

3

Feature Prioritization

Prioritized core infrastructure over advanced features, validated phased rollout approach, and confirmed pricing model acceptance.

3

Feature Prioritization

Prioritized core infrastructure over advanced features, validated phased rollout approach, and confirmed pricing model acceptance.

3

Feature Prioritization

Prioritized core infrastructure over advanced features, validated phased rollout approach, and confirmed pricing model acceptance.

The Requirements

User Stories & Acceptance Criteria

How I translated user pain points into specific, testable requirements that drove development priorities.

The Requirements

User Stories & Acceptance Criteria

How I translated user pain points into specific, testable requirements that drove development priorities.

The Requirements

User Stories & Acceptance Criteria

How I translated user pain points into specific, testable requirements that drove development priorities.

Discord-Native Operations

"As a league, we want all operations within Discord so that we don't need external tools or websites."

Acceptance Criteria

All commands and interactions through Discord
No external logins or account creation required
Mobile Discord app provides full functionality
Real-time notifications and updates in Discord

Business Value: Eliminates time-intensive manual work, prevents data entry errors, frees commissioners to focus on community building

Discord-Native Operations

"As a league, we want all operations within Discord so that we don't need external tools or websites."

Acceptance Criteria

All commands and interactions through Discord
No external logins or account creation required
Mobile Discord app provides full functionality
Real-time notifications and updates in Discord

Business Value: Eliminates time-intensive manual work, prevents data entry errors, frees commissioners to focus on community building

Discord-Native Operations

"As a league, we want all operations within Discord so that we don't need external tools or websites."

Acceptance Criteria

All commands and interactions through Discord
No external logins or account creation required
Mobile Discord app provides full functionality
Real-time notifications and updates in Discord

Business Value: Eliminates time-intensive manual work, prevents data entry errors, frees commissioners to focus on community building

AI-Powered Matchup Creation

"As a commissioner, I want to automate weekly matchup creation so that I can save 3 hours per week and eliminate manual errors."

Acceptance Criteria

Upload schedule screenshots or take pictures directly to Discord
AI extracts team matchups with 95% accuracy using OpenAI Vision
Preview and approve extracted matchups before channel creation
Automatic permission setup for matchup channels

Business Value: Substantially increases member engagement, reduces commissioner workload, improves league transparency

AI-Powered Matchup Creation

"As a commissioner, I want to automate weekly matchup creation so that I can save 3 hours per week and eliminate manual errors."

Acceptance Criteria

Upload schedule screenshots or take pictures directly to Discord
AI extracts team matchups with 95% accuracy using OpenAI Vision
Preview and approve extracted matchups before channel creation
Automatic permission setup for matchup channels

Business Value: Substantially increases member engagement, reduces commissioner workload, improves league transparency

AI-Powered Matchup Creation

"As a commissioner, I want to automate weekly matchup creation so that I can save 3 hours per week and eliminate manual errors."

Acceptance Criteria

Upload schedule screenshots or take pictures directly to Discord
AI extracts team matchups with 95% accuracy using OpenAI Vision
Preview and approve extracted matchups before channel creation
Automatic permission setup for matchup channels

Business Value: Substantially increases member engagement, reduces commissioner workload, improves league transparency

Real-Time Game Tracking

"As a league member, I want automated game status tracking so that I can see who played without asking the commissioner"

Acceptance Criteria

React-based game completion
Automatic standings updates in real-time
Historical win/loss records maintained
Commissioner override capabilities for corrections

Business Value: Drives higher stream viewership, strengthens community bonds, reduces manual coordination overhead

Real-Time Game Tracking

"As a league member, I want automated game status tracking so that I can see who played without asking the commissioner"

Acceptance Criteria

React-based game completion
Automatic standings updates in real-time
Historical win/loss records maintained
Commissioner override capabilities for corrections

Business Value: Drives higher stream viewership, strengthens community bonds, reduces manual coordination overhead

Real-Time Game Tracking

"As a league member, I want automated game status tracking so that I can see who played without asking the commissioner"

Acceptance Criteria

React-based game completion
Automatic standings updates in real-time
Historical win/loss records maintained
Commissioner override capabilities for corrections

Business Value: Drives higher stream viewership, strengthens community bonds, reduces manual coordination overhead

Auto Live Stream Announcements

"As a league, we want automatic stream announcements so that our community stays connected without requiring manual coordination from commissioners."

Acceptance Criteria

Auto-detect Twitch/YouTube streams when members go live
Post notifications to designated channels with direct links
Role-based mentions for stream alerts
Manual announcement capability for commissioners

Business Value: Creates consistent engagement touchpoints, generates ongoing discussion, improves member retention

Auto Live Stream Announcements

"As a league, we want automatic stream announcements so that our community stays connected without requiring manual coordination from commissioners."

Acceptance Criteria

Auto-detect Twitch/YouTube streams when members go live
Post notifications to designated channels with direct links
Role-based mentions for stream alerts
Manual announcement capability for commissioners

Business Value: Creates consistent engagement touchpoints, generates ongoing discussion, improves member retention

Auto Live Stream Announcements

"As a league, we want automatic stream announcements so that our community stays connected without requiring manual coordination from commissioners."

Acceptance Criteria

Auto-detect Twitch/YouTube streams when members go live
Post notifications to designated channels with direct links
Role-based mentions for stream alerts
Manual announcement capability for commissioners

Business Value: Creates consistent engagement touchpoints, generates ongoing discussion, improves member retention

User Flows

Connecting the Experience

coming soon

User Flows

Connecting the Experience

coming soon

User Flows

Connecting the Experience

coming soon

The Solution

Feature Implementation

Trilo's core features.

The Solution

Feature Implementation

Trilo's core features.

The Solution

Feature Implementation

Trilo's core features.

Technical Architecture

AI Integration

AI-assisted development w/ Python
OpenAI Vision API for image processing
95% accuracy in matchup extraction
Cost-effective processing with intelligent prompts

AI Integration

AI-assisted development w/ Python
OpenAI Vision API for image processing
95% accuracy in matchup extraction
Cost-effective processing with intelligent prompts

AI Integration

AI-assisted development w/ Python
OpenAI Vision API for image processing
95% accuracy in matchup extraction
Cost-effective processing with intelligent prompts

Database Architecture

Modular SQLite databases for different features
Independent development and maintenance
Scalable design for future growth
Comprehensive audit trails

Database Architecture

Modular SQLite databases for different features
Independent development and maintenance
Scalable design for future growth
Comprehensive audit trails

Database Architecture

Modular SQLite databases for different features
Independent development and maintenance
Scalable design for future growth
Comprehensive audit trails

User Experience

Intuitive slash command interface
Comprehensive autocomplete functionality
Rich embed messages with clear formatting
Mobile Discord app compatibility

User Experience

Intuitive slash command interface
Comprehensive autocomplete functionality
Rich embed messages with clear formatting
Mobile Discord app compatibility

User Experience

Intuitive slash command interface
Comprehensive autocomplete functionality
Rich embed messages with clear formatting
Mobile Discord app compatibility

Security & Permissions

Role-based access control
Commissioner validation for administrative actions
Rate limiting compliance with Discord API
Audit trails for all operations

Security & Permissions

Role-based access control
Commissioner validation for administrative actions
Rate limiting compliance with Discord API
Audit trails for all operations

Security & Permissions

Role-based access control
Commissioner validation for administrative actions
Rate limiting compliance with Discord API
Audit trails for all operations

Results & Impact

User Journey Transformation

How Trilo transformed workflow from manual chaos to beautiful efficiency.

Results & Impact

User Journey Transformation

How Trilo transformed workflow from manual chaos to beautiful efficiency.

Results & Impact

User Journey Transformation

How Trilo transformed workflow from manual chaos to beautiful efficiency.

Before Trilo

Manual Channel Setup

Commissioners spent 3+ hours weekly manually creating matchup channels and copying team names from external sources

External Tool Dependencies

League operations required multiple external tools, websites, and spreadsheets.

No Real-Time Visibility

Members had to ask commissioners for anything involving matchups. No live tracking of game completion or league progress.

Scattered Communication

Users only talked in private DMs with no visibility into who had played games or what matchups remained, creating confusion and isolation.

Manual Channel Setup

Commissioners spent 3+ hours weekly manually creating matchup channels and copying team names from external sources

External Tool Dependencies

League operations required multiple external tools, websites, and spreadsheets.

No Real-Time Visibility

Members had to ask commissioners for anything involving matchups. No live tracking of game completion or league progress.

Scattered Communication

Users only talked in private DMs with no visibility into who had played games or what matchups remained, creating confusion and isolation.

Manual Channel Setup

Commissioners spent 3+ hours weekly manually creating matchup channels and copying team names from external sources

External Tool Dependencies

League operations required multiple external tools, websites, and spreadsheets.

No Real-Time Visibility

Members had to ask commissioners for anything involving matchups. No live tracking of game completion or league progress.

Scattered Communication

Users only talked in private DMs with no visibility into who had played games or what matchups remained, creating confusion and isolation.

After Trilo

AI-Powered Automation

AI-powered screenshot extraction creates matchups with 95% accuracy, while bulk commands handle up to 20 matchups at once. Time Saved: 10 minutes to create matchups, tag users → 1 minute.

Real-Time Game Results

Emojis: ✅, 🎲, 🟥, 🟦, 🔴, 🔵 are used to update game results and records instantly, showing the status of all games instantly.

Discord-Integrated Experience

All operations within Discord with automated workflows, standardized league structure, and no external dependencies needed.

Consistent Communication

Dedicated matchup channels show all games, completion status, and remaining matchups in one centralized place where everyone can see the full league picture.

AI-Powered Automation

AI-powered screenshot extraction creates matchups with 95% accuracy, while bulk commands handle up to 20 matchups at once. Time Saved: 10 minutes to create matchups, tag users → 1 minute.

Real-Time Game Results

Emojis: ✅, 🎲, 🟥, 🟦, 🔴, 🔵 are used to update game results and records instantly, showing the status of all games instantly.

Discord-Integrated Experience

All operations within Discord with automated workflows, standardized league structure, and no external dependencies needed.

Consistent Communication

Dedicated matchup channels show all games, completion status, and remaining matchups in one centralized place where everyone can see the full league picture.

AI-Powered Automation

AI-powered screenshot extraction creates matchups with 95% accuracy, while bulk commands handle up to 20 matchups at once. Time Saved: 10 minutes to create matchups, tag users → 1 minute.

Real-Time Game Results

Emojis: ✅, 🎲, 🟥, 🟦, 🔴, 🔵 are used to update game results and records instantly, showing the status of all games instantly.

Discord-Integrated Experience

All operations within Discord with automated workflows, standardized league structure, and no external dependencies needed.

Consistent Communication

Dedicated matchup channels show all games, completion status, and remaining matchups in one centralized place where everyone can see the full league picture.

What's Next?

Platform Evolution

Multi-Game Support: Expansion beyond football to basketball, baseball, and esports leagues
API Development: Public API for third-party integrations and custom league management tools

What's Next?

Platform Evolution

Multi-Game Support: Expansion beyond football to basketball, baseball, and esports leagues
API Development: Public API for third-party integrations and custom league management tools

What's Next?

Platform Evolution

Multi-Game Support: Expansion beyond football to basketball, baseball, and esports leagues
API Development: Public API for third-party integrations and custom league management tools

Advanced League Management

Advanced Analytics Dashboard: League performance metrics, engagement analytics, and growth insights
Integration Marketplace: Plugin ecosystem for streaming platforms, fantasy sports, and social media

Advanced League Management

Advanced Analytics Dashboard: League performance metrics, engagement analytics, and growth insights
Integration Marketplace: Plugin ecosystem for streaming platforms, fantasy sports, and social media

Advanced League Management

Advanced Analytics Dashboard: League performance metrics, engagement analytics, and growth insights
Integration Marketplace: Plugin ecosystem for streaming platforms, fantasy sports, and social media

Market Opportunity

Addressable Market: 50M+ Discord users in gaming communities globally
Strategic Partnerships: Potential integrations with major gaming platforms and tournament organizers
Community Growth: Target expansion to educational institutions, corporate leagues, and amateur sports organizations

Market Opportunity

Addressable Market: 50M+ Discord users in gaming communities globally
Strategic Partnerships: Potential integrations with major gaming platforms and tournament organizers
Community Growth: Target expansion to educational institutions, corporate leagues, and amateur sports organizations

Market Opportunity

Addressable Market: 50M+ Discord users in gaming communities globally
Strategic Partnerships: Potential integrations with major gaming platforms and tournament organizers
Community Growth: Target expansion to educational institutions, corporate leagues, and amateur sports organizations

Overall Vision

Transform Trilo into the leading automated league management platform, democratizing professional-grade sports administration tools for communities of all sizes while maintaining the simplicity and engagement that made the original solution successful.

Overall Vision

Transform Trilo into the leading automated league management platform, democratizing professional-grade sports administration tools for communities of all sizes while maintaining the simplicity and engagement that made the original solution successful.

Overall Vision

Transform Trilo into the leading automated league management platform, democratizing professional-grade sports administration tools for communities of all sizes while maintaining the simplicity and engagement that made the original solution successful.