Review product visual summary and project plan
Red B.
Tue, Aug 4
Create screenshots / mockups of AskDaryle
Red B.
Thu, Aug 6
Brainstorm voice sidebar AI
*APP,
Justin S.
Mon, Sep 21
Create outline vision document for AskDaryle
*APP,
Justin S.
Fri, Sep 11
Create pitch deck for AskDaryle vision with visuals
*APP,
Justin S.
Test AskDaryle - compare to Superhuman
*APP,
Justin S.
Tue, Aug 18
Justin Sheehan
Chief Journey Officer
Daryle.AI: The Context-Aware Advisor
The Vision
Daryle.AI should not compete with ChatGPT, Claude, Gemini, Copilot, or other frontier AI platforms. These companies will continue building better models and more powerful features.
Daryle.AI should work beside those tools and provide what they cannot deliver on their own: trusted, context-aware advice grounded in Daryleās wisdom, the organizationās knowledge, and the userās situation.
Keep the AI and software you already use. Add a trusted advisor beside them.
Daryle.AI is not primarily another chatbot, fact-checker, or memory system. It is an always-available advisor that helps people understand situations, challenge weak assumptions, evaluate recommendations, and decide what to do next.
The Core Experience
Daryle.AI works in both directions.
Before the AI responds: Prepare
Daryle.AI identifies and brings the right context into the conversation:
Daryleās relevant principles and decision frameworks
The userās role, goals, preferences, and responsibilities
Organizational mission, policies, strategy, values, and knowledge
Project files, previous decisions, deadlines, and stakeholders
The current audience, objective, and situation
The user can review and approve what context is shared before it enters ChatGPT, Claude, Gemini, or another tool.
After the AI responds: Advise
Daryle.AI reviews the answer and determines:
Is it accurate and supported?
Does it fit the organization?
Did it use the supplied context correctly?
What assumptions, risks, or consequences are missing?
Is this actually wise advice?
What should the user do next?
The right context in. Trusted guidance out.
The Advisor Model
Layer
Purpose
Daryle Core
Daryleās principles, experience, stories, leadership philosophy, values, and judgment
Organization
Mission, strategy, policies, theology, terminology, standards, and institutional knowledge
Personal
Role, responsibilities, goals, strengths, preferences, and development areas
Relationships
Relevant people, teams, stakeholders, and audiences
Project
Files, decisions, history, objectives, owners, and deadlines
Situation
The immediate question, document, conversation, meeting, or decision
Verification
Facts, sources, contradictions, uncertainty, and missing evidence
Advice
Daryleās recommendation, reasoning, cautions, questions, and next action
Product Layout
The first version should be a Chrome extension with a sidebar that works across browser-based tools such as ChatGPT, Claude, Gemini, Perplexity, Gmail, Google Docs, Salesforce, learning platforms, and internal applications.
The sidebar includes:
What I See
Daryle.AI identifies what the user is currently doing and which content is being reviewed.
Relevant Context
The system recommends the smallest useful set of personal, organizational, project, and situational context. The user can approve, remove, or add information.
Core Actions
Ask Daryle: What do you think I should do?
Review: Evaluate the answer, plan, document, or recommendation.
Prepare: Add the right context to an AI conversation before it begins.
Decide: Compare options and recommend a direction.
Improve: Strengthen the current content or approach.
Learn: Help the user understand and apply content.
Advisor Response
Every response should follow a consistent structure:
Daryleās Take: A direct assessment
My Recommendation: The advised course of action
Why: The principles, facts, and context supporting it
What You May Be Missing: Risks, assumptions, and blind spots
Questions to Answer: The few questions that materially affect the decision
Next Move: One practical action to take now
Sources and Confidence: What is verified, inferred, or uncertain
Recommended MVP
The MVP should prove that people want Daryleās advice inside the tools they already use.
It should include:
Chrome extension and browser sidebar
ChatGPT, Claude, Gemini, Perplexity, Gmail, and Google Docs
Ask Daryle, Review, and Prepare
Selected-text and current-page analysis
Daryle Core
One organizational knowledge base
User role and preferences
User-selected project context
Transparent context approval
Clear sources and confidence
Basic privacy, permissions, and administrative controls
The first version does not need to recreate ChatGPT or build a full productivity platform.
The core behavior to validate is:
Will people regularly ask Daryle for advice about the work, decisions, and AI-generated content already in front of them?
Product Definition
Daryle.AI is an always-available, context-aware advisor that works alongside the AI and software people already use. It understands the individual, organization, project, and situation, challenges weak assumptions, verifies critical information, and provides clear guidance about what to do next.
Category
The Context-Aware AI Advisor
Product Promise
Better context. Better judgment. Wiser action.
Simplest Expression
Ask Daryle before you act.
Red BaƱares
Astra Product Experience Designer
Edited
I worked with Claude on building what features it shows based on your brief. Here's what I put together. The panel itself I made on Figma so edits can be done real time. Just let me know if this direction is good or if you had something else in mind.
The general idea here is "it's not a common chatbot but and context advisor, it detects where the user is and gives advise based on that.
On these mockups are examples of use cases, A is analyzing a document, C is with ChatGPT open. B is the panel isolated.
Daryle.AI: The Context-Aware Advisor
The Vision
Daryle.AI should not compete with ChatGPT, Claude, Gemini, Copilot, or other frontier AI platforms. These companies will continue building better models and more powerful features.
Daryle.AI should work beside those tools and provide what they cannot deliver on their own: trusted, context-aware advice grounded in Daryleās wisdom, the organizationās knowledge, and the userās situation.
Daryle.AI is not primarily another chatbot, fact-checker, or memory system. It is an always-available advisor that helps people understand situations, challenge weak assumptions, evaluate recommendations, and decide what to do next.
The Core Experience
Daryle.AI works in both directions.
Before the AI responds: Prepare
Daryle.AI identifies and brings the right context into the conversation:
The user can review and approve what context is shared before it enters ChatGPT, Claude, Gemini, or another tool.
After the AI responds: Advise
Daryle.AI reviews the answer and determines:
The Advisor Model
Layer
Purpose
Daryle Core
Daryleās principles, experience, stories, leadership philosophy, values, and judgment
Organization
Mission, strategy, policies, theology, terminology, standards, and institutional knowledge
Personal
Role, responsibilities, goals, strengths, preferences, and development areas
Relationships
Relevant people, teams, stakeholders, and audiences
Project
Files, decisions, history, objectives, owners, and deadlines
Situation
The immediate question, document, conversation, meeting, or decision
Verification
Facts, sources, contradictions, uncertainty, and missing evidence
Advice
Daryleās recommendation, reasoning, cautions, questions, and next action
Product Layout
The first version should be a Chrome extension with a sidebar that works across browser-based tools such as ChatGPT, Claude, Gemini, Perplexity, Gmail, Google Docs, Salesforce, learning platforms, and internal applications.
The sidebar includes:
What I See
Daryle.AI identifies what the user is currently doing and which content is being reviewed.
Relevant Context
The system recommends the smallest useful set of personal, organizational, project, and situational context. The user can approve, remove, or add information.
Core Actions
Advisor Response
Every response should follow a consistent structure:
Recommended MVP
The MVP should prove that people want Daryleās advice inside the tools they already use.
It should include:
The first version does not need to recreate ChatGPT or build a full productivity platform.
The core behavior to validate is:
Product Definition
Category
The Context-Aware AI Advisor
Product Promise
Better context. Better judgment. Wiser action.
Simplest Expression
This is done, I made a small pitch deck for the mockups. Here https://daryle-advisor-pitch.lovable.app but attached are the isolated mockups.
I worked with Claude on building what features it shows based on your brief. Here's what I put together. The panel itself I made on Figma so edits can be done real time. Just let me know if this direction is good or if you had something else in mind.
The general idea here is "it's not a common chatbot but and context advisor, it detects where the user is and gives advise based on that.
On these mockups are examples of use cases, A is analyzing a document, C is with ChatGPT open. B is the panel isolated.
cc