Jam-session
Artifact info
Title:

Project Management System Development & Team Collaboration

Engagement:

Iris Internal

Client:

Iris Cocreative

Meeting Date:
December 22, 2025
Next Meeting Date:
December 16, 2025
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December 16, 2025
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James Redenbaugh
Sophia Schneider
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Meeting Summary

🎉 Personal Updates & Life Changes

James shared significant life updates, including his recent marriage celebration with 150 guests planned in just five months (09:01). The event brought together friends from different parts of their lives, which inspired plans to continue creating opportunities for community gatherings. Life has been full with helping his mom move and caring for three new kittens named Willow and Maple.

Sophia is currently at her mother's place in Germany for a quieter Christmas season. She plans to travel to Brazil with her boyfriend in January and will return in early March to participate in a monastery volunteer program with Brother Thomas's community. The program allows volunteers to live at the monastery while contributing their work and expertise.

🕊️ Remembering Brother Thomas

The team discussed Brother Thomas's passing and memorial plans. In his final months, Thomas experienced cognitive decline that prevented him from understanding text, which was particularly difficult given his intellectual identity. A memorial ceremony is planned for October in Austria, incorporating a pilgrimage element in his home region. James plans to speak with Elizabeth tomorrow about the arrangements (14:37) and created a memorial page where people can share photos and messages.

💻 Vision for Custom Project Management System

James has spent the past year building a custom project management system from the ground up, driven by dissatisfaction with existing tools that feel too stale, complicated, or unable to support the collaborative energies of their projects (20:26). The system organizes projects by phases including planning and underway stages, with current clients including Hollow Movement (their largest client), EndemicInterbeing MonasteryKaya (online yoga), Sources SynergyThe Flourish Project, and several personal brand sites.

[technology="Collaboration Management Tools"]

The platform features a dynamic timeline visualization that automatically generates from past meetings, showing project status, upcoming milestones, and deadlines. Meeting artifacts are automatically created from transcripts, generating detailed summaries, highlighting mentioned technologies, extracting action items, and converting them into actionable tasks within the system (33:58). The UI includes live editing capabilities where changes can be saved directly to the website without being logged in—a capability they couldn't achieve even six months ago.

📚 Online Learning Management System

James demonstrated a prototype LMS designed for Webflow integration (25:02). The system includes lesson completion tracking, progress visualization, timeline widgets, and membership-based content delivery that changes based on login status and subscription level. The demo was meta in nature—an online course about building the LMS system, built within the system itself.

[technology="Online Learning Platforms"]

[technology="Custom Membership System"]

The approach focuses on building reusable components that can be fully tailored for each client while hosting on their Webflow site. A key innovation is the ability to upgrade underlying technology across multiple client sites without rebuilding individual websites. When a new feature is developed for one client, it can be pushed to all other clients using the system.

🔧 Modular Technology Ecosystem

The development strategy centers on creating tailorable templates and technologies rather than one-off custom builds. The system includes modules for intelligent matching algorithms (connecting users based on profiles, availability, and shared characteristics), directory systems with geographic visualization, assessment systems, resource libraries, custom video conferencing with brand-aligned interfaces and circular seating arrangements, and social login capabilities (28:12).

[technology="Intelligent Matching Algorithms"]

[technology="Directory Systems"]

[technology="Assessment Systems"]

[technology="Video Conferencing Solutions"]

Not every client needs all modules—the approach allows mixing and matching based on specific project requirements. A development timeline prioritizes different modules throughout the year, with the online learning platform receiving major focus at the start of the year, building on substantial progress already made with intelligent matching algorithms.

⏱️ Time-Aware Collaboration Tools

James showcased an AI-powered personal task management system called PM buddy that runs locally and integrates with Google Calendar (40:00). The system allows natural language conversations with the task list to plan the day, automatically schedules tasks, and can move things around dynamically. Tasks can be dragged to start timers, and overdue tasks gradually turn redder based on how many days they're delayed.

[technology="Time-Aware Toolsets"]

The broader project management system includes integrated time tracking where team members can add sessions noting which project they worked on, what they did, and how long it took. This creates visibility into who did what, how long projects take, and facilitates better resource planning. Yvonne and James have been testing these features over recent weeks.

Time integration is considered essential because it's integral to collaboration and getting things done. Dynamic timelines appear throughout the system—in artifacts, engagement pages, and project views—providing constant awareness of where projects stand relative to deadlines and milestones.

🎨 Design System Development & UI Consistency

A significant challenge is bringing consistency to the various interfaces being developed across the platform. Different views currently lack visual cohesion and standardization. Sophia expressed interest in contributing to UI/UX design work, particularly for creating a standardized design system for IRIS (43:34).

James outlined the need for comprehensive design standards including padding and margins, color palette strategies (when to use multiple colors vs. refined palettes), navigation elements, button styles, and overall style guides. These standards would form the foundation for rapidly building new client projects while maintaining quality and consistency.

The approach treats each previous project as if starting from zero—an opportunity to rethink everything rather than being constrained by past decisions. The focus will be on user interface design first, with Sophia following her interests rather than needing to understand the entire complex system immediately.

📖 Knowledge Base & Onboarding

James is developing a centralized resource hub to serve as home base for the team and new members (46:11). The knowledge base organizes information by categories like development and design, covering topics such as style guides, class naming conventions, tool selection, project organization, and time tracking procedures.

The long-term vision includes an AI bot with access to the full resource library, allowing team members to ask questions and receive answers without reading through extensive documentation. This transforms the traditional FAQ model into an intelligent, conversational interface.

🔄 Evolving Business Model

The strategic shift moves away from building custom solutions for individual clients and then moving on, toward developing perpetually evolving toolsets that clients benefit from indefinitely (23:33). When improvements are made to core technologies, all clients using those modules can receive the updates automatically.

This model enhances client relationships through ongoing value delivery, improves scalability by leveraging reusable components, creates opportunities for recurring revenue, and builds institutional knowledge that compounds over time. The goal is to take advantage of an inflection point where AI capabilities suddenly enable much more sophisticated functionality, but most people don't know how to use these tools yet. Within a year, it may be possible to generate entire websites or learning management systems from a single prompt, but for now there's an opportunity to combine human design sensibility with emerging AI capabilities.

💭 Looking Ahead

Sophia's availability will improve after January 2nd or 3rd once she settles into Brazil, where the time difference will be much better for collaboration than from Germany (43:14). She doesn't currently have other projects lined up, making this timing convenient for contributing to IRIS work.

The team agreed to start with internal IRIS design system work, focusing on UI consistency and creating reusable templates. James will generate a focused brief to avoid overwhelming complexity, providing clear starting points for collaboration. Follow-up conversations will happen after the holidays to dive deeper into specific design challenges and opportunities.

Action Items

James Redenbaugh

  • Share AI-generated meeting summary and links for design template systems and knowledge base (44:57)
  • Follow up with Elizabeth tomorrow regarding Brother Thomas's memorial plans (14:37)
  • Create a focused design brief for Sophia covering UI/UX standards including margins, colors, navigation elements, and button styles (43:34)
  • Continue developing the engagement view and client home area to improve UX (36:00)
  • Identify which existing interface designs to standardize and roll forward across the system

Sophia Schneider

  • Review AI-generated documentation and shared links from this meeting (44:57)
  • Prepare for follow-up collaboration starting early January after settling in Brazil (49:46)
  • Stay in touch via WhatsApp to coordinate schedules and next steps (49:46)
  • Explore the existing interfaces James showed to develop initial design observations and questions
Relevant Initiatives

New Business Model Development

Priority: 
Very High
Size: 
XL
Creation Stage

Team Resources

Priority: 
High
Size: 
L
Creation Stage

Iris Portal

Priority: 
Very High
Size: 
XXL
Planning Stage

Iris Studio Design

Priority: 
Very High
Size: 
L
Planning Stage

Modular Platform Technologies

Priority: 
Very High
Size: 
XXL
Creation Stage

PM Buddy & Time Integration

Priority: 
High
Size: 
L
Creation Stage
Transcript