Strategy Meeting
Artifact info
Title:

Development Coordination and Strategic Prioritization

Engagement:

Holomovement App Ecosystem

Client:

Meeting Date:
January 22, 2026
Next Meeting Date:
February 16, 2026
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People
James Redenbaugh
Michael Shaun Conaway
Artifact Image
Meeting Summary

🎯 Project Prioritization Shift

The team discussed a significant shift in development priorities, moving away from simultaneous feature development toward completing specific systems before expanding scope. Ivan (referred to as "Boldly NOW" in transcript) emphasized the need to avoid spreading development efforts too thin, noting that the Holomovement organization has historically struggled with polishing deliverables to completion (05:41). Unlike traditional design-documentation-then-code approaches, James is building with a more iterative, prototype-and-revise methodology that requires careful management to ensure features reach production quality rather than remaining perpetually "good enough" (04:08).

The immediate development focus has shifted to prioritizing the directory system and membership system [tag="webflow"] over other planned features (13:01). James confirmed this redirection, noting that while substantial work has been completed on assessments and the LMS, these are now on the back burner in favor of getting the directory system functional with user profile editing capabilities (13:27).

💡 Directory System and User Experience Concerns

The existing directory interface received critical feedback regarding its visual approach and usability. While the globe-based map visualization using MapBox [tag="mapbox"] provides initial visual interest, Ivan questioned its long-term utility, suggesting it offers a "cool" first impression but limited practical value beyond finding local connections (16:24). The current card-based profile display suffers from inconsistent image assets, with users uploading non-square images that get truncated, resulting in a visually inconsistent experience (15:12).

The team acknowledged that geographic proximity is not the primary organizing principle for this network. Instead, the intelligent matching algorithms represent the "killer app" rather than the map visualization (17:17). Ivan stressed ensuring that MapBox [tag="mapbox"] implementation doesn't drive the matching logic, but rather serves the more critical data-driven matching system.

[technology="Directory Systems"]

[technology="Intelligent Matching Algorithms"]

🔍 Matching System and Profile Data Strategy

Discussion centered on what profile information truly enables effective matching versus what creates visual interest. Current profile data includes developmental assessments like Gene Keys and purpose archetypes, but Ivan argued for prioritizing practical, actionable information. When someone seeks a backend developer or project collaborator, they need to quickly understand "what's your jam" - skills, experience, and current needs - rather than personality typing scores (18:52).

James described an early prototype that provided match explanations, showing why two people might collaborate well, though this was tested with only 20 users (19:50). Ivan emphasized that with 10,000 users, the system's value would increase exponentially, but only if the matching criteria focus on developmental stage, experience level, project involvement, and specific needs rather than purely archetypal assessments (22:23).

Key profile elements identified as essential:

  • Developmental stage and experience level
  • Current project involvement
  • Specific skills and expertise
  • What the person is actively seeking
  • Why they joined the network

Ivan noted that personality typing systems like Gene Keys, Enneagram, and numerology may offer personal insight but lack practical utility for AI-driven matching unless someone has deep expertise in industrial psychology (24:56). The risk is matching a serial entrepreneur seeking investors with a college freshman, creating misaligned expectations and system distrust (23:07).

[technology="Assessment Systems"]

🏗️ Membership System and Data Architecture

The membership system encompasses profile management, subscription handling via Stripe [tag="stripe"], and privacy/security preferences (21:47). However, the business model remains unclear regarding whether memberships will be paid, with discussion of potentially offering free introductory memberships through May as a beta period (14:09).

A critical architectural question emerged around whether Holons (collaborative groups) function as independent entities in the system or as collections of individual members. Currently, the map suggests Holons are discrete users, but the data collection and reporting mechanisms for group entities remain undefined (29:54). James explained that a Holon could range from an informal monthly discussion group to a 500-person corporation with HR departments, creating significant variation in how group data would be captured (30:15).

Ivan suggested simplifying to "members and groups" rather than the term "Holons," which many newcomers find unfamiliar (31:27). This connects to the broader challenge that the Holomovement needs clearer onboarding narratives explaining what a Holon is and why users should create or join one (31:24).

The team identified that Holons might generate valuable "data exhaust" through planning tools and meeting notes that could inform matching algorithms, though this raises concerns about AI processing costs if analyzing large volumes of meeting transcripts (32:09).

📋 Assessment and Onboarding Strategy

Rather than elaborate personality assessments, the team discussed creating a basic intake form that captures the most important factors: development level, experience, life stage, purpose, and current needs (23:53). This would serve as the primary assessment everyone completes when entering the system, providing the foundational data for matching without requiring extensive time investment.

The challenge with incorporating systems like Gene Keys [tag="claude"] is that they require belief in astrology or numerology to feel relevant, limiting their universal applicability (24:56). Ivan referenced Carl Jung's observation that archetypal systems work because individuals see what they need to see and ignore irrelevant data - a selective perception that humans excel at but AI may struggle to replicate (25:54).

The priority is actionable, practical data that enables computational matching based on clear criteria (26:36). James expressed excitement about designing "generative taxonomy" not just for individuals but for Holons and groups, recognizing that people exist within organizational contexts that should inform matching logic (27:41).

🚨 Development Process and Project Management

A significant portion of the discussion addressed development workflow and estimating. Ivan requested understanding how James decides weekly priorities, revealing that the current project management tool is custom-built in Webflow [tag="webflow"] and approximately 75% complete - creating less clarity than the previous ClickUp system (35:06). This resulted in James "running around every day figuring out who's doing what" rather than working from clear priorities (35:06).

Ivan proposed adopting sprint methodology with weekly planning sessions to establish goals, track actual hours against estimates, and build understanding of development velocity and pricing accuracy (38:22). The first development phase showed 40% cost variation, suggesting either unclear feature definitions or unclear development paths (35:45). Better estimation discipline would provide confidence in pricing and help identify when additional resources or decisions are needed (38:55).

James agreed to create a simple Kanban view showing current priorities, what's in progress, and what's needed, with estimated effort hours and comparison to previous weeks' estimates (37:25). Ivan emphasized this doesn't need elaborate tooling - even a text document listing five active initiatives with effort estimates would suffice (37:30).

The automated meeting notes system that generates "initiatives" was flagged as unreliable, with an AI agent that is "liberal in the creation of initiatives" and produces content that "nobody's actually looking at" (37:09). Ivan requested James not reference these auto-generated initiatives until the team establishes a clearer, manually-curated priority system (37:16).

💬 Communication Automations and Feature Scope

The communication automations [tag="n8n"] currently planned are relatively simple, focusing primarily on email [tag="gmail"] rather than SMS after Ivan shared a cautionary experience of unexpectedly high SMS costs from a previous app project (33:01). In-app notifications for the web application were discussed as a future consideration but not immediate priority (33:43).

Ivan strongly advocated for holding off on communication automation development until the directory and membership systems reach completion, avoiding the pattern of partially-finished features that characterize some Holomovement projects (32:43).

[technology="Communication Automations"]

🔄 Meeting Cadence and Collaboration Approach

The team agreed to establish regular Monday meetings with a flexible structure: start by reviewing weekly priorities and dependencies, address critical decision needs first, then review completed work if available (40:19). Ivan emphasized not needing full hour-long meetings, preferring to end early when objectives are met (40:26).

Ivan outlined his preferred decision-making process: someone identifies a need, stakeholders make proposals in Slack, and if only one proposal emerges without objections, the team proceeds with that approach rather than waiting indefinitely (42:07). This addresses the Holomovement's tendency toward extended ideation cycles without reaching polished execution.

James committed to updating the initiatives to reflect the agreed priority plan and creating the Kanban view for shared visibility (40:49). He identified the most critical need as collaborative strategy development for the matching system: clarifying how to think about individuals versus Holons and defining matching criteria (41:23).

Action Items

Ivan (Boldly NOW)

  • Create proposal for matching system strategy distinguishing individuals from groups/Holons (42:07)
  • Provide design feedback and user experience guidance on completed features
  • Review weekly priorities and identify resource needs or dependencies

James Redenbaugh

  • Create simple Kanban view or text document showing current priorities with effort estimates (37:25)
  • Post matching system strategy question in Slack for team input (42:07)
  • Update initiatives to reflect agreed priority plan focusing on directory and membership systems (40:49)
  • Propose alternative meeting time approximately one hour earlier than current slot (43:05)
  • Deprioritize communication automations and LMS features until directory system completion (32:43)
Relevant Initiatives

Directory System Enhancement

Priority: 
Very High
Size: 
L
Planning Stage

Membership Authentication System

Priority: 
Very High
Size: 
XL
Creation Stage

Assessment Development

Priority: 
High
Size: 
Planning Stage

AI Project Management System

Priority: 
Medium
Size: 
L
Planning Stage

Holon Data Architecture and Entity Management

Priority: 
High
Size: 
M
Planning Stage

Development Process and Sprint Methodology

Priority: 
High
Size: 
S
Integrated

Holomovement App

Priority: 
High
Size: 
XXL
Planning Stage
Transcript