Transformation Plan
Fractional CTO Engagement

The Omya Operating System

A transformation plan to build an owned, AI-powered operating system that replaces fragmented tools, deploys intelligent agents across every function, and scales a world-class membership experience from 25 to 100+ members.

Prepared by Lior Weinstein
Date February 15, 2026
North Star $1T Impact / 20 Years
Timeline 20 Weeks / 5 Phases
Section 01

Executive Summary

Omya is a membership community targeting 100 high-net-worth members, centered on connection, consciousness, co-investment, and planetary impact. The organization also runs the Heartland Gathering, an annual event (4th year) targeting 400 attendees at $3,500–$20,000 per ticket.

This plan establishes OmyaOS — a centralized intelligence platform that replaces fragmented tools with an owned, integrated system. It deploys a team of AI agents across every operational function, builds a member intelligence engine, creates a deal flow pipeline with impact scoring, and installs a referral flywheel — all designed to let a small human team operate at 10x capacity.

8
AI Agents
4x
Navigator Capacity
$250K+
Annual Savings
20 wk
Implementation
Section 02

Current State

Human Team

PersonRoleNotes
Stephanie PostlesCEO / OperatorStrategic, doesn't want to be in the weeds
HaleyVP of OpsSystems, contracts, operations — primary collaborator
Kevin KaiserNavigatorMember experience — capped at 25 members
KaroshLead TherapistCo-leads events, 1-on-1, sacrament-based ceremonies
BearEvent OperationsRanch setup, logistics, physical execution
MiguelGHL / IntakeHeartland onboarding, emails — likely to be replaced
GinaChief of StaffSplit between Omya and Momentous
AlexCFO (Momentous)Finances, budgeting, deal underwriting
Mike MomolaLegal CounselShared, slow response times
BrittanyEvent ArchitectureIncoming, fractional
TonyGrowth / SalesPotential hire, replacing former sales role
JoeBranding / Design~2 months from delivering brand system

Current Tool Stack

ToolPurposeStatus
GoHighLevelCRM, email, funnels, ticketing, websitesReplacing
Google WorkspaceEmail, Drive, Docs, accountsStaying
SlackTeam communicationStaying
WhatsAppMember communityStaying
StripePaymentsStaying
NotionProject managementEvaluating

Pain Points

Operations

  • GoHighLevel clunky — using only ~10%
  • Church document onboarding is long and painful
  • No text/SMS touchpoints — everything email
  • Bi-weekly exec update manually assembled
  • Legal counsel shared and slow

Growth & Intelligence

  • No marketing outreach since October 2025
  • Only 44 of 400 Heartland tickets sold
  • No member intelligence or connection matching
  • No referral engine between members
  • No deal flow pipeline or impact framework
Section 03

Vision: The Omya Operating System

OmyaOS is a centralized platform with two faces — Backstage for the team and Frontstage for the members — both powered by a shared intelligence layer.

Backstage (Internal Team)

Role-based dashboards where each team member sees exactly what they need:

  • Stephanie / Omani — executive intelligence: MRR/ARR, member health, ticket sales, deal pipeline, agent activity, escalations
  • Haley — operations: task tracking, contracts, vendor management, system health
  • Kevin — member profiles, connection recommendations, outreach queue, conversation history, health scores
  • Karosh — session notes (permissioned), wellness tracking, event preparation
  • Bear — event logistics checklists, vendor coordination, site preparation
  • Alex — deal pipeline, underwriting queue, financial reporting, SPV status

Frontstage (Member-Facing)

  • Omya Concierge Bot — 24/7 AI assistant via web, WhatsApp, or native app. Multi-language. "Is there an Omya member who does X?" / "Connect me with someone who shares my interest in Y"
  • Member Portal — profile, events, deal flow opportunities, community activity, referral tracking

Shared Brain

A central knowledge base that all agents and dashboards draw from: member profiles, company knowledge, conversation intelligence, deal flow, event history, and financial data.

Section 04

System Architecture

OmyaOS Architecture
Backstage Dashboards
Frontstage Member App
Shared Brain
Onboarding
Member Intel
Growth Team
Scrum Master
Legal Counsel
Deal Flow
Event Intel
Agent CMO
Slack · Google · WhatsApp · Stripe · Email · SMS · LinkedIn · Web Scraping · GHL (transitional)
Section 05 — Agent Team

Onboarding Agent

Ensures every new member has a complete, rich profile from day one.

Activities

  • Trigger on new member signup
  • Auto-research: LinkedIn, web presence, company history, social media
  • Conversational intake replacing clunky church document forms
  • Track completion % — flag gaps to Kevin
  • Generate member brief before first navigator call
  • Church document workflow: guided, mobile-friendly, SMS reminders
  • Auto-populate shared brain with enriched data

Integrations: LinkedIn, Google Drive, Slack, SMS, WhatsApp

Member Intelligence Agent

Know more about members than they know about themselves. Surface connections and collaboration opportunities.

Activities

  • Daily WhatsApp group scan — topics, sentiment, engagement
  • Ingest navigator call transcripts (Kevin's recorded calls)
  • Ingest therapy session summaries (Karosh — consent only)
  • Monitor LinkedIn activity: posts, job changes, new connections
  • Map each member's network, professional history, involvements
  • Identify collaboration: "Lior cares about real estate. Osborne has 15 years at KW."
  • Surface 2nd-degree connections across the membership
  • Generate connection recommendations for Kevin with context
  • Generate executive intelligence briefs for Stephanie and Omani
  • Track member engagement health score

Integrations: WhatsApp, LinkedIn, Zoom transcripts, Slack

Growth Agent Team

Drive Heartland ticket sales and Omya membership growth without hiring a dedicated marketing team.

Email Marketing Agent

  • Past attendee reactivation campaigns
  • Intelligent list segmentation
  • A/B testing subject lines & content
  • Track opens, clicks, conversions
  • SMS companion messages

Social Media Agent

  • Daily platform-specific content
  • SEO-optimized articles
  • Competitive content analysis
  • Morning approval queue in Slack
  • Engagement tracking & strategy adjustment

PR & Outreach Agent

  • Hunt PR opportunities, podcast appearances, media mentions
  • Draft pitches for Stephanie and Omani
  • Identify community partnerships for Heartland

Integrations: Resend/Postmark, Twilio SMS, social media APIs, Slack

Scrum Master Agent

Nothing falls through the cracks. Every task tracked, every deadline met, every human and agent accountable.

Activities

  • Track all human and agent tasks across every workstream
  • Daily standup in Slack: done, planned, blocked
  • Escalation: overdue → remind → remind again → escalate to Stephanie
  • Weekly sprint summary
  • Auto-generate bi-weekly executive update for Omani — replacing Haley's manual process (new members, engagement metrics, WhatsApp activity, ticket sales, deal pipeline, notable member transactions)

Integrations: Slack, Google Drive, all other agents

Deal Flow & Impact Agent

Professionalize Omya's investment pipeline from sourcing to SPV creation.

Activities

  • Intake new deal submissions (Stephanie, members, network)
  • Auto-research founder, company, market, competitors
  • Generate preliminary deal brief for Alex
  • Run Impact Scorecard assessment
  • Track deal through all pipeline stages
  • Generate member-facing deal summaries with impact scores
  • Match deals to members by interest, expertise, and network
  • Track SPV performance and impact metrics post-investment
  • Alert when a member's network connects to a deal under review

Integrations: Google Drive, Slack, Email, Member Portal, LinkedIn

Event Intelligence Agent

Every event makes the next one better. Capture, learn, apply.

Activities

  • Pre-event: generate checklists from historical playbooks, surface past lessons
  • During: real-time feedback via SMS voice memos and quick surveys
  • Post-event: comprehensive collection at day-of, next-day, 1-week, 1-month, 1-year
  • Ingest human observer reports (Brittany's feedback)
  • Auto-generate updated playbook after each event
  • Integration follow-up: "remember this feeling" at 30/90/365 days
  • Identify potential Omya members from Heartland attendees

Integrations: SMS, Email, WhatsApp, Slack, Google Drive

Agent CMO

Strategic marketing oversight across all growth activities.

Activities

  • Oversee and coordinate the Growth Agent Team
  • Audit Joe's brand deliverables
  • Weekly marketing intelligence brief to Stephanie
  • Competitive analysis of similar communities
  • Campaign strategy for Heartland and membership drives
  • Content calendar management across all platforms

Integrations: All Growth sub-agents, Slack, analytics

Section 06

Member Intelligence & Collaboration Engine

The connective tissue of the entire system. Powers referrals, deal flow, event curation, and the member experience.

Living Member Profile

Data LayerSources
IdentityOnboarding, LinkedIn, web research
Professional HistoryLinkedIn, navigator calls, conversations
Network MapLinkedIn connections, 2nd-degree mapping across membership
Interests & PassionsOnboarding, WhatsApp, call transcripts, events
Current InvolvementsLinkedIn, public records, self-reporting
Investment PreferencesDeal flow participation, stated interests, portfolio
Engagement HealthWhatsApp activity, events, navigator interaction
Impact AlignmentWhich impact dimensions they care about most

Collaboration Matching

The engine proactively identifies:

  • Shared interests: "Lior and Sarah both care about regenerative agriculture"
  • Complementary expertise: "Lior has real estate experience, Osborne has 15 years at KW"
  • Network leverage: "4 members have 2nd-degree connections to this founder"
  • Co-investment alignment: "7 members expressed interest in climate tech — surface the new deal first"
  • Event chemistry: "Based on interests, seat these 8 members together at the next dinner"
Section 07

Deal Flow OS

Sourced
Screening
Due Diligence
Impact Scored
Approved
Showcase
SPV Created
Funded
Tracking
StageOwnerActivities
SourcedStephanie, membersDeal enters system — auto-research triggered
ScreeningDeal Flow AgentFounder research, market analysis, conscious founder alignment
Due DiligenceAlex + AgentFinancial analysis, legal review, references, competitive landscape
Impact ScoredAgent + HumanRun Impact Scorecard, generate impact thesis
ApprovedStephanie + AlexFinal go/no-go decision
ShowcaseAgent + StephanieMember-facing brief, match to interested members
SPV CreatedLegal Agent + MikeStructure SPV, generate docs, compliance
FundedAlexCollect commitments, close SPV, wire funds
TrackingDeal Flow AgentQuarterly impact metrics, portfolio reporting

Investment Thesis

Omya targets conscious founders working on humanity-level, planetary impact. Not just financial returns — aligned values, unique communities, and measurable impact. Members co-invest alongside Omya through SPVs (Special Purpose Vehicles), receiving the same terms and carry.

Section 08

Impact Scorecard

A Dan Sullivan-style scorecard where each dimension is rated 1–10 with descriptive anchors. Enables apples-to-apples comparison across Panama wildlife, maternal health, climate tech, and consciousness ventures.

Omani's North Star: $1 trillion of human and planetary impact in 20 years. Every deal's projected impact is quantified and tracked toward this goal.

1
Object of Impact Who or what is impacted — planet, humans, animals, environment, community
1: Narrow individual 5: Regional community 10: Planetary-scale
2
Nature of Impact Net positive after accounting for externalities
1: Significant trade-offs 5: Mostly positive 10: Pure positive
3
Time to Materialization When will the impact be felt
1: 100+ years 4: 20–40 years 7: 5–10 years 10: Immediate
4
Scope / Geographic Scale How wide is the impact
1: Single individual 4: Local community 7: National 10: Global
5
Quantity of Lives Touched How many people are directly impacted
1: Handful 4: Hundreds 7: Thousands 10: Millions+
6
Impact Type Breadth How many life dimensions: financial, health, spiritual, environmental
1: Single dimension 5: Two–three 10: Transforms multiple
7
Impact Cash Conversion Dollar-for-dollar efficiency — dollars in vs. impact out
1: <1x 4: 2–5x 7: 10–15x 10: 20x+
8
Founder Alignment Conscious founder, values alignment with Omya's mission
1: Purely profit-driven 5: Balanced 10: Mission-first
9
Measurability Can we actually track and prove the impact
1: Entirely qualitative 5: Partial metrics 10: Hard data, auditable
10
Legacy / Durability Will the impact compound and endure beyond the investment horizon
1: One-time effect 5: Lasts a decade 10: Generational compounding

Community of Communities

Omya's Impact Framework becomes exportable IP. Package the scorecard as a tool other communities can adopt. Host impact evaluation workshops at Heartland. Build Omya's reputation as the standard-setter for conscious investing measurement.

Section 09

Referral Engine

Every Omya member becomes a growth channel.

How It Works

  • Referral dashboard in member portal
  • Smart prompts from Member Intelligence: "Your connection John Smith recently sold his company and posted about exploring psychedelics — he might be a fit"
  • Referral flow: submit → auto-research → brief for Kevin → outreach → onboarding
  • Full attribution tracking from referral to conversion

Network-Powered

  • LinkedIn network scanning across all members
  • "You have 4 connections who match the Omya profile"
  • 2nd-degree mapping: "Two other members also know John Smith"
  • Incentives: event upgrades, deal flow priority, recognition
Section 10

Integrations

Phase 1: Connect to Existing Tools

IntegrationPurposeDirection
SlackTeam notifications, standups, approvals, escalationsRead + Write
Google WorkspaceGmail, Drive, Calendar, ContactsRead + Write
GoHighLevelCRM data migration, contact listsRead (transitional)
WhatsAppMember conversation monitoring, concierge deliveryRead + Write
StripePayments, tickets, membership, SPV contributionsRead + Write
LinkedInProfile enrichment, network mapping, researchRead
SMS (Twilio)Text touchpoints, reminders, feedbackWrite
Email (Resend)Transactional + marketing deliveryWrite
ZoomCall transcript ingestionRead
Web (Bright Data)Deep web research on members and foundersRead

Phase 2: Own the Stack

Replace GoHighLevel with owned components built into OmyaOS.

GHL FeatureOmyaOS Replacement
CRM / ContactsOmyaOS member database
Email campaignsResend/Postmark + OmyaOS templates
Funnels / Landing pagesCustom pages in OmyaOS
TicketingStripe Checkout + event management
PipelinesOmyaOS deal flow & onboarding pipelines
SMS sequencesTwilio + OmyaOS automation
FormsAgent-driven conversational intake
AutomationsAgent-driven workflows

Phase 3: Notion (If Adopted)

If Haley brings in Notion: sync agent task tracking to Notion boards, Scrum Master updates Notion directly. Alternative: build lightweight project management into OmyaOS and skip Notion entirely. Decision point for Haley.

Section 11

GoHighLevel Migration

Principle: Own, don't rent. Build the 10% of GoHighLevel that Omya actually uses.

Migration Steps

  1. Audit — catalog every active workflow, pipeline, form, template, automation
  2. Export — extract all contacts, email lists, pipeline stages, historical data
  3. Rebuild — implement equivalent functionality in OmyaOS (agent-driven)
  4. Parallel run — both systems for 2–4 weeks
  5. Cutover — decommission GHL, cancel subscription
  6. Verify — confirm all data migrated, all workflows active

Cost Comparison

ItemCurrent (GHL)Future (OmyaOS)
GoHighLevel subscription~$297–$497/mo$0
Legacy vendor (GHL setup)$45/hr variable$0
Miguel (GHL operator)~$5,000/mo$0
Email delivery (Resend)included~$20–50/mo
SMS (Twilio)included~$50–100/mo
OmyaOS hosting$0~$50–200/mo
Net monthly savings~$5,000–5,500
Section 12

Timeline & Phases

Phase 1: Foundation
Weeks 1–4
  • OmyaOS infrastructure (hosting, database, Google auth)
  • Slack integration — agent notifications flowing
  • Google Workspace connected (Drive, Calendar, Contacts)
  • GHL data audit and export
  • Member database seeded + LinkedIn enrichment
  • Onboarding Agent v1 — new intake flow
  • Kevin's dashboard v1 — member profiles and search
  • Scrum Master Agent v1 — daily Slack standups
  • Executive dashboard v1 — key metrics
  • WhatsApp integration — read access
  • Member Intelligence Agent v1 — conversation summaries
Phase 2: Growth Engine
Weeks 5–8
  • Email Marketing Agent — Heartland reactivation campaign
  • SMS integration (Twilio) — text touchpoints
  • Email service migration (Resend/Postmark)
  • Social Media Agent v1 — daily content + Slack approval
  • Heartland landing page rebuilt
  • Agent CMO deployed — coordinates growth team
  • Referral Engine v1 — member portal with tracking
  • GHL parallel run begins
Phase 3: Intelligence & Deal Flow
Weeks 9–12
  • Member Intelligence v2 — LinkedIn network mapping, collaboration
  • Connection recommendations flowing to Kevin daily
  • Deal Flow Agent v1 — intake, research, pipeline
  • Impact Scorecard v1 — dimensions defined, scoring built
  • Alex's underwriting dashboard
  • Legal Counsel Agent v1
  • Member portal v1 — deals, referrals, profile
  • Omya Concierge Bot v1 (web + WhatsApp)
  • GoHighLevel decommissioned
Phase 4: Events & Optimization
Weeks 13–16
  • Event Intelligence Agent — checklists, playbooks
  • Heartland pre-event engagement sequence
  • Real-time event feedback (SMS voice memos, surveys)
  • Karosh dashboard (permissioned)
  • Post-event automation — day-of through 1-year
  • Event playbook auto-generation
  • Heartland → Omya member conversion pipeline
Phase 5: Scale & Export
Weeks 17–20
  • Impact tracking dashboard — portfolio toward $1T goal
  • SPV workflow automation
  • Community of Communities toolkit — exportable frameworks
  • System optimization — agent tuning, workflow refinement
  • Native mobile app or PWA (if warranted)
  • Full system review, documentation, Haley handoff
Section 13

Team & Role Evolution

How Roles Change

PersonEvolution
StephanieOperational firefighting → strategic oversight. Morning routine: review agent outputs, approve content, review deals.
HaleyOmyaOS power user. Works directly with Lior. Manages agent configurations and dashboards.
KevinScales from 25 to 100 members. Agents handle research, data, recommendations. Kevin focuses on human relationships.
KaroshDashboard for sessions. Event intelligence improves protocols. Same therapeutic role, better supported.
BearAuto-generated playbooks and checklists. Same physical role, better prepared.
AlexUnderwriting dashboard speeds due diligence. Impact Scorecard standardizes evaluation.

Roles Eliminated or Avoided

RoleStatusAnnual Savings
Miguel (GHL/Intake)Eliminated~$60K
Social media hire (planned)Not needed~$60K
Additional navigator(s)Not needed~$60K+
GHL vendorTerminatedVariable
Total estimated annual savings$180K–$250K+
Appendix

Key Principles

1. Own, Don't Rent

Labor is rented intelligence. Code is owned intelligence. Build on owned infrastructure.

2. If You're Not in the Room, an Agent Should Be Doing It

Any task that doesn't require physical presence or real-time human empathy can and should be agent-driven.

3. Humans for Judgment, Agents for Everything Else

Kevin's value is in the relationship, not the data entry. Stephanie's value is in the vision, not the reporting.

4. Impact by Design, Not by Default

Measure it, score it, track it, or it didn't happen.

5. The Playbook Always Improves

Every event, every deal, every member interaction feeds the system and makes the next one better.

6. Community of Communities

Everything we build should be exportable. Omya's frameworks become the standard others adopt.

Omya
Prepared by Lior Weinstein · Fractional CTO · February 2026