Portfolio/Rusty Osborne — Cynthia AI Concierge ("Samwise")Monday, June 29 at 8:12 AM EST
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Rusty Osborne — Cynthia AI Concierge ("Samwise")

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Rusty Osborne — Cynthia AI Concierge ("Samwise")

Joshua's longtime friend (Iceland trip, Whole30 shepherd). Solo meditation/coaching business — front-end meditation product on SamCart, email list in ActiveCampaign, upsell to weekly ($1500/mo) or bi-weekly ($850/mo) coaching, monthly check-ins at ~$400/mo. Currently 12 active clients. Runs Meta ads himself.

Sold 2026-06-02 on a Cynthia AI agent named Samwise ("help me carry the load") to take over:

  • Call prep — pull last calls/emails per client, package the brief.
  • Call post-work — Fathom transcript → Trello card (currently manual copy/paste from a stale inbox).
  • Client CRM check-ins — nudge "hey, how are you since last week's session" cadence per client (replaces $575/mo Commit Action accountability coach).
  • Meta ads — eventually swap out Ads Manager for natural-language daily download + execution via Meta MCP.

Status: ✅ verbally closed, Stripe link sent (pending payment)

  • Email: rusty@rustyosborne.com
  • Price: $1000/mo subscription, first month $700 ($300-off friend rate, one-time).
  • Stripe link (live): https://buy.stripe.com/dRm9AM5vNbJG102fo54AU0H — promo code RUSTY700 applies the $300 off at checkout. IDs in notes/2026-06-02-stripe-link-built.md.
  • Comms: New Slack workspace + #samwise channel (he's not on Slack currently — will reply with the email he signs up with so Ricki can invite).
  • Onboarding: Virtual-first. We'll send Pipedream/OAuth connect links per platform in a Slack thread; Rusty clicks through to authorize Cynthia. Zoom only when genuinely needed, not as a default first step.

Stack to wire Samwise into

  • Checkout: SamCart → Stripe + PayPal
  • Email/CRM: ActiveCampaign + a manual CRM spreadsheet (the pain point)
  • Inbox: Gmail (Fathom currently mis-routed to a stale inbox — copy/paste burden)
  • Calls: Zoom + Fathom (note-taker)
  • Project board: Trello (per-client cards)
  • Ads: Meta Ads Manager (self-managed)

Persona for Samwise

"Help me carry the load." Helpful, resilient, dependable. Nudges Rusty if it notices a pattern ("you committed to this — want to do it real quick?"). Good teammate, not a yes-man. Reference: Samwise Gamgee, Frodo's gardener and companion.

Personal context

Just factory-reset his computer the night before the call. Burned out last week — overdid Zoom load. Lake house, settling in. Working through abundance mindset. Trusts Joshua deeply ("you let me into life-threatening situations more than once"). Wants to break out of his current activity mold — capacity is freed up by AI = book + better product.

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