Ryan Christmas builds revenue operations for service businesses — retention, automation, and the software underneath. 138 accounts at 3.4% churn, then the systems that made it repeatable.
Based in Puerto Escondido, Oaxaca. Originally from Toronto, Canada. Working remotely across time zones since 2023.
Stone Systems · 2025–26
Testimonial
55 seconds · captions available
“I worked with Ryan Christmas for about two and a half months as my CSM, and cannot recommend this guy enough.”
Follow-through
“He really had diligent follow-up. Got me multiple testimonials, hopped on multiple Zoom calls, quelled multiple issues.”
Domain fluency
“He really understood the construction industry as well — so that means, you know, any sort of contractor.”
Technical credibility
“I mentioned some sort of CRM that he knew, and that instantly creates rapport. With a CSM, that's very important.”
What I Do
Retention programmes, upsell engines, churn forecasting, and the reporting that makes revenue predictable instead of anecdotal.
Sales co-pilots, autonomous agents, and transcript-to-document pipelines built on Claude and OpenAI. Shipped to production, not demos.
Next.js, React, TypeScript, Supabase, PostgreSQL. Client portals, dashboards, and event-driven monitors that run unattended.
GoHighLevel at scale, A2P 10DLC registration, HIPAA-aware architecture, Google Business Profile and local SEO.
Case Studies
AI Product
Per Clip, Fully On-Device
A free, on-device alternative to OpusClip. Local Whisper transcription, a local LLM that scores and titles the best moments, and FFmpeg export with captions, shipped as a native Mac app.
AI Implementation
Systems In Production
For a residential construction and remodelling firm: recorded sales calls turned into scopes of work, estimates and rep scoring, plus a live client portal and an event-driven operations monitor.
CRM Automation
Trade Businesses
Automated workflows and centralized snapshot deployment across 184 sub-accounts.
Compliance Infrastructure
Clinics Migrated
Automated SMS registration and secure data pipeline routing for HIPAA-aware systems.
Retention & Expansion Ops
Ops CLIs Shipped
A contract CSM engagement rebuilt as a command-line system: preflight health checks, multi-account inbox triage, dashboard scraping and logging, and a single-SKU upsell engine.
Operations SOP
Profiles Processed
Authored the company-wide standard operating procedure for GBP verification, suspension appeals, and video verification. Adopted by leadership and used across all CSM teams.
Writing
April 2026 Performance Recap
A field note on hitting #1 in churn, revenue, upsells, and MRR while managing the largest client book in the company. The data layer that turned customer success into a revenue operating system.
Stop losing hours to manual ops. Build a scalable system that handles the heavy lifting for you.
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