Fractional CTO

Ryan O'Connor

Tech partner for owners who hate tech

Drag to orbit · hover a satellite
Book a free 15-min intro
Boston, MA English 17 yrs experience
Taking clients · 15 hrs/week On-site · Boston area + remote

Ryan can help you

  1. 01Automate invoices, reminders and follow-ups
  2. 02Build or fix your website
  3. 03Connect your tools so data flows
  4. 04Set up AI assistants for customer questions
  5. 05Secure your accounts and data

Real results

12 hrs/week saved
Online candle shop
The problem
Orders copied by hand into a spreadsheet.
What Ryan did
Connected Shopify, ShipStation and QuickBooks.
The result
Fulfillment time cut in half.
“Explains things without making me feel dumb.”
Steph P. · Founder, Peak Plumbing

About Ryan

Ryan spent 17 years at companies like Square and Agency before going independent to work with owner-operated businesses. Ryan keeps things practical: small steps, clear numbers, no jargon.

Best fit: Owner-led businesses with 4–48 employees that are growing but stretched thin.

Clinics & practicesProfessional servicesGoogle WorkspaceCybersecurityZapierShopifyWebflow

Experience

  1. Fractional consultant
    Independent · 2021–Present
  2. Product Specialist
    Square · 2016–2021
  3. Technical Lead
    Agency · 2012–2015
AWS Cloud Practitioner Shopify Partner
Ways to work: Monthly retainer · Fixed project

Talk to Ryan this week.

Tell us a little about your business. We'll set up a free 15-minute intro call — if it's not a fit, we'll suggest someone who is.

Your name
Email
Your business
Monthly budget
What do you need help with?

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