The Story of Thoughtful

After 10 years in the tech industry, I founded Thoughtful in 2019 while I was a software engineering consultant & Interim CTO working with tech startups in Toronto and New York City. After seeing the same types of engineering challenges across many different companies, I felt that I could offer so much more as a consultancy than an individual. Furthermore, I've found a passion for communication, education, and transforming complexity into simplicity. I wake up every day excited to come to work for my clients at Thoughtful.

- Chris Roth, Founder of Thoughtful
Number of satisfied clients
Active codebases maintained
Clients from

Our Advisory Team

Chris Roth


Too many years in the tech industry. Loves escaping into the mountains on weekends. Can't wait to get dog.

Joel Longtine

Technical Advisor - Cloud Architecture

Father of two. Veteran AWS architect. Writes Cloud Formation in his sleep. Contributor to the Cue language.

David Head

Technical Advisor - No-Code migration Strategy

Founder of, VP of Marketplace at Laskie. Author of No Code & Code Podcast. Best in the world at no-code migration strategy for Series-A startups.

Elizabeth Ferrao

Product Advisor - User Onboarding Optimization

Founder of Product Mindset, previously at General Assembly. Women Who Code. Top user onboarding expert and surfer.

Matt Casey


CTO and Co-founder at, previously CTO of Experienced software architect and team builder.

Daniel Kador


Director of Engineering at Handshake. Formerly CTO @ Keen IO, Senior Manager @ Lyft, Lead Engineer @ Salesforce.