Nathan Toups, executive coach in Costa Rica

Nathan Toups

Software engineering coach and former CTO and architect

Executive CoachCosta RicaOnline$100 to $200 an hour
Request an intro to NathanFree, no obligation
Hourly rate range$100 to $200 an hour
Focus areas
Works withEngineers
Also coachesCareer coach and Life coach
Based inCosta Rica
SessionsOnline
CredentialsMaster's in Computer Science, Georgia Tech
Practicerojoroboto

Nathan Toups is a software engineering coach who helps engineers and teams do their best work. He started in theatre, taught himself to code, and later earned a Master's in Computer Science. He has worked as a Staff Platform Engineer, Software Architect and CTO, and has consulted with over 100 companies. He co-hosts the Book Overflow podcast, where guests have included Kent Beck and Martin Fowler. He works from Costa Rica.

What Nathan helps with

Nathan works with engineers on growing in their craft and finding work they enjoy. He also looks at how people work together on a team.

  • Growing as a software engineer
  • Finding an environment where engineers do good work
  • Improving how engineers work together on a team
  • System design preparation
  • Coding interview preparation
  • Software reliability concepts

Who Nathan works with

Nathan coaches software engineers and the teams they work in. He has also mentored and led engineers in his own roles. His coaching covers software engineering and life coaching.

Background and qualifications

Nathan began his career with a theatre degree. He taught himself to code and went on to earn a Master's in Computer Science from Georgia Tech. He has worked as a Staff Platform Engineer, Software Architect and CTO, and has consulted with over 100 companies. He started the firm rojoroboto in 2010 and ran it until 2020, then returned to it for contract and consulting work. He was Software Architect at All In Bits from October 2024 to November 2025, where he led blockchain work across two chains. He also co-founded and co-hosts the Book Overflow podcast.

Nathan Toups pricing

Hourly rate range
$100 to $200 an hour
Get an exact quote from Nathan when you request an intro.

Programs and services

  • One-on-one software engineering coaching
  • Life coaching
  • Cheat sheet resources on system design, reliability and Big-O
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Nathan Toups reviews

Worked with Nathan? Rate them

Nathan Toups has a 5.0 out of 5 rating from 21 reviews on Leland, as of September 2026.

The CoachVouch take

He moved from a theatre degree to CTO and architect roles, and he co-hosts a weekly podcast with leading software authors as guests.

Best for software engineers who want to grow their craft and find work they enjoy.

Common questions

How much does Nathan Toups charge?

Coaching with Nathan runs $100 to $200 an hour. Request an intro for an exact quote.

What does Nathan Toups help with?

Nathan Toups helps with growing as a software engineer, finding an environment where engineers do good work, improving how engineers work together on a team and system design preparation.

Does Nathan Toups coach online?

Nathan is based in Costa Rica. Sessions are online.

Does Nathan Toups have reviews?

Nathan Toups has a 5.0 out of 5 rating from 21 reviews on Leland, as of September 2026.

Is Nathan Toups certified?

Nathan Toups lists: Master's in Computer Science, Georgia Tech.

How do I contact Nathan Toups?

Request an intro on this page. It's free, and we'll connect you with Nathan and, if you want, 2 or 3 similar coaches to compare.

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Last updated September 2026. Request a correction.

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