Jeff Doolittle

Jeff Doolittle

Software Architect. Strategic Business Leader.
I help make good software professionals great.

Recent Writing

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Photo from March 2026
April 7, 2026

From Dormant to Redesigned: Two Hours with GitHub Copilot

How I used GitHub Copilot to completely redesign my personal site in about two hours — and what that reveals about AI-assisted development.

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Pacific Coast at Sunrise
December 3, 2025

Multi-Model AI with Philip Kiely

How do you build AI-native software that goes beyond a simple ChatGPT wrapper?

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Seattle, Washington - Port at Sunset
August 27, 2025

Programmers as Code Health Guardians with Artie Shevchenko

What is the role of human programmers in the age of AI, and why does code health matter more than ever?

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Seattle, Washington - Downtown Skyline
April 1, 2025

Balancing Coupling in Software Design with Vlad Khononov

How do you balance coupling in software design to manage complexity and build resilient systems?

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Eiger, Mönch and Jungfrau, Switzerland
February 4, 2025

MassTransit with Chris Patterson

What is a message bus and when do you need one?

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Mt. Jefferson (as viewed from Mt. Hood)
October 11, 2024

Software Quality with Steve Smith

How do you foster a culture of quality in a software team?

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Lake Diablo, Washington
July 31, 2024

Leaders and Software Engineers with Chuck Weindorf

How do you cultivate a positive, innovative software engineering culture?

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Mt. Hood, Oregon
May 15, 2024

The Role of the Software Architect with Ori Saporta

Highlighting what is often missed or overlooked

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Cabo Pulmo, Baja California Sur, Mexico
March 15, 2024

Los Cabos 2024

"It sounds so sweet with the sun sinking low" - James Taylor

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Cabo Pulmo, Baja California Sur, Mexico
March 12, 2024

Geospatial Technologies with John Frandsen

Learn about the challenges and opportunities of location-aware applications

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Mount Hood, North Face. Hood River, Oregon.
January 11, 2024

Software Engineering Values with Jonathan Crossland

An organization is a collaboration system

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Drawbridge Down + Missing It
September 14, 2023

Drawbridge Down + Missing It

Fulfilling a dream

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Portland, Oregon (view from Mt. Tabor)
August 9, 2023

Back ends for Front ends with Jens Neuse

Leverage the power of composition to reduce the integration burden of front-end teams

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Mount Hood, Oregon
July 27, 2023

Software as an Engineering Discipline with Chad Michel

The software industry awaits its transformation to a true engineering discipline

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Ghirardelli Square, San Francisco
June 8, 2023

Unleash the Power of Technical Empathy

Good abstractions put the hard work where it belongs: on the implementer, not the integrator.

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Willamette River, Oregon
April 26, 2023

Platform Engineering with Luca Galante

Platform engineering is the discipline of designing and building toolchains and workflows that enable self-service capabilities for software engineering orga...

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McMinnville, Oregon
April 26, 2023

Dataware with Dan DeMers

Dataware platforms leverage an operational data fabric to liberate data from apps and other silos and connect it together in real-time data networks.

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China Town, San Francisco, California
January 31, 2023

Ditching Hourly: From Web Dev to Software Architect

Learn a bit about my career journey and passion for good system design

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Portland, Oregon
November 22, 2022

Event Modeling with Adam Dymitruk

Learn how to leverage the event modeling approach to discovering requirements and designing software systems.

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Tryon Creek Park, Portland, Oregon
November 2, 2022

Software Engineering in Physics Research with Ryan Magee

Find out how scientists use software as a critical component of their research.

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Tallin, Estonia
September 20, 2022

GraphQL with Tanmai Gopal

Learn about what makes GraphQL unique and how it compares to other API design methodologies.

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Clackamette Park Bridge, Oregon City, Oregon
July 11, 2022

A Philosophy of Software Design with John Ousterhout

Managing complexity in software system design.

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Find what you're looking for
June 28, 2022

Searchability

Check out the new search functionality!

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Sunset in the Sky
June 13, 2022

Humans as Value Creators: The Unfiltered Build Podcast

Humans thrive as value creators.

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University of Portland
April 19, 2022

Cross Platform UI on Software Engineering Radio

Learn about the challenges and opportunities of cross platform applications.

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