The Curious Engineer

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Eleganthack

eleganthack.com

Designing Business, and the Business of Design

Engineering management / careersEssays / personal

Posts
2,319 from 14 Apr 2000 to 9 Aug 2026
Posting
monthly (22 in the last year)
Kind
personal blog
Feed
https://eleganthack.com/feed/

Latest

August 2026

  1. Consulting Is a Bet; Everyone’s Gambling

July 2026

  1. Disappointed Optimists
  2. The Validation Gap

April 2026

  1. “Business as Usual” Is a Terrible Name for Vital Work

March 2026

  1. Scale Is a Tactic, Not a Virtue
  2. Speed Is a Tactic, Not a Virtue
  3. Everyone on Your Team Is Right (And That’s the Problem)
  4. My Information Diet (And What You Should Actually Read)

January 2026

  1. Vibe-Coding Is Not Need-Finding
  2. In Praise of Guessing
  3. I’ll Know It When I Build It
  4. AI’s Missing Ingredient
  5. The Formula That Changed How I Think About Design
  6. The Three Most Powerful Words in User Research
  7. Your Resolution Isn’t the Problem. Your Measurement Is.

December 2025

  1. Before You Cite That Study
  2. What Sam Altman Just Taught Us About OKRs

November 2025

  1. UX Is Your Moat (And You’re Ignoring It)
  2. The Dancing Bear Problem
  3. KPIs Are Your Dashboard. OKRs Are Your GPS to Somewhere New.
  4. The Premortem: Your Product’s Autopsy Before Launch

October 2025

  1. Context Engineering for Non Engineers

August 2025

  1. Why Your Brain Matters More Than Your Grade
  2. Why I’m Thrilled My Kid is Going to Sarah Lawrence (And You Should Want a Liberal Arts Degree Too)
  3. Building Product Sense: Why Your Gut Needs an Education

July 2025

  1. OKR Dash
  2. Free Worksheet for Missions
  3. Sketching With AI: Why Physical Thinking Still Matters in the Age of Generated Everything

June 2025

  1. Student-Created Rubrics: Preparing Designers for Real-World Quality Decisions
  2. The Counterintuitive Hiring Strategy for the AI Era: Getting Maximum ROI from Minimal Headcount
  3. How to Hire a Real UX/Product Designer
  4. Prototypes, Turf Wars, and Vibe Coding: Who Does What Now?
  5. The Recovery OKR: Goals for Healing After Burnout

May 2025

  1. Developing Product Sense: How to See the Forest and the Trees
  2. What I’ve Learned from 15 Years of Doing OKRs
  3. We Did This to Ourselves
  4. Metrics Are Easy—Impact Is Hard
  5. Default Mode Is a Decision—Just Not Yours

April 2025

  1. Why Use Personal OKRs
  2. How to Use GenAI with OKRs (Without Letting It Think for You)

March 2025

  1. AI Won’t Take Your Job—But Someone Who Uses It Better Than You Will
  2. When (and When Not) to Use AI in Digital Product Development
  3. Why Qualitative Data Belongs in Your Key Results

February 2025

  1. AI Can Synthesize Data for You—But Should It?

January 2025

  1. From Jobs to Careers to a Calling

December 2024

  1. Manage your Life Like You Manage a Product: Explore, Expand, Exploit, Exit—and Reflect

November 2024

  1. Continuous Reflection: Driving Success Across the Product Lifecycle
  2. Strategy is Not War; It’s Gardening
  3. Decoupling OKRs: It’s Time to Let Go
  4. Agile, Lean Startup, and OKRs: Cinderella’s Glass Slipper
  5. The Internal “How”: Building Strategic Capabilities In-House and Leveraging Process Power
  6. The “How” Question: Building Competitive Advantage with Seven Powers
  7. The “What” Question: Defining the Value You Give and Receive
  8. Book Review: No Rules Rules by Reed Hastings and Erin Meyer
  9. The “Where” Question: Mapping Out Your Path to Growth and Workplace Strategy
  10. The “Who” Question: Identifying Key Players Inside and Out
  11. The Power of “Why”: Defining Your Mission for Clarity and Purpose
  12. Tiny Strategy: Crafting a Clear, Flexible Plan with Six Questions
  13. Unlocking Competitive Advantage with “7 Powers”
  14. Thinking in Metrics
  15. Building a Strategy: Answering the Five Essential Questions
  16. The Tale of the Two Bakeries: A Business Fable

October 2024

  1. The Importance of Giving Feedback Early: Don’t Let Resentment Fester
  2. Getting Started with Outcome Thinking
  3. Switcheroo for Practicing Difficult Conversations
  4. What Does Good Look Like?
  5. Why We Struggle to Get Things Done: Common Pitfalls
  6. Building a Product Management Class

September 2024

  1. Five Effective Ways to Quiet a Room After a Workshop Exercise
  2. The Easiest Way to Start Working with OKRs

August 2024

  1. What You Want isn’t Always What You Want

May 2024

  1. The Product Journey and the Product Portfolio
  2. Fast Ways to Estimate Capacity
  3. Understanding Organizational Capacity: Why It Matters in OKR Practice
  4. Building an Instinct for Metrics
  5. Why We Struggle to Prioritize
  6. King of the Mountain, er, Middle
  7. Setting Personal OKRs
  8. Pre-Work for Setting OKRs
  9. Using Ikigai with Personal OKRs
  10. Harnessing Confidence Ratings for Effective OKRs
  11. Diagrams for Thinking Through a Digital Products’ Architecture
  12. Using Temporal Landmarks for Effective OKRs Adoption

April 2024

  1. Cialdini’s Influence: The Secret to Achieving OKRs
  2. The effect of goal setting on group performance: A meta-analysis

February 2024

  1. Navigating Prioritization: Four Approaches
  2. Beyond Indecision: The Psychological Forces Shaping Our Choices
  3. Crafting Personal OKRs for Real Change
  4. Closing Open Loops for Better Personal OKRs

January 2024

  1. Out for Q1

November 2023

  1. Tiny Strategy for Nimble Teams

August 2023

  1. Psychological Safety in the Classroom

September 2022

  1. Podcasts of Late
  2. Good OKRs, Bad OKRs

February 2022

  1. Are You Sure You Want to Use OKRs?

December 2021

  1. Psychological Safety in the Classroom

July 2020

  1. The Goal Fits the Team
  2. Cascading OKRs at Scale
  3. Design’s Unsexy Middle Bits

June 2020

  1. Five Habits of Design Thinking
  2. The Art of the OKR, Redux

September 2019

  1. Let the Wrong One Go
  2. Let the Right One In
  3. Five Habits of Design Thinking

October 2018

  1. Mind the Product Keynote on Teams
  2. From the half-bakery: Temporal Landmarks

September 2018

  1. Comparative Research Done Right

June 2018

  1. Using OKRs to Increase Organizational Learning
  2. Working the Weekly 1:1
  3. The Intuitive and the Unlearnable

May 2018

  1. What I’d Rather Talk About When You’re Talking About UX

April 2018

  1. Norms Exercise

March 2018

  1. Keynote for WIAD Boston

January 2018

  1. What testing do I do when, and why?
  2. Tweaking the Persona

November 2017

  1. Still Here
  2. The Context Canvas
  3. Book of the Week: Peak
  4. Three Writing Frameworks to Get You Through Nanowrimo

September 2017

  1. A Unified Theory for Designing Just About Anything

August 2017

  1. How I Stopped Worrying and Learned to Love Design Thinking
  2. Book of the Week: Thanks for the Feedback
  3. Draw Me a Picture!
  4. The Creative Founder
  5. Book of the Week: The Culture Map
  6. Foundations of Interaction Design
  7. Beyond OKRs: The Formula for High Performing Teams

June 2017

  1. 5 Surprising Things I’ve Learned About Teaching
  2. Summer Reading
  3. Bad Advice

May 2017

  1. Raising Money to Provide a Meaningful Internship for a Student
  2. Supercharge Your Team with Effective Feedback
  3. Designing High Performing Teams
  4. Design the Team You Need to Succeed
  5. A Visual Vocabulary for Concept Models
  6. MicroStories for Pitching

April 2017

  1. Podcasting

March 2017

  1. Pencil Me In
  2. 12 BIG IDEAS from Game Design You Should Know
  3. Top Twenty Most Popular Posts of 2016

February 2017

  1. Drawing Books
  2. Five Models for Making Sense of Complex Systems
  3. Feedback for Teams

January 2017

  1. Story Secrets for Understanding and Communicating
  2. Alphabets and Logographs
  3. One Big Idea
  4. Block Your Talk
  5. Presenting is Performance

December 2016

  1. Personal OKRs, Three Years Later
  2. Creative Founder Class is Available!

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