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Casey Accidental

caseyaccidental.com

My personal blog on all things related to scaling companies. Click to read Casey Accidental, by Casey Winters, a Substack publication with tens of thousands of subscribers.

Tech news / industryEngineering management / careersAI / ML

Posts
188 from 3 Feb 2010 to 29 Oct 2026
Posting
monthly (11 in the last year)
Kind
personal blog
Feed
https://www.caseyaccidental.com/feed

2026 10

  1. Building a Better SuperMe, and Raising a $20 Million Series A
  2. How PM Work Is Changing in the AI Era
  3. Why Management Advice Breaks for Founders
  4. The AI Signal to Noise Curve
  5. Podcast with Phil Carter on Agentic Growth and Bootstrapping a Network
  6. Every Product Starts in Oklahoma
  7. Zero to One Is a Subtraction Problem
  8. Magic Tricks, Moats, and the Three-Body Problem of AI Networks
  9. New Podcast on AI Growth and Product Strategy
  10. Talking My Founder Journey So Far and Scaling Expertise on the Supra Podcast

2025 11

  1. SuperMe 1.0 is Live. Introducing Perspective Search
  2. When Agents Attack: How AI Collapses and Rebuilds Marketplace Moats
  3. When Growth Plateaus: How Does Brand Marketing Fit In?
  4. When Growth Plateaus: How and When to Layer on New Acquisition Channels
  5. Building an AI-Native Company: Onboard Everyone Like an Engineer
  6. Now You're Thinking With Portals
  7. Don’t Miss Out on My Product and Growth Programs + Free Event
  8. Give Me Feedback on Casey AI (And Nominate Other AI Profiles You'd Like to See)
  9. Have You Ever Wanted to Jam With Me on a Problem? Preview My New Product to See How.
  10. Navigating Career Decisions in the AI Age
  11. Effective M&A Strategies for Marketplace Growth

2024 16

  1. Marketplaces Are Getting Harder. Adapt or Die.
  2. The Importance of Compounding in Marketplaces
  3. Segment and Channel Expansion in Growth Teams
  4. Marketing Attribution for Scaling Startups
  5. Cartoon-Sized Hammers and Shot-Glass Sized Brains
  6. The Strategy vs. Product Mindset
  7. I Want My Corners
  8. The Post-IPO Trough of Sorrow
  9. Your Seat on the Ship is Pretty Important Actually
  10. First Round In Depth Podcast on Marketplaces
  11. Everything Marketplaces Podcast
  12. The Monetization Playbook We Used at Eventbrite
  13. Wood Grain Steering Wheels
  14. Is My Second Product Failing?
  15. The Best Way to Drive Demand in Marketplaces is Hiding in Plain Sight
  16. A Framework for Developing Cultural Values

2023 6

  1. When and How to Build Second Products
  2. On Platform Shifts and AI
  3. Finding the Next Wave of Growth: S-Curves and Product Sequencing
  4. Why Consumer Subscription Is So Hard, and What to Do About It
  5. New Podcast with Lenny Rachitsky
  6. Founder Intuition vs. Team Expertise vs. Customer Expertise

2022 5

  1. Finding Product/Market Fit with Network Effects
  2. Five Ways to Address Complexity In Your Product
  3. Podcast with Lenny Rachitsky
  4. How to Justify "Non-Sexy" Product Investments
  5. Applications for Reforge’s Spring 2022 Cohort are Now Open

2021 14

  1. What Type of Job is This: My First Year as Chief Product Officer
  2. 20Growth Podcast Interview with Harry Stebbings
  3. Reforge Fall 21 Applications Now Open: Apply Today
  4. Product Positioning and the Product Marketing Partnership
  5. Fire Every Bullet
  6. Transparent Optimism
  7. The Rise of Department Operations Roles, and How to Tackle Inefficiency
  8. Reducing Product Risk and Removing the MVP Mindset
  9. Why Product Leaders Fail
  10. Career Paths, Personal Missions, and Concentric Circles of Impact
  11. The Types of Product Team Organizational Structures
  12. Should You Pay Attention To Competitors? It Depends On Your Company's Conflict.
  13. Casey's Guide to Finding Product/Market Fit
  14. Announcing the next cohort of Product Strategy, Advanced Growth Strategy, and more...

2020 10

  1. Sequencing Business Models: So You Want To Be A Platform?
  2. Sequencing Business Models: The Types of Marketplaces
  3. Announcing Reforge Fall Programs, including the new Product Strategy Program
  4. Martech Part II: Why Marketing Analytics is a Bad Business
  5. The Kindle and the Fire
  6. What Type of Company Are You and the Growth 2x2
  7. Taking On Too Much
  8. What Is Good Retention: An Exhaustive Benchmark Study with Lenny Rachitsky
  9. How I Grew This Podcast, and How I Unintentionally Started Working on Growth
  10. Buffing, Nerfing, and OP: What Video Games Can Teach Us About Talent Management

2019 7

  1. Thinking Outside the Job Title Box: How to Thrive in Undefined Roles
  2. Sequencing Business Models: Can That SAAS Business Turn Into a Marketplace?
  3. On The Spectrum: Thoughts on Zuckerberg, Tradeoffs, and Cultural Values
  4. Create Milestones for Your New Job
  5. Centralization Vs. Decentralization in Marketplaces and Scaling Companies
  6. An Alternative Approach to Re-Orgs At Your Company
  7. The Problems With Martech, and Why Martech is Actually for Engineers

2018 17

  1. Q&A with Elena Verna at Amplitude Amplify Conference
  2. Onboarding Presentation at Segment Synapse Conference
  3. Announcing the next Retention Deep Dive, Growth Series, and something new
  4. The Life and Death of Product Marketing
  5. The Analyst Career Path
  6. The Autonomy Spectrum: How Much Autonomy Should You Give Your Teams?
  7. Google's New Strategy and How It Affects Aggregators
  8. Feature/Product Fit
  9. The Email Marketing and Notifications Evolution Inside Companies
  10. The Four Types of Traffic to Your Home Page
  11. Addressing Common Misconceptions about Food Delivery Marketplaces
  12. The Three Personas: How Marketing, Product, and Analytics Attempt to Define The Customer
  13. Product Visionary vs. Product Leader
  14. How to Set Up and Hire an Analytics Team
  15. Align Revenue to the Value You Create
  16. Getting Smart About Growth Podcast with Andrew Chen
  17. What Are Growth Teams For, and What Do They Work On?

2017 14

  1. Four Strategies to Win Big with Low Frequency Marketplaces
  2. Why Focus Is Critical to Growing Your Startup, Until It Isn't
  3. Podcast with Intercom
  4. B2B Growth Podcast with Naomi Ionita
  5. Why Onboarding is the Most Crucial Part of Your Growth Strategy
  6. Starting and Scaling Marketplaces Podcast
  7. The Right Way to Involve a Qualitative Research Team
  8. You Are Not Your Customer
  9. Solving for Snapchat's Declining User Growth: A New Podcast
  10. Greymatter Podcast
  11. The Death Spiral of Startup CMOs
  12. The Real Value of PR for Startups
  13. Starting and Scaling a Growth Team
  14. Three Mistakes Integrating Growth and Design Teams and How to Address Them

2016 11

  1. Weapons of Mass Distribution Presentation
  2. Don't Become a Victim of One Key Metric
  3. The Right Way To Set Goals for Growth
  4. When Experimenting, Know If You're Optimizing or Diverging
  5. The Present and Future of Growth
  6. If It Ain't Fixed, Don't Break It
  7. The Mobile Equation
  8. This Week in Startups Presentation
  9. Hiring Startup Executives
  10. Product-Market Fit Requires Arbitrage
  11. My Top Ten Posts of 2015

2015 24

  1. Don't Let Salary Negotiations Leak
  2. What's Your Mobile Loop?
  3. Giving and Receiving Email Feedback at a Startup
  4. Building Up Respect For a Product Team
  5. Scaling Up, The Three Stages of a Startup and Common Scaling Mistakes
  6. Launch Scale Presentation
  7. GrowthEverywhere Interview
  8. Branding Gives Your Company the Benefit of the Doubt
  9. Entering Marketing at a Startup
  10. Optimizing Your Health
  11. First to Product-Market Scale
  12. Value Trade Offs in Online Food Delivery
  13. SEO Is Dead? Presentation
  14. How to Build a Marketing Team at a Consumer Technology Company
  15. Why Everyone Link Builds, or Why You Sometimes Do Things When You Don't Know If They Work
  16. How to Get a Job at a Technology Company After an MBA
  17. The Three Stages of Online Marketplaces
  18. The Perils and Benefits of AB Testing
  19. The Startup Marketing Funnel
  20. GrowthHacker.TV Interview
  21. Building Cross-Functional Teams
  22. More On Building Effective Relationships At Work
  23. The Three Levels of Trust with Successful Co-Worker Partnerships
  24. A Primer on Startup SEO

2014 8

  1. Loyalty Marketing Part II: Making a Program and Keeping It Successful
  2. Loyalty Marketing Part I: Strategies and Segments
  3. The Incredible Unbundling of Marketing
  4. Failover Fails
  5. Distribution Real Estate, or an Untalked About Element of Facebook's Acquisition and Unbundling Strategy
  6. With Growth, Don't Forget About the Long Term
  7. Movie Marketing Exercise: Nightfall
  8. Playing with Sunk Costs

2013 7

  1. Planning for Positive Externalities
  2. Skill Optionality for Career Growth
  3. Three Phases of Scaling Startup Marketing
  4. The Power of Physical Evidence
  5. Make Choices (And Stick By Them)
  6. No Replies Will Be Accepted to This Blog Post, or A Lesson on Customer Variability
  7. A Manager Should Act Like a Fullback

2012 6

  1. The Contradictory Nature of Mobile Unbundling and the Emergence of Niche Marketplaces
  2. Online News is Broken, or A Brief History of Online News and a Startup That's Re-inventing It
  3. Be A Silent Killer
  4. Why You Are Your Title at Your Current Job, and Why You Want to Be
  5. Before You Try to Win, Figure Out What the Prize Is First
  6. On Lagniappe

2011 9

  1. Design and Business Inspirations: A Reflection on the Remarkable
  2. Black Friday Case Study: Bonobos Inconsistent Discounting
  3. Counterselling
  4. Solving for the Clingy Girlfriend, or Don’t Say Goodbye to Your Users Post Order
  5. This Week in Marketing
  6. The foursquare Engagement Evolution
  7. My Building Internet Startups Class Final Presentation: Cartogram
  8. Track Yourself Before You Wreck Yourself, or How To Track Your Brand Online
  9. Data Mining for Media Buying (Media Buying Part II)

2010 13

  1. Buy American, I Mean Remnant (Media Buying Part I)
  2. With Generation Y, Who Gets the Credit?
  3. Taking Sales Lessons from Email Marketing
  4. Abbreviate Yourself
  5. Is This an Interview or a Test?
  6. Personal Branding's Not About You
  7. Don't Be Social Until You've Grown Up A Little
  8. Life on Record
  9. The Michelob Effect
  10. It's Sometimes What You Don't Remember That Makes It Personal
  11. Why You Should Be Watching Porn
  12. Don’t Coupon What You Can Get For Free, or the Economics of Value
  13. Don't Be Unique: A Lesson in Applying for Jobs and Schools