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Giacomo Balli
Your Consigliere

For owners and founders facing decisions that are expensive to get wrong.
Independent counsel from someone paid only by you.

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Writing on technology decisions, AI and buying software: 634 posts since 2012.

66 posts in Startups

2026

267 posts
  1. OpenAI is commoditizing successful AI startups unusually fastOpenAI is commoditizing successful AI startups unusually fast: Meta Muse XAI Grok Bot → Dots.TypeSafe AI Jev → Decisions API.Agent frameworks → Codex...

    1 min readAI

  2. Who would have known so much information is publicly available?😱 Discuss on LinkedIn

    1 min readBusiness

  3. Companies may be about to fire exactly the wrong peopleCompanies may be about to fire exactly the wrong people. Not because AI can’t do a lot of their work.

    2 min readAI

  4. Don’t make the intelligence safe enough to trustDon’t make the intelligence safe enough to trust. Make the environment safe enough that intelligence doesn’t need to be trusted.

    1 min readBusiness

  5. The best model is becoming a surprisingly bad defaultThe best model is becoming a surprisingly bad default. I was about to tokenmaxx my Claude weekly quota, so I switched to Sonnet 4.5.I expected a noticeable...

    1 min readAI

  6. The Startup TrapA startup has ten employees and six months of runway. A large prospective customer appears and offers a contract worth $500,000, but wants a few chang

    10 min readAI

  7. 37signals let designers use agents to implement features37signals let designers use agents to implement features. Individual PRs looked reasonable, but collectively they degraded the architecture enough that...

    1 min readAI

  8. Excellence pays only where it's visibleExcellence pays only where it's visible. collected what 32 people who build at the frontier of AI think work looks like after automation.

    2 min readAI

  9. It took me less than an hour to reach 200,000 people's private dataIt took me less than an hour to reach 200,000 people's private data (including mine) in an app I don't own. No login of any kind.

    3 min readStartups

  10. Every customer issue should make the company slightly harder to surprise nextEvery customer issue should make the company slightly harder to surprise next time. A support call that ends with “fixed” is only half-finished.

    1 min readStartups

  11. Building software is no longer the hard part of starting a companyBuilding software is no longer the hard part of starting a company. That's exactly why more founders are going to build products nobody wants.

    1 min readAI

  12. Companies are struggling to innovate because nobody has priced the costCompanies are struggling to innovate because nobody has priced the cost of keeping legacy systems.

    2 min readStartups

  13. This might seem like a joke, but is it reallyDiscuss on LinkedIn

    1 min readBusiness

  14. Everyone talks about how AI makes startups easier to buildEveryone talks about how AI makes startups easier to build. That’s true, but it’s not the most important change.

    1 min readAI

  15. The people most obsessed with startup ideas rarely start a companyThe people most obsessed with finding startup ideas are often the least likely to start a company.

    2 min readAI

  16. Analytical SaaS is losing the right to charge for answersAnalytical SaaS companies are losing the right to charge for answers that can be generated directly from the underlying data.

    1 min readAI

  17. When AI Makes Features Cheap, What Becomes the Moat?A decade ago, a small mobile team could spend months building something competitors could not easily replicate. Today a capable developer with modern

    9 min readAI

  18. Wow, this piece brought back so many memoriesWow, this piece brought back so many memories... grazie Andrea Fortuna! Discuss on LinkedIn

    1 min readBusiness

  19. Another INNOVIT - Italian Innovation and Culture Hub startup mentorship eventAnother INNOVIT - Italian Innovation and Culture Hub startup mentorship event in the books. Always refreshing to work with non-tech founders.

    1 min readStartups

  20. I get the math, but the part I’d pressure test is the framingI get the math, but the part I’d pressure test is the framing: optimizing a kid’s life around “retiring” at 59½ can accidentally anchor decisions toward...

    1 min readStartups

  21. From a conversation with Gokul RajaramFrom a conversation with Gokul Rajaram. Discuss on LinkedIn

    1 min readBusiness

  22. Understanding VC Investment Stages: From Seed to DominanceTo all the VC people... does this sound correct? Seed: “Does this deserve to exist?” You are underwriting judgment under uncertainty and early signals that...

    1 min readAI

  23. AI in Customer Support, Ecommerce, and LeadershipFor years, my default advice was “go hybrid first”. When a founder had 50k, a deadline, and no mobile team, Cordova was a rational way to ship something...

    1 min readAI

  24. AI, Customer, and HiringI never watched a founder hand over their gut to a dashboard. Then the dashboard started running the company.

    1 min readAI

  25. The 10x productivity claim with AI Is still misThe 10x productivity claim with AI Is still misleading but in the way you're thinking. Saying AI makes your devs "10x engineers" hides the real variable...

    2 min readAI

2025

94 posts
  1. AI, Engineering, and StartupsWe talk about AI as if it’s a contest of smarter models. What’s actually unfolding is a clash of long-standing institutional playbooks...

    2 min readAI

  2. Fast cheap good. Pick two?Fast cheap good. Pick two? That line should have retired with flip phones. I help founders shape the strategy, the roadmap, and the calls that decide...

    1 min readAI

  3. AI in Engineering, Startups, and EducationThis is systemic influence, by design. OpenAI is quietly becoming the backbone of the hashtag#AI economy.

    1 min readAI

  4. AI in Strategy, Product, and StartupsMeanwhile in tennis world, something wild is happening. ATP world #1000 is closer to #3 than #3 is to #2. That is what winner-take-most looks like.

    1 min readAI

  5. If your advisor only knows your industryIf your advisor only knows your industry, you are paying for the same blind spots. The best second opinion often comes from outside the room.

    1 min readAI

  6. AI in Strategy, Leadership, and StartupsMost people think taste is innate. In reality, it's a skill you earn through tinkering. You don't develop good taste by consuming more content.

    1 min readAI

  7. AI, Operations, and StartupsEveryone in tech talks about AI agents for crypto trading, content generation, or writing code.

    2 min readAI

  8. Most founders don't run out of ideasMost founders don't run out of ideas. They run out of time, money, and patience… …because they built too much of the wrong thing.

    1 min readAI

  9. "Let's just get the requirements right the first time." That's how millions"Let's just get the requirements right the first time." That's how millions are wasted. Most people can't describe what they want in a way that translates...

    1 min readAI

  10. The truth? Nobody really knows.OpenAI's GPT‑5 just dropped and everyone wants to sound like they know what it means. Nobody really knows. Yes, GPT‑5 is faster, smarter, more flexible.

    1 min readAI

  11. Startups and Data with AITraining AI on public web data isn't theft, it's fair use... but we need laws that say so explicitly.

    1 min readAI

  12. AI in Strategy, Startups, and DataAI used to build startups from scratch. Now it is buying the ones you forgot existed. VCs like Khosla Ventures are rolling up call centers, accounting...

    1 min readAI

  13. I'm increasingly hearing about these frustrations from Startup Founders whoI'm increasingly hearing about these frustrations from Startup Founders who reach out to me. They've tried to hack an MVP with AI tools.

    1 min readAI

  14. The hashtag#EU just dropped a preview of its 2025–26 Startup & Scaleup StrategyThe hashtag#EU just dropped a preview of its 2025–26 Startup & Scaleup Strategy. Some parts are solid. Others felt already old.

    1 min readAI

2024

2 posts
  1. Why a Fractional CTO Might Be Exactly What Your Business NeedsThe Challenge: Managing Technology Without a CTO Many businesses face the same dilemma: technology is critical to their growth, but hiring a full-time Chief...

    5 min readLeadership

2023

23 posts
  1. 29 key startup principles from Paul GrahamPaul Graham shares these fundamental startup principles in his essays over the years at YC.

    2 min readStartups

2021

14 posts
  1. This is why I won't steal your ideaWe've already touched this topic but I still get people who spend way too much energy & time worrying about this.Since I'm a one stop shop for mobile apps...

    5 min readStartups

2013

77 posts
  1. Original pitch decks of big companiesMany times we forget that most current big companies were once startups, like many of the ones we see today.

    1 min readStartups

  2. 12 key questions your startup pitch needs to answerA pitch is the only bullet. In most cases you will not have a second chance and if you do it will never be like the first one.

    2 min readStartups

  3. Want to validate your startup idea for FREE?If launching a startup is like jumping off a cliff and building a plane on the way down, then lean startup principles are the kiddie parachutes you deploy...

    8 min readStartups

  4. Getting traction for startupsMany have issues understanding traction. This is particularly true because it depends on context and who you're asking (more details here).

    3 min readGrowth

  5. How to get paid at a startup company - A guide to salary, equity, sharesTL;DR: salary depends on funding (could still be high), high demand for developers, take into account different scenarios, keep things in writing, cash...

    1 min readStartups

  6. How VCs decide to invest in your startupTL;DR: Team, Product, Market, Traction. What characteristics of a startup make it attractive for venture capitalists to invest in it?

    1 min readStartups

  7. What to look for in an iOS developer (with checklist and answers)Initially one might think that a developer is purely someone who needs to put some code together therefore not much can go wrong...

    4 min readBuying Software

  8. Startups – How NOT to pitch a big brandDON'T: Insult me by insulting the company for which I work. Tell me what we're doing wrong, and how you can fix it.

    2 min readStartups

  9. 9 elements to convince your VC investor to give you moneyInvesting in startups is becoming more and more a pragmatic business procedure. Most venture capital funds have their own set of requirements to assess...

    1 min readStartups

  10. 10 Questions to Answer Before Pitching InvestorsPitching investors is one of the most important tasks you'll ever face in building your business.

    5 min readStartups

  11. 5 Tips on how to pitch to media... by the mediaKeep your pitch short and snappy. If you're pitching a journalist in person, make your presentation shorter than three minutes.

    2 min readStartups

2012

111 posts
  1. Tim Ferriss on recommended reading booksTim is a two-time, #1 New York Times Best-Selling Author with his books The 4-Hour Work Week and The 4-Hour Body, and he recently came out with the third...

    1 min readStartups

  2. Tell Everyone Your Startup IdeaThe first lesson I talked about was how being open with your ideas, and vocal about sharing progress can put you in a much greater position over time...

    1 min readStartups

  3. Common Angel Investment TermsThere are only a handful of common angel investment terms that you should be familiar with before you go out looking for capital.

    4 min readStartups

  4. A new (old?) model for understanding the stages of a startupA new (old?) model for understanding the stages of a startup – The Startup Toolkit Blog.

    1 min readStartups

  5. Why I Won't Sign Your NDAI recently came across a very interesting article regarding NDAs. I was never a fan, mainly due to the many writings on how pure original ideas don't exist...

    2 min readBuying Software

  6. 5 Ways to Set a New Company Up for SuccessStarting your own business forces you to face your limitations, test out every idea in the real world and accept that sometimes what looked great on paper...

    3 min readStartups

  7. 31 Major Causes of FailureBefore leaving for San Francisco back in August, my older sister Monica (yes, the celebrity wedding planner) gave me a book she really liked: "Think and...

    5 min readReading

  8. 5 Little-Known iPhone and iPad Apps for Startups1. Invoice2Go: This app helps you create invoices and estimates on your iPhone or iPad. You can create a master list of regular billable items, or use the...

    3 min readMobile

  9. Know what you do - and be able to share itShortly after moving to SF I registered for the Tennis Leagues at TennisSF.com (if you play you can find me in Division A).

    2 min readStartups

  10. Why EU startups are an incredible opportunity for US investorsStefano brings some great insights... as usual!

    1 min readStartups

  11. The Hype of Silicon ValleyVenture Beat just published an article regarding Silicon Valley, contributed by serial entrepreneur Bill Karpovich.

    2 min readStartups

  12. 8 Qualities of top modern CEO / Entrepreneur / FounderStartups are popping up everywhere, the average company size has been going down and certainly without lowering the quality standard.

    2 min readStartups

  13. How to Make a Successful Pitch of your StartupI recently relocated to San Francisco as have been amazed by the energy you feel all around.

    4 min readStartups