Become an AI-native founder

The meta-skills: build your stack, prompt well, and use AI to research, think, and decide.

6 steps, 42 questions, laid out in the order you'll hit them

Each step is a topic with the real questions founders ask; open whichever one you're stuck on for the answer and the resources on it.

1. 1
   Building Your AI Stack

   ChatGPT vs Claude vs Gemini vs Grok, how do founders actually choose? 3 → Which paid AI subscriptions are worth it for an early-stage founder? 4 → How do I evaluate the endless stream of new AI tools without drowning? 4 →
2. 2
   Prompting

   Why do some people get 10x better results from the same AI tools? 4 → What are the 5 prompting techniques worth learning (and the ones that are outdated)? 4 → How do I give AI the right context about my business (projects, custom instructions, memory)? 5 →
3. 3
   AI as a Thinking Partner

   How do founders use AI for strategy, decisions, and brutal feedback? 4 → Why use AI as a board-meeting sparring partner, coach, or devil's advocate? 3 → How do solo founders use AI to cover their skill gaps? 4 → What does an 'AI-native startup' look like, teams staying tiny while scaling big? 4 →
4. 4
   Search & Research

   Why use AI (ChatGPT, Perplexity, Claude, deep research modes) instead of Google? 18 → How do founders run 'deep research' to get report-quality answers? 19 → How do I fact-check AI answers and avoid hallucinations? 19 → Which AI research tool should I actually use: ChatGPT, Claude, Gemini, Perplexity, or Grok? 18 → How do I write research prompts that get consistently better answers? 18 → All 13 questions in Search & Research →
5. 5
   Data Analysis

   Why let AI analyze my data instead of learning Excel formulas or SQL? 18 → How do founders get insights from CSVs, analytics, and surveys using AI? 18 → What can AI-in-spreadsheets (Claude in Excel, Gemini in Sheets) actually do? 20 → Which AI tool should I use for data analysis: ChatGPT, Claude, Gemini, or a dedicated tool? 18 → Can AI write SQL for me and query my database in plain English? 18 → All 13 questions in Data Analysis →
6. 6
   Fundraising

   How do founders use AI to research investors and personalize outreach? 13 → Why draft your deck narrative, FAQ, and data-room answers with AI? 11 → How are VCs using AI to evaluate startups, and what does that mean for founders? 9 → Should you let AI generate your pitch deck, and which tools are worth it? 11 → How do founders use AI to rehearse their pitch and prep for tough investor Q&A? 12 → All 6 questions in Fundraising →