TL;DR
Andrew Wilkinson gives a detailed walkthrough of how he uses AI agents (Claude/OpenClaw, Harbor, G-Brain) to run his personal life, family office, and a fully autonomous SaaS business called Deep Personality. This is a rare, concrete look at what AI-powered business operations actually look like in practice today, with honest acknowledgment of the limitations.
Key points
1
Wilkinson built and runs a SaaS app called Deep Personality almost entirely with AI agents handling support, dev, and marketing (including managing Meta and Reddit ad accounts autonomously via Harbor).
2
His CFO built a custom Addepar replacement (family office portfolio tracker with AI assistant) in two weeks using Claude Code, despite having zero coding background, saving $50-100K/year in software fees.
3
He uses a vector database (Pinecone) trained on all Tiny and family office data to query across 24+ businesses, flagging risks, tracking investments, and acting as a real-time intelligence layer.
4
His daily workflow includes: AI-triaged email with multiple-choice response options in Telegram, a personalized AI-generated daily podcast from his newsletter inbox, and a health agent that analyzes Apple Watch data and predicted his viral nerve flare-ups 3 days in advance.
5
His macro view: software is becoming a worse business due to zero moat and pricing pressure, and his honest investment advice is to buy TSMC and data center stocks rather than build most software businesses.
Actionable insights
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Use the prompt: 'I want you to interview me, ask me a shitload of questions to determine your prompt, and use question tool' — this makes Claude build perfect prompts for you instead of you struggling to write them.
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Always append 'use a team of 8 sub-agents' to complex Claude tasks — Wilkinson says the quality of answers improves dramatically with agent teams versus single-agent responses.
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Build a vector database (e.g. Pinecone) over your company or personal data and connect it to an LLM so you can query your entire business history, investments, or meeting transcripts in natural language.
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Harbor (github: geekforbrains/harbor) is a GUI harness for Claude agents with org-chart-style agent management — a practical alternative to raw OpenClaw for running persistent business agents.
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Use G-Brain to ingest all your emails and meeting transcripts into a personal knowledge base, then let OpenClaw agents query it to draft targeted outreach, schedule tasks, and surface follow-ups automatically.
Notable quotes
“I have a $40,000 a month Claude bill and it is doing everything. Like I'd love to show you some of the stuff that they built. It's just crazy.”
“Support to me is not a job very, very soon.”
“Anything that could be an API call is just cooked.”
Worth watching?
✅
Worth watching the full video?
Watch if you want to see live screen shares of real AI agent setups running actual businesses — the key tools, prompts, and architecture are all captured here, but the demos add visual context that is hard to fully convey in text.
Saved you some time? The creator still deserves a like.
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