If you want more workflows and tactics to build a business with AI, check out this free workshop: https://www.ideabrowser.com/workshop
I sit down with Andrew Wilkinson and we go deep on how he's restructured his work, his health, and his family office around AI agents. Andrew walks me through Deep Personality (an app he vibe-coded after running psychological screens on himself and his girlfriend), the autonomous SaaS business he runs through agent harnesses like Harbor, and the vector-database setup that lets him query Tiny and his personal holding company like an oracle. We cover where software is headed, why he's pouring capital into TSMC and data center stocks, and the daily AI workflows he's built around health, email triage, and a personalized morning podcast. Listeners walk away with concrete prompting tactics, agent architectures, and a frank read on where the moats are moving.
Timestamps:
00:00 – Intro
01:50 – The OpenClaw Unlock
04:53 – Demo: Deep Personality App
10:38 – Harbor: An Agent Harness For Real Companies
12:30 – Autonomous Companies: Hype Vs. Reality
17:30 – Credibility As The Missing Layer For Vibe-Coded Products
20:14 – Centralizing Data Pipelines
21:35 – Vector Databases
23:22 – Transitioning Companies to Agentic Companies
25:22 – Where Andrew Would Build Today
27:10 – The New Interface
28:21 – Why build now
30:59 – Replacing Adapar: A Networth Wealth Platform
33:29 – Services As The New Software
35:46 – G-Brain Explained and Andrew’s OpenClaws
45:31 – Closing Thoughts
Key Points
Andrew runs a SaaS business called Deep Personality almost entirely through agents, generating roughly $20K of revenue while debugging eats half his time.
Harbor (github.com/geekforbrains/Harbor) gives agents a GUI-style harness — dev, marketing, and support agents that can autonomously merge PRs and adjust ad budgets across PostHog, Meta, and Reddit.
Andrew's family office swapped headcount for a $40K/month Claude bill; his CFO, who had zero coding background, vibe-coded a replacement for Adapar (priced at $50K–$100K/year) in about two weeks.
Vector databases trained on Tiny and Andrew's holding company let him query 132 minority investments, P&Ls, and headcount data conversationally.
For builders today, Andrew suggests aiming for a $1M–$2M product, then parking gains in TSMC and data center exposure given how fast software moats are eroding.
His best prompting tip: ask the model to interview you with multiple-choice questions before generating any output.
The #1 tool to find startup ideas/trends - https://www.ideabrowser.com
LCA helps Fortune 500s and fast-growing startups build their future - from Warner Music to Fortnite to Dropbox. We turn 'what if' into reality with AI, apps, and next-gen products https://latecheckout.agency/
The Vibe Marketer - Resources for people into vibe marketing/marketing with AI: https://www.thevibemarketer.com/
FIND ME ON SOCIAL
X/Twitter: https://twitter.com/gregisenberg
Instagram: https://instagram.com/gregisenberg/
LinkedIn: https://www.linkedin.com/in/gisenberg/
FIND ANDREW ON SOCIAL
X/Twitter: https://x.com/awilkinson
Deep Personality: https://deeppersonality.app
Tiny: https://www.tiny.com
The Startup Ideas Podcast 