Leveling Up is a weekly interview series with entrepreneurs and marketers on the latest in business and marketing. Learn actionable strategies & tactics on how you can make your business grow and mistakes to avoid during your journey. Learn from individuals who have founded billion dollar companies to best-selling authors. Entrepreneur and host Eric Siu also shares insights and learnings along the way.
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Données mises à jour le 04/07/2026
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This Happened 3 Times In 125 Years. AI Just Did It Again
lundi 4 mai 2026 • Durée 07:12
Here’s why the “AI will cause mass unemployment” narrative is probably wrong.
Every major wave of technology has triggered the same fear, and every time it’s played out differently. AI doesn’t just replace jobs, it shifts them. It removes repetitive work, increases productivity, and creates entirely new roles that didn’t exist before.
In this video I walk through real historical data from radiology, agriculture, spreadsheets, and ATMs to show how job displacement actually works, why demand often increases, and how AI acts as a multiplier rather than a replacement.
Chapters
(00:00) The mass unemployment narrative(00:22) Radiology example (AI vs jobs)(01:08) AI as a demand multiplier(02:06) Drivers and task vs job thinking(02:28) Agriculture automation (tractor era)(03:46) Spreadsheets and job evolution(05:25) ATM prediction vs reality(05:42) Creative destruction explained(06:36) Why AI likely creates more opportunity
I Spent $7,500 on Claude Last Month (Here's The ROI)
jeudi 30 avril 2026 • Durée 08:45
Here’s why I spent $7,500 on AI tokens in a single month and why it was worth it.
Most people hear that number and think it’s insane. But that spend replaced work that would’ve cost way more in headcount, made our team significantly more effective, and even uncovered $500K in savings that I acted on within days.
This isn’t just “AI cost” it’s leverage across sales, coaching, product, and operations.
In this video I break down what that spend actually gets you, real examples of how it’s used inside the company, the ROI behind it, and how to think about cost vs speed when choosing models.
Chapters
(00:00) Why I spent $7,500 on tokens(00:38) What that spend actually buys(01:41) Using AI to coach your team(03:23) ROI breakdown and savings(04:19) Product and dev leverage(05:07) What the first 3 months look like(05:41) The “single brain” effect(06:07) Frontier vs cheaper models(07:53) Why you need to start now
Here’s why I’d take OpenClaw + Hermes over most marketers I’ve hired.
The problem was never just talent — it was consistency. People forget things, need managing, and plateau once they get comfortable. These agents don’t. Hermes acts as the brain that monitors, improves, and keeps everything running, while OpenClaw handles execution.
Together, they create a system that can run workflows like SEO, outbound, and content end-to-end with built-in accountability and continuous improvement.
In this video I break down how they work together, what they actually replace inside a company, the limitations you need to be aware of, and how to start building your own setup.
Chapters
(00:00) Why most marketers hit a ceiling(00:25) OpenClaw vs Hermes (execution vs brain)(01:50) Example workflows (SEO + outbound)(03:26) Brain vs builder mental model(04:17) Memory layer (Obsidian)(04:47) Limitations and tradeoffs(06:14) How to get started(07:53) Why this is the future
OpenClaw's New "Revenue Agents" Are INSANE
vendredi 24 avril 2026 • Durée 11:02
In this video I break down how we’re building this at Single Grain, how a fleet of agents sits on top of that brain to handle sales, SEO, content, recruiting, and ops, and why memory systems like Obsidian are critical to making it actually work.
I also walk through what the first 90 days look like (it’s messy), how this system compounds over time, and real examples of how it’s already driving cost savings, pipeline, and inbound from enterprise companies.
Chapters
(00:00) What the “world brain” is
(00:39) How a single brain connects all your data
(01:12) From insights to execution with AI
(01:52) The agent fleet running on top
(02:32) What the first 3 months look like
(03:23) Turning SOPs into AI “skills”
(04:08) Fat skills, thin harnesses explained
(04:40) Why memory systems matter (Obsidian)
(06:09) Infrastructure and local setup
(07:21) Agent fleet and sandboxing
(08:25) Real-world results and savings
(09:37) Why this becomes a massive advantage
I Just Built A Full Fleet of Revenue Agents Inside My Computer (Full Breakdown)
lundi 20 avril 2026 • Durée 10:32
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
I have 12 AI agents running inside my company right now. They handle sales, content, SEO, and recruiting without my team touching it. One of them even saved me $500K the first time I used it.
In this video, I break down the exact playbook my company is using to win with AI, including:
⬛ Singlebrain: revenue agents that run cold email end-to-end, from lead scrubbing to sequences
⬛ Flash: a content repurposing agent that drove 348K views and real pipeline from multi-billion dollar companies
⬛ Oracle: an SEO agent that collaborates with the team inside Slack on workflows
⬛ How to train agents with soul.md, memory.md, and lessons.md for persistence and self-correction
⬛ The 24/7 company: cron jobs firing at 2 a.m. for content ingestion, outbound, and deal resurrection
The gap between businesses that get this and the ones still experimenting is opening fast. If you're a founder, leader, or operator who still thinks of AI as a side project, this will change how you think about what's possible inside your company right now.
Chapter
(00:00) The AI Playbook Winners Use
(00:29) Agents That Replaced Real Roles
(01:07) Singlebrain Revenue Agents
(01:44) Flash: Content Repurposing Agent
(02:56) Oracle SEO Agent
(03:30) How To Train Your Agents
(04:25) Free Open Source AI Skills
(04:47) The Real Margin Play
(06:00) Building The 24/7 Company
(07:02) Intelligence vs Judgment
(08:10) Where AI Infrastructure Is Going
(09:30) Final Thoughts
How to Connect
IG: / ericosiu
X: / ericosiu
👉 Get 25k Words of AI-Powered SEO Content: https://clickflow.com/
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
👉 Single Grain - Ad Agency focused on innovation https://www.singlegrain.com
These AI Marketing Skills Repo Will Change Your Business (1.8K Stars)
vendredi 17 avril 2026 • Durée 10:42
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
These secret Claude skills are going to generate more revenue for you. This isn't AI theater. One of these skills saved me $500,000 the very first time I used it.
In this video, I break down the open-source Claude Code skills repo I'm giving you for free — 21 complete workflows, scoring algorithms, expert panels, and automation pipelines across:
⬛ Growth Engine – autonomous marketing experiments that run, measure, and optimize themselves
⬛ Finance Ops – an AI CFO that finds hidden costs in 30 minutes (this is the one that saved me $500k)
⬛ Outbound Engine – fully automated cold outbound from ICP definition to inbox
⬛ Sales Pipeline, Content Ops, and SEO Ops skills you can plug in today
These aren't prompts. They're production-grade systems you can fork into your own repo and run right now. If you're a founder, marketer, or operator who thinks "I don't know how to code" — neither do I. Just hit copy and go.
Chapters
00:00 Secret Claude Skills That Print Revenue
00:17 The Free AI GitHub Repo
00:41 21 Skills Across 6 Categories
01:40 Auto Growth Engine Explained
02:46 How To Fork And Use The Repo
04:25 Why You Should Open Source Your Skills
05:00 The AI CFO That Saved Me $500K
06:31 Gross Margin, Runway, And Risk Analysis
07:19 Cold Outbound Optimizer With Expert Panels
08:30 Working With Skills In Slack And Telegram
09:07 How Skill.md Files Actually Work
09:23 The Meme Factory Skill
10:07 Use These Skills Or Fall Behind
10:21 How To Work With AI The Right Way
How to Connect
IG: /ericosiu
X: /ericosiu
👉 Get 25k Words of AI-Powered SEO Content: https://clickflow.com/
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
👉 Single Grain - Ad Agency focused on innovation https://www.singlegrain.com
If You Don’t Understand Agents, You Don’t Understand AI
lundi 13 avril 2026 • Durée 07:15
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
Everyone's talking about AI, but almost nobody is talking about how to actually use agents. And that's exactly why most people are going to get left behind.
In this video, I break down how I'm actually using autonomous agents inside my business right now:
⬛ An agent that crawls conferences and upgrades our SEO scaffolding automatically
⬛ A product-qualified lead agent that surfaces upsell angles from in-app usage
⬛ A CFO agent that helped me cut $500,000 in costs
⬛ How to limit the "blast radius" so agents don't blow up your business
If you're a founder or leader and you don't understand how agents actually work, you don't understand where AI is going. This video will change that.
Chapters
00:00 Why Most People Will Get Left Behind
00:29 What An Autonomous Agent Actually Is
01:06 Upgrading Our SEO Agent In Real Time
01:48 The Product Qualified Lead Agent
02:29 Unbottlenecking Your Entire Company
02:48 Autonomy vs Risk Tradeoffs
03:10 We're Hiring At Single Grain
03:48 Do You Need To Know How To Code?
04:33 Limiting The Blast Radius
05:24 The CFO Agent That Saved $500K
05:41 This Is Your Business Right Now
06:18 Automate Your Job, Get Paid More
How to Connect
IG: / ericosiu
X: / ericosiu
👉 Get 25k Words of AI-Powered SEO Content: https://clickflow.com/
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
👉 Single Grain - Ad Agency focused on innovation https://www.singlegrain.com
Getting Customers with AI Just Got Unfair
jeudi 9 avril 2026 • Durée 11:40
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
Everyone's still working with AI the old way. In this video, I screen share the real work I'm doing and show you the new way of working that's going to change how you run your business forever.
I walk through how I'm using AI to build an entire B2B visitor ID to outbound system in under 10 minutes, something that would normally take developers weeks to ship.
Here's what I build live on screen:
⬛ A B2B visitor identification system across three websites
⬛ Automated cold email sequences wired into Instantly
⬛ RB2B + Instantly + HubSpot integration with reply sync
⬛ Suppression pipelines so we don't email existing customers
This isn't theory. I'm prompting, reviewing, troubleshooting, and shipping in real time, all through natural language. If you're a founder, operator, or marketer still stuck in the old workflow, this will change how you think about what's possible right now.
Chapters
00:00 The New Way of Working With AI
00:19 The B2B Visitor ID to Outbound Spec
01:26 Prompting Alfred to Build the System
02:17 Too Many Threads, Staying Focused
03:01 Answering Clarifying Questions
04:42 Why Context Matters When Planning
05:33 Letting the Agents Work in Parallel
06:13 Reviewing What Got Built
07:10 Clickflow for AEO and SEO
07:28 Spot Checking the Email Sequences
08:14 Hooking RB2B Into Instantly
09:08 Unblocking Myself in Real Time
09:38 Connecting Instantly to HubSpot
10:11 Logging It All in Slack and Google Docs
10:51 The Technology Is Already Here
11:02 Cutting AI Token Costs
How to Connect
IG: / ericosiu
X: / ericosiu
👉 Get 25k Words of AI-Powered SEO Content: https://clickflow.com/
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
👉 Single Grain - Ad Agency focused on innovation https://www.singlegrain.com
I Took The Risk.. And It Paid Out (Literally)
mardi 7 avril 2026 • Durée 11:29
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
I can't write a line of code. But I have 6 AI agents running inside my business right now — and they're saving me $500k+ in costs while touching live deals, live content, and live client work.
In this video, I break down how I built a system where I actually trust my agents:
⬛ Alfred – my AI chief of staff that knows everything about my business
⬛ Oracle – our SEO agent doing strategic scans and execution
⬛ Arrow – our sales agent handling outbound and pipeline
⬛ Cyborg – our recruiting agent
⬛ Flash – our content agent surfacing competitive insights automatically
This isn't theory. These agents are live, and I'll show you exactly how I set up the trust infrastructure to make sure they don't go rogue — and how to hand them off to your team so they scale with you.
Chapters
00:00 6 AI Agents Running My Business
00:50 Why Trust Infrastructure Is Everything
01:26 Alfred: The AI Chief of Staff Setup
02:06 Minimizing the Blast Radius
03:00 NemoClaw vs OpenClaw for Business
03:07 Meet the Full Agent Stack
04:09 Live Demo: Content Intelligence in Slack
06:02 The Elon Algorithm Experiment
06:21 Upgrading Oracle with Conference Intel
07:20 Cloning Agents for Your Team
07:50 How to Get Started Today
08:55 Where Agents Actually Break
09:52 How to Handle Agent Failures
10:21 Paperclip: Managing Agent Budgets
10:42 Security Risks & Trade-offs
11:10 Cutting Your Token Costs
How to Connect
IG: / ericosiu
X: / ericosiu
👉 Triple Your Pipeline with Revenue Agents: https://www.singlegrain.com
👉 AI-Powered SEO Software: https://clickflow.com/
👉 Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe
👉 Single Grain – Ad Agency focused on innovation: https://www.singlegrain.com
Your Competitors Are 100xing With This AI
jeudi 2 avril 2026 • Durée 06:43
Single Grain - Ad Agency focused on innovation: https://www.singlegrain.com
Growth Newsletter for top marketers: https://levelingup.beehiiv.com/subscribe