Jason Sich (@jasich) header
Jason Sich (@jasich) profile picture

Running a fleet of agents instead of a team. Going fast without shipping slop ⚡ Building @overskillapp

Schoolcraft, MI
Joined June 2008
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AI unlocks everybody to do 90% of just about anything. Stopping at just 90% gives you a slop cannon. Closing the last 10% is what gives you that 100x AI productivity boost. The people you want on your team are the ones that can close the 10% gap for some specific domain.
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Jason Sich retweeted
Ooops, I think I automated myself out of an amazing 3.5-year ride at ClickFunnels. 😅 Today was my last day and, as with all endings, my first question is: what's next? Which AI-centered team needs someone who enjoys product work, community work, wears different hats (sometimes quite literally), can still read PRs and assess them with a sharp product focus, but lets AI write (and, frankly, often rewrite) the code? If that sounds like your team, or you know one, I’d love an intro :)
🤖 Made with AI
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Jason Sich retweeted
Asking my AI teacher how to spell seventeen
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Last week I launched an AI support agent for Overskill named Riley. 6 months ago “good” would have been the equivalent of level 1 support. Riley has the title VP of Customer Support. “She” will be the entire department.
This is one of the better litmus tests for whether you’re pushing your use of AI enough or not. Up until maybe six months ago probably the best you could do with AI was pull off something you already would produce, but just doing it a little faster. But now we’re entering a point where the output of working with AI can and should dramatically exceed what you would been able to do before, in a fraction of the time. The product prototype should not only be fully functional and interactive, but it should probably have meaningfully better features than it would have had before. The engineering architecture should be able to deliver performance gains that you wouldn’t have been able to go after otherwise. The research for a project should consume every single fact on the subject across every dimension of analysis possible. The business process you implement with AI should operate entirely differently and learn from all its past failures in a way no human could. We’re unquestionably entering a period where AI will be smarter than us on most axes. Perhaps not on every dimension that matters (intelligence is still very jagged), but at least on enough dimensions that when we combine it with what we’re good at, you get qualitatively different outcomes. So the simple test is: if you could have done what you’re doing before AI, you’re likely not pushing it enough.
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I'm way late to the game on this...
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Companies could adopt every AI tool under the sun and it wouldn’t make ANY difference in outcomes. The focus needs to be how to create and manage constant change. AI is just there to help.
It’s almost incomprehensible how wide the distance is between someone who’s working at the frontier with AI and basically everyone else right now. The crazy thing is these lines are not converging, but only growing farther apart. If the curve of AI progress had leveled off, it would certainly have given most people and companies time to catch up or implement their workflows in a standardized way. The technology would have neutralized competitive advantage because everyone would be using it the same way. But what’s happened is the opposite. The curve of AI progress is basically going vertical right now, which means if you had codified your processes 3-6 months ago you’re likely already behind again. Now imagine most companies that kicked into gear a year ago and thought that they were done. Even further behind now. I’ve never seen a technology in my life and career that improves at this rate, which consequently means you need to upgrade your expectations at a similar rate. Our brains weren’t wired for this, and our organizational change management processes certainly weren’t either. With any form of recursive self improvement, things just get wilder. It’s a time when you will need to be constantly reevaluating the things that didn’t work just a couple months ago to see if they now can be solved. AI native companies certainly have a strong advantage due to this right now, so now it comes down to can the bigger companies keep up. Wild times.
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Still feeling behind when it comes to using AI? Stop focusing on tools or process. Instead, find a challenge big enough that it makes you uncomfortable. Relentlessly attack it using only AI. Then find a bigger one. Repeat
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I’ve had a few people reach out randomly over the past few weeks asking about my process and set up. I don’t mind showing/discussing, but it’s really about learning to be proactive. The tools don’t make the carpenter.
I'm starting to sense a divide in the tech industry: - People thriving on autonomy who are reinventing how they work and what tools they use with AI: LOTS of work, but they're enjoying it and getting very efficient - People used to being mentored / trained / or simply told what to do and how. Frustrated with the lack of guidance from management on what to do with AI; also frustrated by seeing some of their peers thriving; increasingly bitter about AI and the state of the industry, as a whole Neither group seems to be aware that there's another group, or have empathy for the other group
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Yep, Claude has no chill when it comes to this type of stuff. Keep an eye on it and ask it to simply as much as possible when it’s done.
Never let Claude run wild on the privacy policy or legal pages on your website. Opus 5.5, and other Claude models in general, are so knee deep into moral policing it can genuinely land you in hot water. > it will get way too specific about how your work happens internally > it will add promises and guarantees you didn’t want enforced > it went as far as adding my name in the policy page > it listed out all the third party tools that we have integrated too, basically showing our entire stack It is built to write from the customer side by default, it said so when I pressed it. Just be careful.
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Sol 6.1 is so frustrating sometimes. Let's just sit around for hours doing nothing.
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Got hit yesterday morning. Felt like a simple bump until we saw a car midair skidding by us on the passenger side.
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We're so thankful that everyone is safe. Today's car tech is simply amazing. Another oncoming Tesla captured the crash, our Tesla took minimal damage, and no one left in an ambulance.
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Grok Bot quickly becoming the “everything” bot.
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I'll run agents in a single session for weeks before formalizing their job. The goal is to build agents that don't need me, but in the beginning that isn't possible. So we figure out the job together. Once things are running smoothly, I ask: 👇
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What makes you you: your access, your runbook, or your state? Running you in a tmux session isn’t a long-term solution, so I need to know how durable you are. Do a self-analysis and highlight the gaps: State: Is your state durable, or does it only live in your context and memory? If so, it can’t be transferred to another agent. Runbook: Are your SOPs and instructions documented somewhere another agent could pick them up? Work: Where does the state of your work live? The test: if I stopped you right now without a handoff doc, could something else take your place easily?
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Initially others are going to laugh when they see you being “unreasonable” with agents. It’s funny until you realize it should be everyone’s default approach.
Don't forget: you're no longer working with humans
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At this point I don't know the difference between a Connector, Plugin, App, or Extension and I'm too afraid to ask.
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I have over 100 agent sessions running locally. Today I gave them all an MCP to reach me over Telegram. Feels like publishing my phone number on the internet for anyone to call.
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And now a random Opus session can go talk to our lawyer on their own!
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We've never been able to react to security threats as fast as we can now. I was able to rotate a handful of exposed API keys in minutes thanks to ChatGPT this morning.
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