Really interesting workflow, but I think the privacy section is far too relaxed. Giving a cloud‑based LLM full access to your filesystem means you’re effectively exporting your entire knowledge base — meeting notes, strategy docs, internal processes — to an external entity you don’t control.
Even if the provider promises not to train on your data and to delete it within 30 days, there’s no way to independently verify what happens inside their infrastructure, backups, logs, or telemetry systems. For individuals this might be fine, but for anyone handling proprietary know‑how or sensitive business information, the risk profile is significantly higher.
It also creates the perfect environment for rent‑seeking behavior, where large companies can absorb or replicate smaller firms’ ideas and then lock them behind licensing models. That dynamic is already common in the industry, and giving cloud providers direct access to your internal workflows only amplifies it.
The same system built on a local, self‑hosted model would offer all the benefits without exposing your intellectual property to the cloud. For serious work, that’s a much safer long‑term direction.
This is a genuinely excellent tutorial. What stands out most is how you've made something that could feel intimidating (command line tools, AI assistants, file system access) feel completely approachable and human.
The framing around the "nine to-do lists" problem is so relatable it almost hurts. You didn't just explain the technical steps; you gave readers a clear reason to care first. That's good teaching.
I also appreciate how honest you are about the tradeoffs (yes, data goes to the cloud, here's my comfort level) rather than overselling or glossing over concerns. It builds trust.
The structure of "two notes, three commands" is beautifully simple. You could have made this more complicated to seem impressive, but instead you distilled it down to the essential moving parts. That restraint is harder than it looks.
I'm a recent widower & its been hard and definitely getting better!
Your lead to setting it all up is a blessing!
Just getting all the legal documents, estate settled, division of assets to children, revising the trusts for the grandchildren, even setting up folders for my aged Dad of 93(who is averse to tech & doesn't use a mobile phone) & yet my Mommy is 88 & on FaceBook...LOL!
Thanks, this is great. I was wondering just yesterday how I could create skills and use them for my daily project and work management. I think this solves creating the foundation and will just add more skills to it.
Thanks so much, I'm new to this but I'll give it a try. It's not clear to me though: How can you also identify the priority of the activity to be carried out during the day? whether he can independently decide when to postpone any activities not completed during the day whether it can be synchronized with Google calendar and co! Google tasks (or whether it is possible to automatically import to do lists from here). Sorry for the questions, I'm very inexperienced
It’s intelligent. So if something has a due date of today, for example, it automatically knows it should be a priority.
In addition, it can tell the difference in work priority between a task like “talk to XYZ about ordering new product” vs. “ask so and so if they want to coffee this weekend”.
That said, I don’t let it make a lot of decisions on its own. It always presents to me what it thinks, and then I provide guidance.
I also got inspired by that same YouTube video! I implemented something similar for my work - I have /today /groom and /sync-calendar.
/today → starts my day, updates my priority list based on the time I have in between meetings (taking into account my day's meetings, working hours, and lunch break)
/groom → goes through my daily note and meeting notes to find unprioritized or unlabeled tasks and gives each a due date, priority, and size. It also recommends new tasks based on context.
/sync-calendar → syncs a local .it's file with data from my Google calendar so I can use the memchron plugin in obsidian to create meeting notes on the fly.
I've been considering doing something similar to what you have with /wrap-up and this post definitely confirms that I need to!
Bro you should be the one receiving a gift cause it was just your birthday. So I appreciate you for this gift! Since my ChatGPT knows how I work and has a lot of info I think I can make a version of this that works for me. Thank you man! God bless you.
I learned something new with this post on substack and now I am a proud owner of my own personal assistant at work. I didn’t use Claude, but the instructions were useful and straightforward to put into action with the tools I have access to. Thanks for sharing 🙏🏻
I love this but I don't love Claude even though so many people do 🙈 What you are creating here can be sooooooo easily managed with Notion + Notion AI. I am not trying to sell you Notion but I am curious if you have tried what makes this more powerful than it. Thanks in advance for your feedback here :)
I think the fact this is on my file system makes it 10X more powerful. It can create notes, edit notes, clean out folders, spin up HTML dashboards on the fly, edit video, etc.
You point it at a folder or file on your computer, tell it what to do, and it has a field day.
I also love just loading it up with tons of context. It helps so much for some projects
Thanks for the restack! Hope this is helpful :)
Really interesting workflow, but I think the privacy section is far too relaxed. Giving a cloud‑based LLM full access to your filesystem means you’re effectively exporting your entire knowledge base — meeting notes, strategy docs, internal processes — to an external entity you don’t control.
Even if the provider promises not to train on your data and to delete it within 30 days, there’s no way to independently verify what happens inside their infrastructure, backups, logs, or telemetry systems. For individuals this might be fine, but for anyone handling proprietary know‑how or sensitive business information, the risk profile is significantly higher.
It also creates the perfect environment for rent‑seeking behavior, where large companies can absorb or replicate smaller firms’ ideas and then lock them behind licensing models. That dynamic is already common in the industry, and giving cloud providers direct access to your internal workflows only amplifies it.
The same system built on a local, self‑hosted model would offer all the benefits without exposing your intellectual property to the cloud. For serious work, that’s a much safer long‑term direction.
I don’t disagree, however… Most of us aren’t in a place to use local models.
Many will face a tradeoff:
Wait until cost of local models comes down, or accept some short-term risk for the efficiency gains.
Thanks for this really important addition to the post.
This is a genuinely excellent tutorial. What stands out most is how you've made something that could feel intimidating (command line tools, AI assistants, file system access) feel completely approachable and human.
The framing around the "nine to-do lists" problem is so relatable it almost hurts. You didn't just explain the technical steps; you gave readers a clear reason to care first. That's good teaching.
I also appreciate how honest you are about the tradeoffs (yes, data goes to the cloud, here's my comfort level) rather than overselling or glossing over concerns. It builds trust.
The structure of "two notes, three commands" is beautifully simple. You could have made this more complicated to seem impressive, but instead you distilled it down to the essential moving parts. That restraint is harder than it looks.
Really well done.
I tried to come up with a framework that others could build on top of.
I’ve already added quite a bit on top of this now, and it has grown in complexity. But not much.
There’s really so much you can do by keeping things simple
Mr.Crist...all I say right now is "phew"...
This is awesome!
I'm a recent widower & its been hard and definitely getting better!
Your lead to setting it all up is a blessing!
Just getting all the legal documents, estate settled, division of assets to children, revising the trusts for the grandchildren, even setting up folders for my aged Dad of 93(who is averse to tech & doesn't use a mobile phone) & yet my Mommy is 88 & on FaceBook...LOL!
THANK YOU, THANK YOU! 🙏🏽
Hope it helps :)
Thanks, this is great. I was wondering just yesterday how I could create skills and use them for my daily project and work management. I think this solves creating the foundation and will just add more skills to it.
Glad to hear it!
Building personal AI assistants is the future. Love seeing practical tutorials like this.
I completely agree!
Claude Skills is so underrated, I bet not too many people use it. You have to because it’s such an accelerator to your workflows and productivity!
Totally agree with you on this. Skills are little power-houses
Thanks so much, I'm new to this but I'll give it a try. It's not clear to me though: How can you also identify the priority of the activity to be carried out during the day? whether he can independently decide when to postpone any activities not completed during the day whether it can be synchronized with Google calendar and co! Google tasks (or whether it is possible to automatically import to do lists from here). Sorry for the questions, I'm very inexperienced
It’s all good!
It’s intelligent. So if something has a due date of today, for example, it automatically knows it should be a priority.
In addition, it can tell the difference in work priority between a task like “talk to XYZ about ordering new product” vs. “ask so and so if they want to coffee this weekend”.
That said, I don’t let it make a lot of decisions on its own. It always presents to me what it thinks, and then I provide guidance.
I also got inspired by that same YouTube video! I implemented something similar for my work - I have /today /groom and /sync-calendar.
/today → starts my day, updates my priority list based on the time I have in between meetings (taking into account my day's meetings, working hours, and lunch break)
/groom → goes through my daily note and meeting notes to find unprioritized or unlabeled tasks and gives each a due date, priority, and size. It also recommends new tasks based on context.
/sync-calendar → syncs a local .it's file with data from my Google calendar so I can use the memchron plugin in obsidian to create meeting notes on the fly.
I've been considering doing something similar to what you have with /wrap-up and this post definitely confirms that I need to!
Hey, great work!
Sounds like we have very similar setups.
Let me know how it goes with the /wrap-up command
Bro you should be the one receiving a gift cause it was just your birthday. So I appreciate you for this gift! Since my ChatGPT knows how I work and has a lot of info I think I can make a version of this that works for me. Thank you man! God bless you.
Haha, thank you and I hope it helps!
I learned something new with this post on substack and now I am a proud owner of my own personal assistant at work. I didn’t use Claude, but the instructions were useful and straightforward to put into action with the tools I have access to. Thanks for sharing 🙏🏻
So cool!
Let me know how it goes :)
I love this but I don't love Claude even though so many people do 🙈 What you are creating here can be sooooooo easily managed with Notion + Notion AI. I am not trying to sell you Notion but I am curious if you have tried what makes this more powerful than it. Thanks in advance for your feedback here :)
I think the fact this is on my file system makes it 10X more powerful. It can create notes, edit notes, clean out folders, spin up HTML dashboards on the fly, edit video, etc.
You point it at a folder or file on your computer, tell it what to do, and it has a field day.
I also love just loading it up with tons of context. It helps so much for some projects
I'm literally going to test this one this afternoon. Thank you so much.
Let me know how you get on!
@michael can it work with Notion, Google Drive, email, and Slack as sources of knowledge?
Yes, it can… but it will always work faster if you can get the data on your local file system
I did something similar, but I used slack as the input and GitHub as the repo. And tied it to signaldesk for the task manger.
Very cool!
This is awesome…why did you pick Claude for AI
Claude Code CLI was showing up on my X feed as a popular choice for file management. Thought I’d give it a go!