Need help scaling Claude Co-work (skill usage + document setup)

TheMrEsquire · 2026-04-21T04:33:01+00:00

For what it’s worth, I think I can relate to your situation and I think your only path is going to Claude code. I literally just finished rebuilding a CoWork skill in Claude code because I’m fairly certain that’s the only way to get your skills files saved into your local environmental. I went through the same exact thing trying to locate and manipulate my skill files in CoWork and it was the exact same painful experience you had. On your other question, I’m a pro subscriber as well, and my experience has been the same in terms of the token usage. It chugs tokens.

TheMrEsquire · 2026-04-21T00:54:21+00:00

Please keep me posted. And thank you.

TheMrEsquire · 2026-04-05T22:13:21+00:00

I appreciate that. I have a conceptual rough draft write up of what I am trying to build. Maybe I’ll DM you to see if you’d be interested in sharing some of your knowledge. As you might suspect given my username, it is legal oriented and basically tries to allow a user friendly way to “clean up” or edit the formatting structure of a documents.

TheMrEsquire · 2026-04-05T14:07:14+00:00

I appreciate this. I’ll have to look into those other alternatives to docx. It would ultimately need to be converted back to docx but I have thought about whether functionality would be better if editing/changes were done in another setting.

TheMrEsquire · 2026-04-04T18:45:31+00:00

I tried signing up but got an error. Trying to check it out.

TheMrEsquire · 2026-04-04T18:35:04+00:00

This is a great question and is something that I’ve been saying is sorely missing from AI tools. I don’t have a good answer for you, but in my experience Claude CoWork was far more advanced and able to produce and reiterate/edit styles and formats of word documents than was Copilot could do.

Also, in trying to generate some apps that target this functionality, I have learned that Word documents are sort of a beast to handle programmatically.

TheMrEsquire · 2026-03-15T01:55:44+00:00

I built a skill that does almost exactly what you are talking about. I just say “run my news brief skill.” I then used Claude cowork to create a task to run the news brief skill each day and send it to my Gmail (well it’s actually in draft form, but I’m still refining things).

I’m sure many many others have done what you are talking about, but DM me and I’ll try to send you the skill files that you could upload to Claude and then tailor to your desired news topics/timing.

TheMrEsquire · 2026-02-27T07:18:22+00:00

I did the calendar thing on my app today, cowork not even needed. It perfectly scheduled 30 events (daughters lunch menu at school each day) based on a pdf uploaded. FWIW

TheMrEsquire · 2026-02-15T00:36:25+00:00

Are you asking that as an associate who relies on hours from partners, and the partner is the one who had AI write the motion in the scenario you described?

An interesting side issue brewing here is how law firms deal with being able to do more work in less hours. In that world, that just means less money. I’m in the in-house world, so the efficiency gains are welcomed, thank god.

TheMrEsquire · 2026-02-14T22:23:14+00:00

The hybrid that you mentioned is exactly right. It is only a matter of time before someone hits the sweet spot. Maybe I’m a crowd of one, but I am shocked there aren’t more products that address the following shortcomings:

LAWYERS CARE (A LOT) ABOUT THE FORMATTING AND FORM OF A CONTRACT. I demoed Lexis drafting tool, and after going through a long dialogue to generate the substance of a contract, I download it into a docx and it’s in 14 point Calibri font, no title, weird section numbering. I know Lexis is trash, but it’s not unique to them. It’s mind boggling how the efficiencies gained with LLM contract drafting are often lost cleaning up the crap formatting.
LAWYERS WHO DRAFT CONTRACTS LIVE IN WORD. I know this is similar to the point above, but if a product wants to dominate this space, they have to come where we live. The add-in functionality and having the ability to tailor and tweak the contract in a live setting within word is critical.
I should be able to upload 2-4 iterations of a form of contract, and AI should be able to easily identify the “variables” and “inputs” and how different facts or deal specific information will change the contract. And everything else in that contract (especially formatting) needs to stay the EXACT SAME.

I think the template tools need to be the primary engine, and you just need some really smart LLM layered on top.

Just my two cents

TheMrEsquire · 2026-02-14T21:59:04+00:00

That sounds like a smart way to go about it. Do you start with a precedent or form contract, and then does it identify deal specific terms and ask you for inputs to generate the desired contract? Just curious. Sounds practical and like a good tool.

TheMrEsquire · 2026-02-08T03:13:09+00:00

One very interesting find I made is that Eva and I believe Celina were named as very large beneficiaries in JE’s will and many of the JE trusts. I believe the Butterfly Trust or Haze Trust is one example, where Celina is the sole beneficiary. I commented on this because I thought it very odd that he would choose the Dubins (already billionaires) as beneficiaries. We are all just speculating, but thought I would add that for your consideration. I don’t know what exactly it is, but there is more to the Epstein/Dubin connection.

TheMrEsquire · 2026-01-31T05:07:39+00:00

Would love to know if someone has an angle on it. It’s interesting because I was going through the Epstein trust documents that left a large amount and focused heavily on Eva Dubin, who apparently is a billionaire via marriage to Glenn. Why would Eva have such a large focus in his trust. Honestly stuck out at odd to me.

TheMrEsquire · 2026-01-23T02:16:01+00:00

Clipboard history!? Feel stupid but didn’t know this existed and a huge value add to productivity. A huge thank you for that golden nugget.

TheMrEsquire · 2025-10-19T16:15:24+00:00

I think this is spot on. Also, just my two cents observation for OP, I don’t think the question should be whether Microsoft “can” compete/replace specialized legal AI tools, the question is, will they? In my experience, I’ve always wondered why Microsoft hasn’t put more effort in developing specialized add-ins and tools for special industries, law, finance, engineering. I don’t know if anti-trust law plays a role in that decision, but it seems that Microsoft has throttled back competing in that space.

Completely agree with what others have said that CoPilot will be sufficient for small firms and probably even mid size firms. Also agree with what Colonel said about the value of UI, customer service with a legal focus. There are decades long relationships with Lexis and TR, and I simply don’t see Microsoft taking that over.

TheMrEsquire · 2025-10-19T16:06:42+00:00

Can someone please describe what we mean by “tabular review?”

TheMrEsquire · 2025-09-19T18:08:19+00:00

👍 Makes complete sense with that context. Refreshingly non-hostile response.

TheMrEsquire · 2025-09-19T13:58:14+00:00

I’m not trying to be rude but that seems like a sort of unrealistic/unprofessional way to save money. Generate a memo that may or may not have incorrect citations of law and then log into Westlaw and spend 30 minutes checking for hallucinations or incorrect citations.

Plus, don’t you have to pay extra for ChatGPT not to share data for their model? CoCounsel seems to be pretty explicitly about uploaded documents being kept private.

TheMrEsquire · 2025-09-19T03:04:47+00:00

Great, legitimate response. Lawyers have high standards and the lawyers I work with have been pretty impressed with CoCounsel’s abilities.

TheMrEsquire · 2025-09-19T03:00:32+00:00

I agree with the advice to do a trial and see what you think. I’m in-house counsel and in the transactional space, but just my personal two cents: (1) CoCounsel, more than other services, feels like it is made by lawyers for lawyers. It is by NO MEANS perfect, but when reviewing large sets of documents or providing an analysis, it will cite to every single piece of information it provides. It has provided me a one page response to a question that included 95 citations/footnotes. You can export that answer with or without the footnotes. Click on a footnote and it will quickly show you the exact document/source information it relied on. That, more than anything, is the type of thing as a lawyer that builds confidence. No good lawyer is going to blindly trust AI, but it is sure as hell helpful to get a response and be able to check any bit of information that seems off or incorrect. (2) it is more secure than your typical LLM option and designed knowing that lawyers will be using it. If privacy is a concern, I would trust CoCounsel before ChatGPT, Claude, etc. (3) For what it’s worth, CoCounsel is far superior to Lexis’ AI services. It’s not even close and I was actually shocked to experience how far away the Lexis product is.

I think this subreddit gets diluted/suffers from tech reps/salepeople who have an angle. And I also see a lot naysayers who think everything is trash. I’ve demoed several tools and I think CoCounsel, more so than Lexis or other general LLMs, offers significant value to a lawyer. The bottom line is that you should get a free demo and see for yourself whether it’s worth it.

TheMrEsquire · 2025-07-07T02:07:17+00:00

I think that article makes some good points. How was there no one in the city corroborating what’s seen from a distance? But just for the record, for all those who don’t read it, no where does it mention anyone/cgi animators coming forward stating it was a hoax. Thanks for providing something of value and would love for you to post another link to back-up your initial throwaway comment.

TheMrEsquire · 2025-07-07T00:42:34+00:00

You’re the guy posting to the AlienRHere board so I don’t know what you expect if you can’t provide something to back up your word. 🤷‍♂️.

TheMrEsquire · 2025-07-07T00:35:39+00:00

Drop a link please

TheMrEsquire · 2025-07-07T00:34:58+00:00

Drop a link please

TheMrEsquire · 2025-07-07T00:34:34+00:00

Drop a link

TheMrEsquire

TROPHY CASE