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Legal Automation Breaks Down on Sensitive Documents

Legal and accounting professionals are facing challenges in automating document workflows, particularly when dealing with sensitive data and regulatory compliance. The desire for speed and efficiency clashes with the need for auditability, deterministic processes, and human oversight to avoid errors and maintain accountability. Current 'AI agent' solutions often fall short due to inaccuracies and a lack of transparency.

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I mean you're asking all the wrong questions here - you're treating your very mechanical tax work like retrieval is the issue - its not - your missing a graph most of all, you're data has no structure to it, you're looking for relations using…

r/legaltech8h ago

I've been working on a system that takes messy invoice CSV exports and runs them through a controlled review pipeline. It's not anomaly detection. It's not "AI finds duplicates." It's a deterministic process with a correction loop and a sealed output layer. I want to describe exactly what it produces, because I'm not sure I'm explaining it right to potential users. Feedback welcome - especially if you work in AP, shared services, or audit. The core loop You uplo

r/devsecops9h ago

I've been working on a system that takes messy invoice CSV exports and runs them through a controlled review pipeline. It's not anomaly detection. It's not "AI finds duplicates." It's a deterministic process with a correction loop and a sealed output layer. I want to describe exactly what it produces, because I'm not sure I'm explaining it right to potential users. Feedback welcome - especially if you work in AP, shared services, or audit. The core loop You uplo

r/devsecops9h ago

I'm not sure if I'm articulating this properly because a number of searches for this are yielding no useful results. I'm looking for an application I can deploy to end users that has customized admin level fixes for specific situations that we come across once in a while. For example, sometimes the VPN client decides to stop working and you need to run a few commands as admin to get it working again. I'm envisioning something where they could just click "fix whatever" t

r/sysadmin11h ago

I've been working on a system that takes messy invoice CSV exports and runs them through a controlled review pipeline. It's not anomaly detection. It's not "AI finds duplicates." It's a deterministic process with a correction loop and a sealed output layer. I want to describe exactly what it produces, because I'm not sure I'm explaining it right to potential users. Feedback welcome - especially if you work in AP, shared services, or audit. The core loop You uplo

r/SaaS17h ago

I've been working on a system that takes messy invoice CSV exports and runs them through a controlled review pipeline. It's not anomaly detection. It's not "AI finds duplicates." It's a deterministic process with a correction loop and a sealed output layer. I want to describe exactly what it produces, because I'm not sure I'm explaining it right to potential users. Feedback welcome - especially if you work in AP, shared services, or audit. The core loop You uplo

r/Accounting17h ago

Guests who were only supposed to see a filtered view still got into the master DB. That's not a misclick. A linked view is not a permission. If they can open the source, they can edit it. Share a page, not the database. Can view on that page only, and do not invite them into the teamspace. If the view is still the same database, they can hop to it from the view. What actually holds is a second database they own nothing else in, or a published page they cannot click through. Double-checking e

r/Notion1d ago

Split out of 807, which names three fields with the same shape. This is the one with a recoverable creator already blocked behind it and a clear precedent to follow, so it is worth its own issue rather than waiting for the other two. The defect web/src/data/schema.ts : partialDate accepts YYYY , YYYY MM and YYYY MM DD . So the schema expresses vagueness at three precisions, and cannot express absence at all. Those are different claims. "We know the year but not the month" is a statement about th

GITHUB1d ago
Source preview · reddit.com

Did some searching and found this breakdown “ Value: It must solve a real problem for the target user. Usability: It should be simple and functional enough for people to use without…

reddit.com1d ago

Guys, my POF page is about 55 pages long. It's land sale deed affidavits, translations, bank 6 month statement letters, transfer receipts etc. I'm wondering how complex is too complex? There are 2 name affidavits that I kept on client history section as well. I have neatly wrote it in a loe, in chronological order for source of funds. Have anyone experienced something this complex? Thanks in advance submitted by /u/Commercial_Beach_866 [link] [comments]

r/ImmigrationCanada1d ago

Submission checklist [x] This is a bug, not a usage question. [x] I added a clear and descriptive title that summarizes this issue. [x] I used the GitHub search to find a similar question and didn't find it. [x] I am sure that this is a bug in LangChain rather than my code. [x] The bug is not resolved by updating to the latest stable version of LangChain (or the specific integration package). [x] This is not related to the langchain community package. [x] I posted a self contained, minimal, repr

GITHUB1d ago

In the EU soon all B2B invoices will have to be in an .xml format. So we can at least say goodbye to that. 😌

r/Accounting1d ago

The heirship issue example is the part I would build the whole governance model around. The dangerous failure is not a bad sentence in a draft, it is missing one fact that changes the legal answer. For an internal tool, I would separate evidence handling from drafting. The system should show the source documents used, the exact snippets or extracted facts it relied on, matter permissions, model/prompt version, date run, reviewer, and final sign-off. The generated memo or discovery draft is just

r/legaltech2d ago

But the problem with screenshots is they have a limited lifetime these days as M$ changes the UI seemingly at random.

r/sysadmin2d ago

I learned this after three “similar” automation clients left me with three auth stacks, four approval flows, and zero reusable product. The useful artifact was a plain log of every manual save, grouped by buyer and outcome, which exposed what actually repeated.

r/EntrepreneurRideAlong2d ago

What the legacy client offered The company chooser was a four column grid, one cell per company. Each cell showed the seal icon comp <cluster .gif , the company name, a "more info" link, either the owner role or the literal "Private" when the role was the player, and "%1 Facilities" ( Five/0/Visual/Voyager/NewLogon/chooseCompany.asp:186 198 ). The values came from five per index reads on the bound ClientView, issued once per company before rendering ( :165 170 ). The "more info" anchor opened ..

GITHUB2d ago

If the client has uploaded some of the data, I ask for what is missing. Clients tend to get pissy and arrogant if they have to upload something they already uploaded, even if it wasn't everything you needed. If they haven't sent anything, or I'm trying to resolve something so I can fix it to do the tax return, I'll ask for the full year.

r/Bookkeeping2d ago
Source preview · reddit.com

Your post is kind of confusing and I'm not really sure what you are asking or sharing. It sounds like you have a product/SaaS where parsing documents and extracting data is critical…

reddit.com2d ago

First of all that sounds quite frustrating. For data entry specifically, you could do something in Codex as people have pointed out. It would use QBD SDK, but would have to run on your computer, QB must be open, and has to be a Windows machine. It seems like you are trying to create and share this amongst others more so than for yourself - which is where this plan sort of falls apart, and likely one of the software programs would be easier. For off the shelf, Dext does work with QBD, it just goe

r/Bookkeeping2d ago

On the $20/mo pro tier isn’t it still using your client data here for training? Are we worried at all about privacy/ confidentiality?

r/legaltech2d ago
Source preview · community.n8n.io

5 Common Data Extraction Mistakes: Lessons From Real Client Projects

community.n8n.io2d ago

Ignition for signing, and Gdrive for file storage. Ignition is pricey but our close rate went up when we switched to it.

r/Bookkeeping2d ago

We already have a satisfactory answer for everything that you said. But none of that address my question. How can we leverage these next generation desktop tools (codex,cowork) without data exfiltration risks.

r/legaltech2d ago

What do you use for file storage and e-sign of docs?

r/Bookkeeping3d ago

That's the right shape of fix. The annoying part on Flow specifically is there's no real datastore to check against, just tags and metafields. So the "refuse to send if already marked complete" check has to live in a metafield write, and Flow doesn't guarantee that write and the next read land in order if two triggers fire close together. I'd probably route both triggers through a webhook catcher outside Shopify and do the dedup there instead of trusting Flow's own

r/EntrepreneurRideAlong3d ago

There should be a forced survey bringing them to identify usefulness, recommendations and quantify time saved by using the tool. I recommend sending a warning email that due to the lack of finished agreement service will be paused in x days until an agreement is reached. That’s it, then negotiations will begin

r/EntrepreneurRideAlong3d ago
Source preview · reddit.com

Thanks really appreciate the feedback

reddit.com3d ago
Source preview · reddit.com

Great really appreciate the feedback

reddit.com3d ago

Your manager has a point about duplicate uploads, but constantly bugging the client for missing months looks worse than just asking for the full history once

r/Bookkeeping3d ago

Keep a living doc with the rule, where it comes from (link to the regulation or API docs), when you last checked it, and what breaks if it changes. Then set a calendar reminder to re-check quarterly or whenever that rule's owner publishes updates. Most people skip this and just get surprised when Stripe changes their API or a state passes a new rule. The doc isn't fancy, it's just your early warning system so you're not scrambling when things shift.

r/SaaS3d ago

Your manager is wrong here. Getting the full dataset is not lazy, it’s being thorough. If you ask only for the gaps, you might miss something that looks fine on surface but has error buried in it. I do same thing, request the whole year report for whatever account is acting up. Saves time in back-and-forth with client and you can spot patterns you wouldn’t see otherwise. The double-upload concern is weak excuse, you can just check if document is already in system. Sounds like your previous emplo

r/Bookkeeping3d ago

I’ve run into variations of this, and I’d be hesitant to make the customer record/tag itself the source of truth for what happened. If the platform allows it, I’d treat each spin as an event and store enough information somewhere to reconstruct the sequence: customer ID, spin number, prize, timestamp, and whether the email was sent. Then the customer’s current tags can represent their current state without also having to preserve the history. That also makes the two automations less scary. Both

r/EntrepreneurRideAlong3d ago

The narrow internal scope is probably your biggest advantage, but I’d build the evaluation set before building much interface. Include disqualifying facts, conflicting documents, amendments, incomplete evidence, incorrect citations, and matters where refusing to conclude is the correct result. Grade individual claims and workflow handoffs, not whether the final memo looks polished. We use SIGNLD internally to connect the matter, DMS documents, task, AI conclusion, supporting passage, reviewer de

r/legaltech3d ago

Define the live-data deal around change, not just a value. Give each row a source time, when we saw it, and an event ID. Show fixes as revisions so a customer can tell "the score changed" from "we learned the old score was wrong." Before API paths, replay a week of games and count late, missed, and fixed updates. State the cases the API will not solve yet. A smaller feed people can check beats a broad one they second-guess.

r/microsaas3d ago

I work on the assessment side at a smart contract auditing company. This came out of an audit we did on a governance-approved deployment system on a permissioned chain. The system stores metadata for each approved deployment template: a bytecode hash, a storage layout hash, a link to the audit report, and the source repository commit. On paper, every deployed proxy maps back to reviewed and approved code. At deployment time, nothing checks those fields. The factory resolves the implementation li

r/ethereum3d ago

Yeah, the count has to be dead simple. If someone has to inspect the screen to learn whether the import worked, I already made it too clever.

r/microsaas4d ago

Ha, fair question, the phrasing did it: the tool is Hubdoc (the "while" was plain English, not part of the name). It is a document fetching and data extraction tool, owned by Xero: it pulls in bank statements, bills and receipts and turns them into coded transactions. And QBO just means QuickBooks Online. The point for you: Hubdoc only connects to QuickBooks Online and Xero, so on Desktop it cannot help you. AutoEntry is the equivalent that does work with QBD. With only 2 or 3 painful

r/Bookkeeping4d ago

Yep, you got it. It's our source of truth. We process around 7k documents per month. Without it, I'd probably shut down the firm lol it's how we do our data entry week to week.

r/Bookkeeping4d ago

Dext absolutely for automating the data entry side. You setup rules for vendors and assign GL or item cost codes and classes if that's applicable, and mark if you want auto-line item extraction. The only downside is if you have service based clients that don't remit sales tax, but still need to track sales/use tax as a separate line item, that part will have to be adjusted manually because Dext will adjust the gross line item amount to include the tax.

r/Bookkeeping4d ago

I have Xero connected to my bank accounts and from Xero I have it connected to Google Claude. I store all the journal entries and all the bank transactions and DeepSeek is connected to my GCP as well as Claude. DeepSeek takes all the journal entries, validates them, checks them, reconciles all the accounts, generates the first trial balance. The trial balance goes to Claude. Claude validates that it is correct then we generate the income statement. We make all the closing entries or DeepSeek gen

r/Bookkeeping4d ago

What/where: the ingestion service's KNOWN FIELDS set (ingestion/ingest.py:53 57) and column mapping are built against the central bank corpus manifest shape. Feeding a company filing manifest (produced by the separate bottom up filings pipeline, whose FilingRecord.to row() emits cik, form type, family, sec form, accession, title, company, company current, ticker, entity id, filing date, period of report, primary doc url, submission url, provenance, sha256, local path, primary path, text path, pd

GITHUB4d ago

you'll probably have better results with rules based template engine and centralized clause library.

r/legaltech4d ago

It is hassle but you gotta trust the process to make sure that the entire thing falls int pieces, best advice do a crawl prompt adn then do a checking/review prompt to check the entire data cleanly it is hassle but AI have pave the road.

r/microsaas4d ago

One distinction I’d make is between redacting visible PII and inspecting the file itself before it leaves the machine. With Office documents, there can also be comments, tracked changes, author metadata, hidden sheets/slides, notes, or external references that aren’t obvious from just reading the document. For sensitive legal workflows, a two-stage process makes sense to me: first inspect/sanitize the actual file locally, then handle AI-specific pseudonymization or redaction. That reduces how mu

r/legaltech4d ago
Source preview · reddit.com

100% I believe building in-house solutions is quickly beating subscribing.

reddit.com5d ago

We went through the same thing. I think we made a breakthrough when we stopped thinking about it as a template (population) problem. Mail merge and conditional fields break because the logic lives inside the document. Every new variable means editing the document, and the document is also the deliverable, so it degrades a little every time someone touches it. The way we approached it is the following. 1. The process gets written down before anything gets automated. You need to understand the pro

r/legaltech5d ago
Source preview · reddit.com

Is it on a cloud? Then no. Is it a subscription? Also no.

reddit.com6d ago

I found a script that will run it It does matter because the docs are financial statements that need to be in order otherwise I don’t know which business the statement is for

r/legaltech6d ago

Going to address LLM tech thoughts here, in a rambling fashion, most likely. There may be LLM applications here that are better than what I’ve tried to help with similar situations. But drafting and assembly isn’t a great job for a model to crunch — too much time, too many tokens burned, and too much inferences allowed. What I do find helpful is to have an LLM code up custom tools with traditional code and scripting that get the job done. So an agent that, instead of throwing a contract to a mod

r/legaltech6d ago

I wrote my first conditional text logic code directly in MS Word VBA around 1997 to stop paying for HotDocs. Tagging logic hasn’t changed much and is done in the doc itself or in a dialog. Document object model has changed a bit over the years. There are probably versions floating around random in-house departments still. (I remember the first time I got an inbound document from an unrelated third-party that included a clause I definitely developed. That was cool. From there I’ve evolved solutio

r/legaltech6d ago

We are handling heavy contract generation across corporate practice always and it’s broken. Drafting custom NDAs, compliance filings, and complex agreements destroys mailmerge setups. We manually cross-checking outdated clause logic and we hate that, in that time existing tools fail adapting to conditional variables and we dunno how to fix that. Our clients need smart intake forms paired with dynamic clause injection but all we do now it’s fixing bugs and trying to start our software work. Build

r/legaltech6d ago

The "all work stops" problem is the real issue, any single point of failure for document access is a risk regardless of the platform. We layer a local sync on top of cloud storage so there's always a cached version accessible when the primary system is slow or down. Not a perfect solution but it keeps things moving during outages. On alternatives: iManage is the usual recommendation at this level but the migration cost is significant. Some smaller firms have had good results with S

r/legaltech6d ago

Defense counsel sent their docs with Bates numbers out of sequence (dw, we complained). Is there a way to auto sort with Acrobat or another desktop program that preserves confidentiality? submitted by /u/LettuceSubject562 [link] [comments]

r/legaltech6d ago

the bit i'd push on is "personal information gets stripped". columns are easy to strip. the identity in a slack export isn't in a column, it's in the message text.. customer names, pasted emails, a key someone dropped in a thread.

r/startups6d ago

The one that hurts later is deletion. First erasure request we got took two days because the email was sitting in transactional mail logs and in a nightly backup, and nobody had ever written down where user data ends up. Costs nothing right now to stop writing the address into log lines, the rest can wait.

r/microsaas6d ago

Split out from the review on 174, which added the archive/events read that makes this cost real. Raised twice there by the Claude reviewer; declined for that PR on design grounds, but the cost is genuine and worth tracking rather than dismissing. Problem log reads archive/events on every invocation and cannot scope it. log event rows calls log archived event rows unconditionally, which lists and JSON parses every record under the prefix — recursively for the local backend — regardless of work it

GITHUB7d ago

Summary There is no supported way to exclude documentation from a scan. Any repository that documents vulnerable patterns is scored as though it contains them — which disproportionately affects security tooling, security blogs, and our own marketing site. Evidence ship safe ignore is not implemented. It appears in our own content as though it were a directive, but the string does not exist anywhere in the published package: Verified behaviourally — both files are flagged identically: Markdown is

GITHUB7d ago

I'm storing my data in us-west-2 and not discerning whether or not my customers are covered by GDPR. This looks like a minefield of legalese. How are y'all handling this situation? submitted by /u/ReturnOfNogginboink [link] [comments]

r/SaaS7d ago

do it right from the start on.. GDPR complaints can be very expensive

r/microsaas7d ago

The compliance bar is doing most of the work here, not the model quality. Sentencing remarks and client conference notes are privileged and often special-category or offence data under UK GDPR. Once audio or text leaves your machine into a consumer SaaS tier, you usually pick up a processor relationship, possible international transfers, and training or retention terms that are hard to square with BSB/DPA expectations. Three paths people actually use, ranked by how clean the data story is: 1) On

r/legaltech7d ago

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