Spellbook on r/legaltech
Spellbook's AMA on r/legaltech. Every question and answer below is verbatim from the live Reddit thread. Chapters are ordered by community upvotes on Spellbook's reply.
01 What do you wish more people understood about your product but don't ↑3
Asked by u/nkim8972 · H2H AMA Showdown · 29 Apr 2026 · ·
What do you wish more people understood about your product but don't?
02 Is there any discussion about a post-Microsoft Word world in your company ↑4
Asked by u/Wise_Taste3195 · H2H AMA Showdown · 29 Apr 2026 · ·
Is there any discussion about a post-Microsoft Word world in your company? Is that a possibility at all in your opinion?
03 Which foundation models do your platforms use ↑1
Asked by u/_opensourcebryan · H2H AMA Showdown · 29 Apr 2026 · ·
Which foundation models do your platforms use? How do you ensure you are using the highest performing models?
04 If your AI misses something or returns a wrong answer how do you know about it and how quickly ↑3
Asked by u/AmazingWallaby1934 · H2H AMA Showdown · 29 Apr 2026 · ·
If your AI misses something or returns a wrong answer how do you know about it and how quickly?
05 Don’t you feel intimidated by Claude and ChatGPT ↑1
Asked by u/ghostsarerudest · H2H AMA Showdown · 29 Apr 2026 · ·
Don’t you feel intimidated by Claude and ChatGPT? How is your solution better?
06 Contract review is clearly where legal AI has found product-market fit first ↑7
Asked by u/Entire-Ask-3803 · H2H AMA Showdown · 29 Apr 2026 · ·
Contract review is clearly where legal AI has found product-market fit first. Where does each of you see the natural next frontier for your platforms beyond contracts — and is there anything in broader legal workflows that you want to see more progress in?
07 You’ve all just mentioned internal evaluations, what metrics do you capture and how ↑6
Asked by u/context-missing · H2H AMA Showdown · 29 Apr 2026 · ·
You’ve all just mentioned internal evaluations, what metrics do you capture and how?
08 Since you’re all operating in a fairly converged space, I’d be curious how you’d each articulate the real-world differences between your tools- what would make a user pick one over another in practice ↑5
Asked by u/raquelcunha · H2H AMA Showdown · 29 Apr 2026 · ·
Since you’re all operating in a fairly converged space, I’d be curious how you’d each articulate the real-world differences between your tools- what would make a user pick one over another in practice?
09 Can you riff on the need for legal-specific tools as opposed to foundation models adding legal-related skills ↑3
Asked by u/WashAndZoesDad · H2H AMA Showdown · 29 Apr 2026 · ·
Can you riff on the need for legal-specific tools as opposed to foundation models adding legal-related skills? Should lawyers have both and find the advantages from each or can we realistically have One Tool to Rule Them All?
10 Many legal teams would be reeling from failed CLM implementation /partial adoption from the CLM hype of about 5 years ago ↑3
Asked by u/Low_Walrus4683 · H2H AMA Showdown · 29 Apr 2026 · ·
Many legal teams would be reeling from failed CLM implementation /partial adoption from the CLM hype of about 5 years ago. How do you build trust that your solution will be implemented into workflows and won't end up as another stalled tech project?
11 We’ve all seen the Claude for Legal webinar and the interest it received ↑3
Asked by u/Verylawyerproblems · H2H AMA Showdown · 29 Apr 2026 · ·
We’ve all seen the Claude for Legal webinar and the interest it received.
How would you answer the « Why Your Product VS Claude » question ? Particularly coming from in-house legal teams
12 I'm curious how you would respond when many people (probably including your investors) say that "one day the base model will be good enough that it'll render your Legal AI engine (e.g ↑3
Asked by u/tanin47 · H2H AMA Showdown · 29 Apr 2026 · ·
I'm curious how you would respond when many people (probably including your investors) say that "one day the base model will be good enough that it'll render your Legal AI engine (e.g. harness, workflow, and whatever) worthless"?
13 What’s the reason for failure you see most often when companies go live ↑2
Asked by u/JCL956 · H2H AMA Showdown · 29 Apr 2026 · ·
What’s the reason for failure you see most often when companies go live? e.g., playbook quality, change management, lack of context info/integrations, or something else?
14 With Claude and OpenAI changing token pricing every now and then, do you foresee the price for your products to remain stable into the future ↑7
Asked by u/Wise_Taste3195 · H2H AMA Showdown · 29 Apr 2026 · ·
With Claude and OpenAI changing token pricing every now and then, do you foresee the price for your products to remain stable into the future?
15 Which legal tech company is your fave (apart from your own) ↑4
Asked by u/context-missing · H2H AMA Showdown · 29 Apr 2026 · ·
Which legal tech company is your fave (apart from your own)?
16 In hierarchical workspaces, who are your biggest users ↑3
Asked by u/Libralily · H2H AMA Showdown · 29 Apr 2026 · ·
In hierarchical workspaces, who are your biggest users? Juniors who then deliver your product to seniors? Seniors who use the product instead of asking juniors to do it? Are partners using your profits?
17 How do you feel about foundational models going up the stack to use your service ↑3
Asked by u/CounterTrouserSnake · H2H AMA Showdown · 29 Apr 2026 · ·
How do you feel about foundational models going up the stack to use your service? Do you feel like there's a unique edge that they cant compete with directly or that a LegalQuants esque lawyer couldn't replicate with a foundational model? Thanks for doing this guys, love from a Trainee!
18 How would you define your ICP ↑3
Asked by u/yungboi919 · H2H AMA Showdown · 29 Apr 2026 · ·
How would you define your ICP? At what point (company size, revenue, complexity) are legal budgets dictated by finance, vs. a state where the legal team is able to be more autonomous about their spend/procurement decisions?
19 How to connect ↑3
Asked by u/fdjdyd · H2H AMA Showdown · 29 Apr 2026 · ·
How to connect? Where is the link?
20 https://www.artificiallawyer.com/2026/04/29/claude-for-word-is-weak-suggests-ivo/ saw this on AL today, what are your thoughts in terms of how you'd compare to generic AI like Claude ↑3
Asked by u/Wide_Grapefruit_7964 · H2H AMA Showdown · 29 Apr 2026 · ·
https://www.artificiallawyer.com/2026/04/29/claude-for-word-is-weak-suggests-ivo/ saw this on AL today, what are your thoughts in terms of how you'd compare to generic AI like Claude?
21 Has anyone looked at self-preferencing bias in legal AI ↑3
Asked by u/Living-Drive-9760 · H2H AMA Showdown · 29 Apr 2026 · ·
Has anyone looked at self-preferencing bias in legal AI?
There's solid research showing LLMs systematically favor their own outputs when used as evaluators. In hiring, LLM resume screeners prefer resumes generated by the same model 67-82% of the time, even with quality controlled (Xu et al. 2025). Nobody has tested this in a legal context yet.
The risk seems obvious: if the same model (or model family) is used for both drafting and review, the reviewer may rate AI-drafted language higher than equivalent human-drafted language. A lot of legal AI workflows touch both sides of that process today.
Is this on anyone's radar? Any plans to study or mitigate it?
22 For small in-house legal teams (\~20 lawyers/contract managers; 7,000 total employees), what does implementation look like in terms of time and internal effort ↑2
Asked by u/LegalOpsandAdmin · H2H AMA Showdown · 29 Apr 2026 · ·
For small in-house legal teams (\~20 lawyers/contract managers; 7,000 total employees), what does implementation look like in terms of time and internal effort? And what kind of ongoing maintenance is required after initial implementation?
23 With how fast the underlying AI models are evolving, how do each of you navigate the balance between relying on outside technologies versus building in-house ↑2
Asked by u/Entire-Ask-3803 · H2H AMA Showdown · 29 Apr 2026 · ·
With how fast the underlying AI models are evolving, how do each of you navigate the balance between relying on outside technologies versus building in-house? Where do you draw that line when your competitors have access to the same third-party tools?
24 Having used one of your products, hallucination is still a problem, even if it has been minimized ↑2
Asked by u/Wise_Taste3195 · H2H AMA Showdown · 29 Apr 2026 · ·
Having used one of your products, hallucination is still a problem, even if it has been minimized. What has your company done to reduce it that might give you an edge over other legal tools or generic tools, and do you think there will ever be a perfect solution?
25 As legal AI matures, do you believe the long term winner is the system of record that owns the full contract lifecycle, or the one that does it all that sits across tools and makes every workflow smarter ↑2
Asked by u/Big_Instruction2358 · H2H AMA Showdown · 29 Apr 2026 · ·
As legal AI matures, do you believe the long term winner is the system of record that owns the full contract lifecycle, or the one that does it all that sits across tools and makes every workflow smarter?
and where does your company deliberately choose not to compete in that stack
26 For legal professionals managing documents across multiple entities or clients, how do your platforms handle that kind of multi-tenant complexity ↑2
Asked by u/Entire-Ask-3803 · H2H AMA Showdown · 29 Apr 2026 · ·
For legal professionals managing documents across multiple entities or clients, how do your platforms handle that kind of multi-tenant complexity?
27 What data access issues are you still having ↑2
Asked by u/WashAndZoesDad · H2H AMA Showdown · 29 Apr 2026 · ·
What data access issues are you still having? Things like local rules have a huge bearing on case activities but are really hard to get, for example. Same with ultra-niche regulations that sometimes aren’t even published, not to mention industry norms. To be a full solution for lawyers, what holy grail data is missing?
28 Don’t get me sued How do you handle client confidentiality across jurisdictions, especially US clients/Canada if I'm dual/barred What’s your worst-case breach scenario and how is it handled If I’m audited by a regulator, what documentation do I have from you ↑2
Asked by u/NecessaryDull1124 · H2H AMA Showdown · 29 Apr 2026 · ·
- Don’t get me sued
How do you handle client confidentiality across jurisdictions, especially US clients/Canada if I'm dual/barred
What’s your worst-case breach scenario and how is it handled
If I’m audited by a regulator, what documentation do I have from you
29 If I only keep one of you in my stack, who should it be and why ↑2
Asked by u/NecessaryDull1124 · H2H AMA Showdown · 29 Apr 2026 · ·
If I only keep one of you in my stack, who should it be and why
30 How are better than the "old school" CLM systems ↑2
Asked by u/OkCat5541 · H2H AMA Showdown · 29 Apr 2026 · ·
How are better than the "old school" CLM systems. I'm talking Legora, Ironclad, Icertis, Docusign, etc.
I feel like there's a million choices out here and most demos are full of shit.
31 What is one product feature that differentiates your product from others in the market ↑1
Asked by u/SortaConfusedHuman · H2H AMA Showdown · 29 Apr 2026 · ·
What is one product feature that differentiates your product from others in the market?
32 Does your system integrate directly with network drives, or do you require migration to Sharepoint or another cloud-based repository ↑1
Asked by u/LegalOpsandAdmin · H2H AMA Showdown · 29 Apr 2026 · ·
Does your system integrate directly with network drives, or do you require migration to Sharepoint or another cloud-based repository?
33 Where in my workflow do you actually reduce time in a way I can charge more or work less ↑1
Asked by u/NecessaryDull1124 · H2H AMA Showdown · 29 Apr 2026 · ·
- Where in my workflow do you actually reduce time in a way I can charge more or work less?
What’s the highest-value use case you’ve seen for fractional GC work specifically?
*If I had 5 $8–10k/month clients, where would your tool materially change my margins?
- What are people underpricing because they’re not using your tool properly?