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The Managing Partners Podcast

Alistair Vigier

Episode # 373
Interview on 04.17.2025
Hosted By: Kevin Daisey
Home > Podcast > The Future of Law: AI, Lawsuits, and Legal Innovation
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About Alistair Vigier

In this conversation, Kevin Daisey interviews Alistair Vigier, CEO of Caseway, discussing the evolving role of AI in the legal profession, Alistair’s unique journey from military service to law, and the innovative solutions Caseway offers to law firms. They explore the challenges of navigating legal regulations, the impact of lawsuits on business growth, and the marketing strategies that can help legal tech companies thrive. Alistair shares insights on the future of legal research and the importance of embracing controversy for visibility and engagement.

Takeaways:

  • AI will replace some traditional roles in law.
  • Alistair transitioned from military to law after injury.
  • Business development can be more fulfilling than practicing law.
  • Innovative legal tech faces regulatory challenges.
  • Lawsuits can be leveraged for marketing exposure.
  • Caseway offers a unique legal research tool.
  • AI must be credible and based on court decisions.
  • Public access to court decisions can drive traffic.
  • Engagement through controversy can enhance visibility.
  • Building a community around legal memes can attract followers.

Episode Transcript:

Kevin Daisey (00:32)
As always, I’d like to have some unique guests on this show to share some cool insight. Al, before we get into your background, will AI replace lawyers?

Alistair Vigier (00:49)
I think AI will definitely replace lawyers the way that lawyers are today. The nature of lawyers will evolve. And I think you’ll see lawyers as kind of like an AI whisperer, where they’re trained highly in how to use AI. AI is doing most of the work for them, but they’re the real experts that are kind of the managers overseeing the file and checking things before it goes out.

Kevin Daisey (01:08)
Interesting, interesting stuff. obviously AI is a big topic of discussion. I get a conferences on and hear, lawyers and there’s AI companies popping up all over the place. Of course. you have a lot of experience with that and you’re familiar with that, but, still a big topic, a lot of the breakouts, lot of the sessions that you see, talking about AI, the use of AI, pros and cons and fears and issues with AI. So.

it’s not going to be a topic that goes anywhere anytime soon, but excited to dive in, obviously, to learn more about, your business and your background and, lots of things we can talk about here today. So, but first, you know, introduce yourself, tell us your, you know, your, your origin story, if you will. And, we’ll get into some other cool things, as we go through the episode here and chat. So.

Alistair Vigier (01:58)
Sure. So my name’s Al Vigier I’m the CEO of Caseway. My background is I was in the military for seven years. I went away on operation and I got shot in the leg. Up until that point, all I wanted to do was go with special forces, basically the Canadian version of Navy SEALs, which is called JTF2. That was my only goal in life. And after I got shot, I was given a disability percentage that was above the threshold that allows you to stay in the military, which means you automatically medically release.

And I met with someone and they were like, well, we’ll pay for your school. What do you want to do with your life? And I was like, well, I have no idea. Again, all I wanted to do was go to war and get in combat situations. But I did a degree in statistics. And then I did what a lot of people end up doing. They go to law school and they don’t know what they want to do next.

And I did well in law school, but I certainly didn’t love it. Reading 100 pages a night of case law from the 1800s isn’t exactly the most exciting thing, and it didn’t feel overly relevant either. And that was in the UK. And when I came back to Canada, I was looking for internship, articling positions, and stuff like that. And I actually got a job as a business development manager at a family law firm.

and I ended up growing their revenue from two to five million dollars roughly. And I just fell more and more in love with business and less and less in love with law. And that just kind of continued as I moved forward with my career.

Kevin Daisey (03:21)
Yeah, that’s for one a very unique background. Thank you for your service there in Canada and

So you had a goal, you know, that your mind was on and that was to be in that special forces. Obviously, you a major change that derailed that. But, you know, given that background, the military, you know, sounds like you have the discipline and a lot of things you probably learned through that process and applying that to business as well. So. ⁓

I mean, Al can really bring a lot to discussion here, ⁓ with, ⁓ raising capital, equity splits. has experience ⁓ that I think it just makes him unique. ⁓ and, in the space. so, you know, I want to fast forward. you know,

Price and law to doing digital marketing, to love the business side. I know a lot of lawyers that love the business side and make that decision and become business owners. And I always talk about that is you want to be a lawyer, you want to run a business. And some just choose to be in the middle and do both. But the ones that really just outperform the others typically choose to be the business owner. And that’s pretty unique. So.

But I want to talk more about, you know, Caseway itself too, and what that is and how that helps law firms and kind of what the future looks like there and, you know, pick up some lessons along the way.

Alistair Vigier (04:42)
Yeah, I mean, you asked me about equity splits. So something that was really interesting since a lot of your listeners are, know,

business-minded lawyers was that we actually set up a structure to raise capital for a law firm and we were one of the few ones to do that in Canada. And I actually raised one and a half million dollars for this law firm. And we did that through a management structure that owned essentially the law corp and we set up this compliant thing with the law society’s bar associations. And that was again another step towards raising capital and…

and that sort of thing. But the real problem with being a business owner in law is that you always have the regulators over your head. And a lot of the business owners are just so terrified to do anything innovative. You they want to take that step, but they’re so afraid of getting their hands slapped.

And that was another reason where, you know, I wanted to be in the legal space, but I didn’t, I thought the only way to change the law was to be outside of law looking in, because otherwise they’re always dangling your license over your head and saying like, Hey, don’t step out of line or I’ll smack you, you know? And that’s just the worst. so after, after I left the law firm, I actually, I went down to Cleo con in San Diego and I told a bunch of the, the Cleo people, I want to get out of the legal space or, or, you know, practicing law and I want to.

do something illegal tech because I just noticed that so many of the legal tech people were so happy and so many people at the family law firm that I worked out were so depressed and I was like, well, how do I be more like you guys and I started learning about tech. I started learning and this is before AI. This is like three years before you know, AI became popular at least and

My first answer was to build the AVO, which is obviously very popular in the States, but to build it in the UK and Canada. And we grew it to 200,000 monthly uniques. We grew it to, think, over 20,000 lawyer reviews. But the problem there was that…

It’s hard to sell to lawyers when they have a negative review on your website because they would try and barter with you or they get angry with you and They see you as kind of like an adversarial, you know party or something like that and it sucks, right? Because it’s like well, you also have five positive reviews and you have one negative review. So overall that’s pretty good They’re like no no like all my negative reviews are false. They’re all from fake people, you know, it’s like, huh, you know, it’s really hard

Kevin Daisey (06:52)
you

Alistair Vigier (06:53)
So

we left that up that that that entity is called Clearway and that’s kind of like my give back to the community sort of thing. But you know, it’s hard to raise capital for a two sided marketplace as well because you have to raise 10 to $20 million. And I looked at a Y Combinator chart and it was like the number of unicorns that exist and almost all of them are SaaS companies. And I was like, well, that’s, you know, that’s unfortunate for us because we’re a marketplace. So we might have to go in that direction.

Kevin Daisey (07:07)
Yeah.

Alistair Vigier (07:23)
And then ChatGPT came out, you know, popular in January, 2023, and then all the investor interest went towards SaaS, B2B, AI, you know, you had to do these things. And I was like, okay, you know, it’s time for, you know, another pivot. And that was what ultimately became Caseway in the future.

Kevin Daisey (07:31)
Mm-hmm.

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Kevin Daisey (08:52)
And so caseway, I want to dive into, you know, again, how, what the program is, how it helps lawyers. And also you got, you got a lawsuit in the first month, I think, when you started. So that’s fun. You always got, you got lawsuits behind you. So it means you’re doing something right. So.

Alistair Vigier (09:03)
Yeah, starting it off right.

Yeah,

gotta piss someone off, I guess, if you’re innovating. You can’t innovate in a box, they say. Yeah. So, I mean, that’s the nature of the AI space. think OpenAI has like 300 lawsuits against them or something right now. And the real issue is that no one knows what the laws are because the courts haven’t caught up. And that’s common. I mean, if we go back to 1995, the internet just came out and Google and Bing were being sued all the time because people didn’t want to be on their platform.

That’s hilarious now because people spend so much money on SEO and paper click ads, you know, trying to get those spots. But everyone was like, you’re taking my images, you’re taking my website and you’re making money off it. This is terrible. Stop it. Google Bing won those lawsuits. Yahoo. Move forward a little bit. AVO got sued a lot as well when they started using images. I think they got sued three times in their first few months and you know, they won all those lawsuits too. And,

So the nature of the AI space, when we started, we were already thinking about it and we were like, well, what would a judge decide five years from now? And my answer, when I did the research was that, you know, copyright is going to be protected. So if you create, you know, an article, if you create blogs, if you create, you know, these videos, that’s your work product and no one else should, you know, be able to use it without, you know, compensation. But things like court decisions are paid for by the taxpayers and it’s created by a judge. And even though that

goes down the line and there’s different entities that benefit from it, Thomson Reuters, LexisNexis, Canley, whatever, they don’t own that data and they’ll never own that data. Now they can build work products on top of that, practice guides, all that kind of thing, but that is absolutely what I believe the courts would say. And I think we just got the first decision back and it was the Ross AI Thomson Reuters case. And essentially the judge was saying, can’t use the practice notes. You can’t use any of the work product, but the underlying

court decisions are safe. And we’ve only always used the court decisions, the raw data. And that’s what the AI likes as well. It just likes raw data. It’s not like the human where it wants to read through some beautifully constructed headlines and all that stuff. It’s a machine. so our answer to the lawsuit is that if you’re not liable or if you’re an innocent party, whatever you want to say,

we just opened our database to them, to the plaintiff, and we were like, you can hire a third party. It’s 100 million court decisions, so you’re not going to be able to go through it with your own eyes. But hire a third party forensic team and see if you find any of your work product in there. And they went through it and they didn’t find anything. So I was pretty proud with how we dealt with the lawsuit. I also blew it up in the media. So I think we got 30 media articles when it came out. I sent it to every journalist. And I put out a bunch of controversial quotes, just basically.

Kevin Daisey (11:43)
Yes.

Alistair Vigier (11:52)
talking shit about the plaintiff and you know that goes against the traditional legal advice you get where it’s like don’t say anything say this before the courts you know we’re not making a comment but I was like screw that you know like we didn’t do anything wrong I’m not gonna say no comment I’m gonna say these guys are idiots you know like that’s how I feel that’s my position people don’t have to agree with it but that’s what I’m saying

Kevin Daisey (12:08)
Thank

being different. like it. So Kate was, so if I’m a lawyer right now listening, I own a law firm. How’s Caseway helped me? What does the actual product do for you?

Alistair Vigier (12:23)
So we started with the low hanging fruit. The idea in tech is the minimum viable product, which means you aren’t trying to build the most exciting thing in the world, just something that works. And basically what we did was we got, I think, three million court decisions. We put it into our database, and we started building search algorithms on top of that. And I gave it to about 100 lawyers I know, and I was like, is this useful? And basically, it could go through court decisions, and within seconds, it could find answers. Now, a way that it was different,

at that time, this is eight months ago, was that LexisNexis and Thomson Reuters did a really good job with research and practice guides and all that kind of thing. But it wasn’t conversational the way that ours was. And then on the flip side, ChatGPT is conversational, but it’s not credible because it pulls in information from the entire internet, Reddit, blogs, all that sort of thing. And that’s where the hallucinations come in, is that it just has way too much data, has trillions of data points and it will confuse things.

The other thing is that it’s trained to appease you. So you’ll notice that chat GBT doesn’t normally tell you, I’m sorry, I don’t know. It just gives it, you know, it’s best go. That’s okay if you’re doing a recipe or you want a travel plan. Maybe it wasn’t 100%, maybe it wasn’t perfect, but it was pretty good. If you’re doing that with court decisions and you come up with something that’s pretty realistic, that doesn’t work because the judge is like, well, this decision doesn’t exist. This isn’t what the judge actually said. You’re screwed.

So one thing that we did was we trained our AI to say, don’t know, which was very valuable to only consider court decisions, nothing outside of that. So if a judge didn’t write it, our AI didn’t say it. And then to put all the sources next to it. So our AI responds and then it says, this is where I found it in the court decision. And then if that’s the same thing, then you’re good to go. And that was our first version of Caseway.

Kevin Daisey (14:09)
what’s the future for Caseway and, um,

And what’s that look like? What’s the next steps for you guys?

Alistair Vigier (14:15)
So we’re approaching 3,000 users for our first act, which is that legal research. And so that’s gone very well. We started on the contract AI space, but we just saw it was too competitive. It seems like every AI company is going into reviewing contracts with AI. So we’re like, I don’t know that we want to jump in that space. But we found a hole that no one is doing. We call it the bespoke agent. And that’s where a law firm can populate our database with their own documents.

So they can either choose to use the 100 million court decisions or their own documents. And to provide an example, an immigration law firm could upload thousands of immigration applications that they’ve done successfully in the past into our database. And then every time they ask a question, it will create that document in the exact wording, format, structure, legal basis, whatever, that they’ve done it in the past.

And that takes you away from generic AIs like ChatGPT to something that’s super specific. We are going to go live with that very soon. We’re just working on some privacy stuff because it’s the first time that we’re actually hosting data that isn’t public. So we’re making sure that we’re doing, you know, cybersecurity pen tests. We’re getting checks. We’re working with like all the compliance providers. And we’re also working with SharePoint and Google Drive to just see if they’ll host it for us. And then we can add the AI on top of that.

and

run inference on those documents. So we’re playing around with that.

Kevin Daisey (15:33)
Interesting.

And so within that, yeah, it’s like you’re you’re. Yeah, you can go. Pull from court decisions, but or you can basically have your own your own database, if you will, of how you’ve done things and the way you’ve done it, and it can build from that as well. Can it kind of do both as well or?

Alistair Vigier (15:55)
Yeah.

You could do both for sure. But if you’re confident that you have done it right in the past, like you’ve done the separation agreement thousands of times, you want it just like this, don’t consider the court decisions because it’s going to alter it. If you’re doing something that you’ve never done before, only use the court decisions because you don’t have any templates. And yeah, you can use both too if you want, whatever you want to do.

Kevin Daisey (16:12)
All right.

That’s pretty cool stuff. What is, you know, as far as marketing and coming out, know, to some of these folks, like what has been, you know, what’s been your plan there and what’s been working well for you as far as getting your name out there? Are you guys going to be at conferences? Like what’s the plan and what’s it look like for you guys?

Alistair Vigier (16:34)
I hate conferences. just, I don’t enjoy them. I don’t personally, I believe in the internet. I, know, things like SEO, I believe in pay per click. I believe in podcasts, of course. anytime there’s anything that I can jump into the media and say something truthful and controversial about, I’ll do it. Like when we got sued, sent it to 30 journalists. Most people wouldn’t do that, but they appreciate it because I got two of my quotes in there. because they were like, you came to us instead of hiding under a rock and hoping that no one would find this lawsuit.

Kevin Daisey (16:36)
Ha ha.

Alistair Vigier (17:03)
So people appreciate that sort of thing. We also have a very unique plan for the states. So we realized that there’s not one public website that you can go to pull every court decision in the states. We have it in Canada, not in the states. I’ve asked over 50 lawyers this and it doesn’t exist. LexisNexis and Thomson Reuters has it behind a paywall essentially, but there should be a free version of this. So what we’re going to do is we’re going to add all 100 million court decisions to a public website that’s for free in the states.

And then we’re going to make it indexable as well by search engines, which is going to be a bit of a shit storm. But we’re also going to allow people to request that we initialize or redact certain information.

Kevin Daisey (17:33)
wow.

Alistair Vigier (17:43)
So that if it is a family matter and suddenly, you know, someone looks up your name or something and something from the past comes up, you know, we’ll be fair about that. We don’t want to, you know, we’ll ruffle some feathers, but we’re not trying to be unjust. And we have run the numbers and we believe that’s going to bring 20 million people to the free version of our website every single month. And basically from there, we’ll have banners and pop-ups that are like, hey, are you enjoying our free service? If you’re tired of manually reading through, you know, hundred pages of court decisions, why don’t you try

Caseway 7-day free trial, no credit card, just try it. And if any percentage of that converts to a paid user, we’ll break up, you know, 1 million annual income very soon.

Kevin Daisey (18:21)
That’s pretty, that’s really cool right there. So, so basically.

know, these courtesies are public information already, but they’re just not accessible in one source, one area. Interesting.

Alistair Vigier (18:31)
Yeah, and they’re not indexable

by search engines either.

Kevin Daisey (18:34)
Interesting. yeah, by, by providing that, putting that together, you’re that’s your, that’s your ticket to all the traffic, to all the eyeballs, people searching for it. Interesting. Yeah. I mean, I’m, I’m all about digital, you know, cause what we do. So, and a lot of law firms, old school tactics, like law firms will do is they’ll make a good glossary of legal, like a legal index or glossy on the website to try to get search traffic, which is an old way to do things.

Alistair Vigier (18:46)
Yeah, and we become relevant.

It’s a way.

Kevin Daisey (19:02)
but that’s their effort of providing a resource of legal information and then gaining traffic for it. In their case, it doesn’t work as well because they’re law firm that needs clientele in that certain geographic area and it’s usually not the traffic they’re getting.

Alistair Vigier (19:19)
Yes. Yeah. Yeah.

Well, you can’t do big scale things like this again, because like we’re looking for customers across the state. So I don’t care if you’re in Alaska. I don’t care if you’re in California. I don’t care if it’s a family law matter, immigration, you know, if there’s a court decision about it, which there will be, you know, caseways, the place to end up. So I’m really looking forward to that. I’m sure there’s probably going to be some lawsuits from some companies I’ve never heard of before or entities or like, I don’t know. I just, can guarantee you it’s going to happen.

Kevin Daisey (19:38)
I

Alistair Vigier (19:43)
But embrace the chaos, this is what I live for.

Kevin Daisey (19:46)
I love it. think it’s, it’s kind of playing into your hand, right? It’s like part of your marketing plan is to get exposure and get a bunch of get sued a couple of times. So that’s the marketing message here. If you want to really market, you know, get yourself sued, pissing people off. was just on with, I was just recording a podcast a second before this for the PI guy out of Louisiana and like,

Alistair Vigier (19:54)
Get sued. Blow it up.

you

Kevin Daisey (20:12)
I guess there’s like some kind of lawsuits going on right now down there with there’s basically there’s so many billboards for these PI firms in a certain condensed area that they’re they’re basically trying to cut cut them back to be like, you know, you can’t advertise this much in this amount of space. So you get the billboard companies that are like, let’s go. But then I think it’s being insurance companies that are fighting to be like, Hey, this is not

appropriate to be advertising this much in this one space. So I don’t know how that’s gonna go down. But it’s got attention. So

Alistair Vigier (20:45)
It’s an interesting case, especially if the insurance are the ones that are pushing for less exposure for PI attorneys. That’s kind of hypocritical, I think.

Kevin Daisey (20:54)
I totally agree. Yeah. So that’s very, I didn’t know much about it and I still don’t, but I just heard it a minute ago. um, in some of these areas like South Florida or Louisiana or Michigan, I mean, it’s like bill, you know, that’s a personal injury, every billboard, you know? So, um, I can see like a city or town being like, Hey, we need to have like billboards for local attractions and other things, not just personal insurance, but I guess, you know, it’s a.

Alistair Vigier (21:09)
Hmm.

Kevin Daisey (21:23)
You know, capitalism, so you got a billboard. Exactly. You get by a car anywhere, we’re going to help you out.

Alistair Vigier (21:25)
Come to our city, it’s the best for lawsuits. Get hit by a car here.

Yeah, this

is the place to do it.

Kevin Daisey (21:35)
It’s just that it’s interesting though. I mean, I would see it more of being like a, um, you know, like a city ordinance or like a, you know, just like if you, if you were to build a building as a local, certain way in certain areas of its city, they control that. so I don’t know, it’d be interesting to see what happens with some of this stuff, but I think it’s an awesome plan. You have, I’m interested to see where it goes. So,

Alistair Vigier (21:42)
Yeah.

Yeah.

Yeah, I’m

sure you’ll read about it in the news and we’ll stay in contact and all that. You know, just stay up to date with the lawsuits and you’ll stay up to date with me.

Kevin Daisey (22:08)
I’ll be like that guy getting handcuffed there. knew that guy. Let’s get.

Alistair Vigier (22:10)
Hopefully not that.

I don’t cross the criminal line, so I’ll go right up to that line, but not across it.

Kevin Daisey (22:14)
I met him once.

Well, Al, well call him Al, I asked him, Alastair, but he goes by Al as well. Been interesting conversation. You’ve done a lot of things. Your journey has been interesting so far. And obviously within the business realm, some of the things that you’ve already done, raise money, capital, marketing, all these things make you pretty unique. folks reach out, connect with them, follow him, check out Caseway.

What’s the best way for folks to stay in contact with you or connect with you?

Alistair Vigier (22:43)
LinkedIn’s good, you can also follow AttorneyProblems, it’s a meme account for lawyers and it has almost 300,000 followers, so if you’d rather look at funny memes than my face, then that’s a good way to do it, which is totally understandable.

Kevin Daisey (22:54)
That’s

awesome. What’s the account? Is it on Instagram?

Alistair Vigier (22:58)
Yeah, attorney problems.

Kevin Daisey (22:59)
Attorney Problems Nice. I’m going to do it right now while we’re recording people.

Alistair Vigier (23:03)

You’re that excited?

Kevin Daisey (23:06)
Yeah,

that’s hilarious. Yeah, and you guys you got a huge following. That’s awesome

Alistair Vigier (23:10)
Yeah, we’re moving to the video memes soon, because that’s where a lot of it’s going now. So away from the pictures and the video memes, I just have to figure out how to do that. But it’s so much better.

Kevin Daisey (23:19)
And so just a sidebar, like, you start an Instagram account, you got almost 300,000 followers on there. I just looked at it. how long you’ve had that account and, and what was, how was, how were you successful at getting that many followers? Obviously it’s a meme account, but

Alistair Vigier (23:35)
Yeah, I have a partner in that. I’ll mention that first. He’s been a big part of it. He’s a PI lawyer in Los Angeles. basically the strategy was that I did the morning or so he did the morning. I do the night post. You try and post twice a day, try and make the memes funny. I mean, it’s make it so that people share them. People engage with it. It’s definitely not rocket science, but you know, just being consistent, funny and putting out stuff that people want to.

follow. mean, that’s really, there’s no deep answer. Quality content.

Kevin Daisey (24:05)
That’s cool though.

I’m going to just ask because, know, so many people are trying to be Instagram famous and have an account and the following and. Yeah. I think it’s hard for a lawyer to just do that, um, as a lawyer and be, you know, just talking about the law, but some have done it. Some have been very successful at it and, but that’s cool to see. So yeah, you’re just successful in a of areas. So pretty cool stuff. Um, and yeah, it’s just interesting to see, uh, how it goes for you. I’ll be tracking you.

Alistair Vigier (24:19)
Yeah.

Kevin Daisey (24:32)
Won’t see you at conferences. Although I like going to conferences. I don’t get a booth. I don’t do signs and all that. just go have, walk around, meet people and, and, that’s the best way to do it for me. So, maybe in the future, but for the most part, you’ll see me at conferences, hanging out with people, most of my guests on this show. So.

Alistair Vigier (24:36)
Yes.

That’s the best way. Yeah.

Yeah, I’ll look forward to it.

Kevin Daisey (24:52)
Cool dude. Hey Al, thanks so much. Stay on with me while this uploads for everyone else listening. Thanks for tuning in. Check Al out, go follow him, check out Caseway and follow his story. And hopefully he’ll have a nice free resource for you to use here soon. So it’ll be interesting to see how that goes.

Alistair Vigier (25:10)
Thanks for having me on.

Kevin Daisey (25:11)
Yes sir, all right everyone, thank you for tuning in. Get out there, grow your law firms, be different, and stand out. We’ll see you soon.

About The Host: Kevin Daisey

Founder / Account Executive

Kevin Daisey is both the co-founder and Chief Marketing Officer of Array Digital, with a legacy in the digital marketplace spanning over two decades. Kevin’s extensive experience in website design and digital marketing makes him a valuable strategic partner for law firms. He doesn’t just create digital presences; he develops online growth strategies that help law firms establish and lead in their respective fields.

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