Welcome to episode 342 of Grow Your Law Firm, hosted by Ken Hardison. In this episode, Ken sits down with Timothy Hiller, Partner at Hiller Comerford Injury & Disability Law. Tim shares how his firm is using AI to support a high-volume Social Security disability and VA practice while continuing to grow its personal injury department.
The conversation explores how AI can help law firms build custom tools, streamline document-heavy work, improve financial forecasting, and reduce repetitive operational tasks. Tim also explains why firms need clear policies around data privacy and attorney review, how to communicate AI adoption to employees, and why he sees AI as a way to increase capacity and compete, not as a reason to reduce staff.
What you'll learn in this episode:
1. How to Start Using AI in Your Firm
- Why law firm owners should experiment with AI tools before deciding to implement them
- How everyday use helps leaders understand what AI can and cannot do
2. Building Custom AI Tools Without a Large Development Team
- How Claude Code can help firms create custom lead-generation tools, calculators, and dashboards
- Why firms can use AI to build solutions that better fit their specific practice areas
3. Using AI for High-Volume, Document-Heavy Cases
- How AI can help summarize and organize large medical and administrative records
- Why attorney review remains essential before submitting AI-assisted work to a court
4. Protecting Client Data and Managing Risk
- Why firms should understand enterprise agreements and data privacy before using AI with client information
- How internal AI policies can help prevent inaccurate filings and avoidable mistakes
5. Helping Employees Adopt AI
- Why firms should present AI as a capacity-building tool rather
How AI Helps Law Firms Handle More Cases With Timothy Hiller
[00:00] Welcome to the Grow Your Law Firm Podcast, brought to you by Pilmah. [00:08] This podcast helps lead lawyers to more growth, profit and freedom. [00:13] Here is your legal marketing expert and host, Candahartis. [00:17] Well, hello everyone and welcome to another episode of RyoLol from the Hollywood [00:26] Happen, Aron, do you have a 10-minute? [00:28] There's one of the shares, what he is doing to use a, and his law firm dim welcome to the [00:35] show. [00:36] Well, thanks for having me, Ken. [00:37] Excited to be here. [00:39] Yeah. [00:40] So tell our viewers in our listeners a little bit about you, your journey and they will get [00:45] into the amount of the car you're doing yourself. [00:47] And I give us a grant. [00:49] Yeah, sure. [00:50] Well, I'm a partner at Hiller Commonford, [00:52] Adrian Disability. [00:54] We're based at a Buffalo, New York. [00:56] And we've got over 240 employees. [00:59] So we're pretty big operation. [01:03] Mainly a disability practice. [01:05] We've got over 18,000 social security clients [01:10] and over 2,000 VA clients. [01:13] So we do do a significant amount of volume there. [01:16] And we've got a small but growing PI practice [01:19] that we're trying to add to that. [01:21] Absolutely, good deal, man. [01:23] How are you going to do with volume and doing this? [01:26] I've been doing this ability since 2012. [01:29] When I got out of law school, [01:32] this firm, Hillary Cumberford, [01:35] it's formally known as a law office. [01:36] It kind of held her, which my father [01:38] restarted the firm back in 1999. [01:40] So disability laws kind of been in my blood. [01:43] I remember being like a 10 year old kid driving in the car. [01:46] And you would have the tapes from the hearing. [01:49] He'd be listening to them, the disability hearings. [01:52] And we would be talking about the cases and stuff. [01:55] So I wanted, we were talking at the National Mod, [01:59] I can't remember somewhere about what you're doing with AI. [02:04] And I think the law lawyers are there really [02:07] or scared of it, the Lord of the Storke. [02:10] and on how to use it or what the user will ever. [02:13] So you graciously has the second manifestation [02:17] to talk about what you're doing with AI, [02:20] you're all from it. [02:21] How's it the opening and water? [02:23] So things people need to be thinking. [02:24] But what are you doing? [02:26] How are you using it now? [02:27] Yeah, I mean, I think the last six months or so [02:31] have just been the final nail on the coffin [02:34] for anyone who thinks this is just hype, [02:35] and it's not going to really impact things. [02:38] It's been a wild six months. [02:41] Really starting with, I think for us with us [02:45] becoming aware of Cloud Code and the stability now [02:48] for people who, like myself, who don't know how to code, [02:52] I can basically code somewhat sophisticated apps and projects [03:00] just by talking with Cloud. [03:02] And that's a game changer if you're looking for things [03:05] like deploying your own Facebook lead generation campaigns. [03:09] We don't have to pay someone to do that anymore. [03:11] It's a few hours, we can set it up ourselves. [03:15] So we've got a VA, for VA, we've got a disability calculator out there [03:20] on Facebook that people, it says, you know, find a how much money you could be making [03:25] and that the people click on it. [03:28] And then at the end, you know, it asks for the contact information. [03:32] We've been getting a really good cost per case on that and that's something that we made in-house [03:37] and you didn't have to hire anybody and it looks great, the disability calculator looks great. [03:44] And so that's just one thing, you know, custom dashboards. [03:48] We've got our own CRM smart advocate and it comes with a lot of reports, but you know, like I said, we're a disability firm. [03:55] So a lot of the reports and a lot of these CRMs are geared towards a PI. [04:00] So we don't have to go out and pay somebody to create dashboard for us. [04:06] It's, you know, again, a couple of hours. [04:08] We can have any dashboard we want. [04:10] We've also got a tool to analyze our medmail cases. [04:13] You know, that's been a big pain point for us because it's kind of hard to come up with hard and fast rules about medmail. [04:21] So it kind of requires an attorney to review it. [04:24] But, you know, we're still not going to take 99% of the cases. [04:27] So we've got a, we're training a metmail analyzer and over time. [04:33] I think it's going to get better for us. [04:36] So how are you, with Klo, can you, uh, it would, [04:40] with Jim and I, you can sign in the prize agreement, keep it private, [04:44] because a lot of lawyers are worried about, uh, [04:47] but because they're class stuff, they can get out into the, [04:51] upper world. [04:52] Yeah. [04:53] So I mean, for all the things that I talked about, [04:56] we're not putting client data into it. [04:58] But yeah, we do have an enterprise agreement. [05:00] So if we did want to put client data into it, I think we could. [05:05] Yeah. I think that's the key. [05:07] I know we would Jim and I understand Jim and I thought they experiment. [05:12] I understand this can't GPT. We would not sign in a browser. [05:16] We could say, you know, we could pick a private file agreement [05:20] where you, that they're probably sure. Right. I will go ahead. [05:23] and I tell you all of them here. [05:26] That's right. That's right. [05:28] So that's the employers that I was, because I was just [05:31] on a, when we were a mastermind, just again, how are going? [05:36] That seems to be the big, you know, that's the big deal everybody's [05:40] who were worried about that and anything else. [05:42] And then you're so many companies out there, [05:45] about this, this, this, this, and a lot of them started [05:49] what you're doing, or doing it themselves, and that way that you know they can broadcast it. [05:55] Right. [05:56] You know, in one of the things we're actually considering doing is we've got work in a [05:59] center and hire our own internal software engineer because I mean, I'm able to create [06:04] these, what I describe, which are, you know, for me, they're incredible that I'm able [06:10] to create these projects and you know, it's like kind of cool, but you know, they're pretty [06:14] simple, but you know, if you get somebody who actually knows how to code and now you get [06:18] with Claude, you know, they're able to do things, you know, in six months that previously [06:23] would have taken a lot longer. So we're kind of exploring that. I'm seeing if we can recreate [06:29] some of this software that we pay for, you know, if you pay, if you have an in-house employee [06:34] and it takes some three months to recreate it for you, that could be a win. [06:39] Well, I know in the... as you grow better, I mean, I know, much for disability, but there's [06:46] So, the women's records, I've never provided them. [06:51] And there's a lot of stuff through, or you're using AI to sift through this stuff [06:56] and get some of your jail on it, or you work it or not. [06:59] Yeah, so for Social Security actually it's really helpful because we've got one of the things that we do. [07:06] We have a very active federal court practice, and so what happens in federal court when you file a Social Security [07:13] of healing federal court, they submit a transcript of everything that happened at the agency. [07:19] And this transcript nowadays, these transcripts are 1,000 to 3,000. We were working on a 12,000 [07:25] page transcript the other day. You got to take that and put that into a statement of facts as part of your [07:30] brief in federal court. So that is a huge pain point for our attorneys to say at least. So yeah, [07:39] Yeah, we've signed on with the Eve and we're really happy with the facts [07:43] actions that we're getting so far. [07:45] I mean, we haven't been doing it too long, but I've been going through them and [07:48] everything is accurate. [07:50] And I'm just amazed that you're able to get like a 15, you know, we're [07:54] talking about like a one or two page demand letter here. [07:57] We're talking about a 15, 16, 20 page statement of facts that's written at a [08:03] level that you could submit to a federal court. [08:07] That's what it's producing. [08:08] I mean, it really blows me away. [08:11] I'll show you over what you spit at them. [08:14] Of course, yeah. [08:16] And we have a policy here about that. [08:19] We promulgated a policy that you're never allowed to submit anything [08:24] that's been generated by AI unless you've independently [08:27] verified the accuracy of it. [08:30] And so, that's something we talk about a lot. [08:32] And frankly, our attorneys, we don't really have to remind them too much [08:35] because they're nervous about it anyways. [08:38] So, and it seems like, you know, [08:40] there's plenty of attorneys in the news [08:42] who are abusing AI that kind of keeps it fresh in our mind [08:45] that, hey, you know, we gotta check this stuff. [08:48] Yeah, sanctions have some big tightness [08:50] and they haven't been the last month. [08:53] Yeah, a lot of the people who are being sanctioned, [08:55] those not only did they use AI kind of a reckless way, [08:57] but then when they get caught with it, [08:59] they don't just fall in their sword and say, sorry, [09:02] you know, it's like they fight back or something. [09:04] and maybe not the wise, this litigation strategy. [09:08] Yeah. [09:08] So what do you see the future? [09:10] What's on your plans? [09:11] I mean, you've done what's already done. [09:13] What do you promise for, for, as you said? [09:17] Yeah. [09:18] So the way that I see things going is I'm kind of wondering if, [09:22] in the case that the CRM companies [09:24] probably won't like to hear this, [09:25] but I'm sort of wondering if AI is really going to totally [09:30] displays the way we think about case management, where all of your information could just be [09:36] in the AI system and then you're interfacing with the chatbot to get any information you need [09:42] out of the system about the case, about whatever you're working on. And instead of having [09:48] kind of a rigid interface, you could see that there could be some benefits to that. And I know some of [09:54] of the AI companies themselves want to move in that direction as well. [10:00] Oh, it will be interesting. I think it's, you know, for us, I think it's, it's really important. [10:04] We're trying not to sign any long-term agreements for anything these days because [10:10] everything is changing so fast and so anything with technology, we want to keep our agreements [10:16] to certainly under a year. But preferable is just month and month because, you know, who knows [10:21] something could come out next month that's just totally changes the game. [10:25] We were just discussing that again and I'm guessing I'm on the earlier day and that's the big [10:31] concept. [10:32] And so fast. [10:33] Because most of the acts, people are really hungry or at least have a bell out [10:39] cloth if you sign a year, have a 90 day bill out of those. [10:42] That's something we learned early on. [10:44] We signed right at the beginning of this whole AI trend. [10:50] We signed on with the company and we did get locked in on a longer term deal and we really [10:54] regret it and so we don't use that tool anymore and it was a hard lesson. [10:59] It's certainly a mistake we won't repeat again for sure. [11:02] Absolutely. [11:04] Good deal. [11:05] Good deal. [11:06] Or you see this is something that's always talking about this morning and all what I do [11:10] to do is show you about the child that's making a difference and you tell you how [11:16] there's many people or how having the user or the people that you are using or being [11:20] more productive or anything like that, [11:22] where you see me in the enters the hole, [11:25] it's not been left to tell. [11:27] Well, we certainly haven't, like, [11:30] it's hard to tell because we're trying to grow. [11:31] And so we are growing. [11:33] This is what I tell my employees, it's like, [11:34] I'm not looking here to like improve productivity [11:39] and get rid of employees and just kind of [11:41] rest on my laurels here. [11:42] You know, we're looking to grow. [11:43] And so we, I think the way we're using [11:47] and the way we're thinking and talking about it is, [11:49] like we want to grow, we want to compete with these huge mega firms. [11:53] So this is going to help us do that in a cost effective manner. [11:56] We may be hiring slower than we normally would as we grow. [12:01] But we really haven't sat down and said, [12:05] geez, now we can do this so much faster. [12:07] We can get rid of X, Y, and Z. [12:10] If anything, something that has happened is [12:13] we've applied, let's take foundation AI, [12:17] an AI which is a helps you sort your incoming documents [12:22] and get them filed in your CRM. [12:24] Well, that's really lowered the demands on our mail room. [12:29] We don't, we're not getting rid of those people, [12:32] we're just finding something else for them to do. [12:34] And so, yeah, I think that's a really important part [12:37] for law for homeowners. [12:38] Because if you don't even have to portray it this way [12:42] for people to be nervous about the AI taking their job. [12:47] So anytime we talk about it, we like to talk about it and kind of like in a abundance kind of mindset like this is going to help us do more. [12:55] I gave the example of the federal court brief. [12:59] It's helping us do the statement of facts. [13:01] Well, we get in federal court, you get paid for your time. [13:05] Okay. [13:05] So we don't actually want them to take less time on their cases because you know, we would make less money. [13:13] And so what work has presented it to them is look, this is a way to really eliminate a [13:21] pain point for yourself and produce top quality work that's going to really increase your [13:26] win rate and in that sense, you know, make more money for the firm. [13:31] I guess what we really try to talk about it as this is just going to help us do more work. [13:37] When you think about the legal industry as a whole, I'm kind of thinking lately that, you [13:43] I think it will be disruptive, there's no doubt. [13:45] But when you talk about these predictions of mass layoffs and stuff, [13:51] I mean, that assumes that there's a cap on the amount of legal work that can be done. [13:55] You know what I mean? [13:56] We can always do more legal work. [13:57] I just think it's premature to assume that there's going to be [14:02] all these people out of a job because we can always do more. [14:05] There's more clients we can serve. [14:06] There's more cases we can take on. [14:10] So how do you go about communicating what you just said about how you explain this to you? [14:15] You're saying. [14:16] You could call them. [14:17] And on nominating, he talked to a manager, he could have something on the email or maybe [14:22] how do you do that? [14:23] I think if I was running a firm, I would be wondering how, that's the best way to make it. [14:28] We could communicate that. [14:29] Did that statement? [14:30] And your big, should be hard to do it well. [14:33] Yeah. [14:34] I guess all of the above we do it. [14:36] try to just constantly communicate about these tools and that they're important to us and that [14:42] they're not here to replace people and we have I like it when we can have an ambassador, [14:49] you know an employee who understands what the message we're trying to get across and they can deliver [14:55] the message because they understand what the employees are going through more than I do. [14:59] And so for example, we had one of our top trial attorneys talk about Eve to the PI staff before we rolled it out. [15:09] And I think he gave a better presentation than I could. [15:13] Simply because he was more in tune with how the employees are thinking about it. [15:18] And one of the things he mentioned was, look, in personal injury, especially there's a personal touch here that can never be replaced. [15:26] And I thought that was a very effective message to the staff. [15:29] I saw a lot of people nodding. [15:31] But so we do small groups. [15:32] We do a larger, like when we roll out, [15:35] when we roll out Eve, it was a large group. [15:38] But then we follow that up with smaller groups. [15:41] And then we try to meet individually with people [15:43] who are resistant and see if we can't [15:47] do a one-on-one get them on board. [15:49] Yeah, we had to find anybody because it wouldn't use. [15:52] Yeah, we haven't gotten there yet. [15:54] We haven't gotten there yet. [15:55] Yeah. [15:56] I've ordered an app in the quarter to allow for a regular regular business. [16:00] You know, I just don't mean they got to get it for a reason. [16:03] Gotta go. [16:04] Yeah, I mean, I've heard stories of that too. [16:07] I think that the way that the way that I prefer to do it is to say, [16:11] look, this is, you know, if now because of the AI, the productivity is increased to a certain level, [16:17] we expect you to meet that level regardless of what you don't want to use the AI as fine. [16:22] You got to meet that level that everyone else is performing. [16:25] You know what I mean? [16:26] So that's kind of the way that I like to. [16:28] And we haven't so far we haven't had to get rid. [16:32] But like I said, we've really just exploded in our adoption of AI [16:37] in the over the last six months. [16:38] So that they could be coming. [16:41] You do anything that I have not asked you [16:44] that you think is important. [16:45] But all you're there, you're there. [16:46] You're struggling or trying to figure out what it's for. [16:49] Yeah. [16:50] I just think you need to start using it being a consumer up at. [16:53] You just gotta start playing around with, like, um, [16:55] I really think every law firm owner should just play around with cloud code. [17:00] Just so you can understand what it can do. [17:02] You know, regardless of whether you want to do this yourself or not, [17:05] I personally like doing it, but, you know, regardless of whether you want to do that, [17:09] I think it's important to play around with, and it's important that you have an understanding [17:14] of these systems how they work, what their limitations are. [17:17] If you don't have it, you're not going to be able to really explain it to people, but that you want to use it. [17:23] I agree with S.S. the way I started out, it started playing with it. [17:27] Like, I had my trips trying to figure out certain things about stuff about, [17:32] where's the misplacing of the, you know, right? [17:36] It's a piece of, I mean, it's something like that, or it's not thinking about going nearly, [17:41] or like the 10 things, you know, [17:42] But me out of the trip, I can do further 30 albums. [17:47] You don't understand. [17:49] Yeah, I mean, it's great for planning. [17:51] I mean, if you need to plan a project, it's great for that as well. [17:56] But yeah, by playing around with it, you get to know its limitations, [18:00] what it can do, what it can't do, and how to get it to kind of give it what you want. [18:06] Because there definitely is a skill to that. [18:08] and you'll never get it until you start doing it yourself. [18:13] Yeah, I read a book called A.I. Leadership. I don't know if you read it. [18:17] I have not. [18:18] But so, the deal he was talking about, he was carrying up earlier, [18:22] probably adopt for the way you would think about it. [18:25] He uses it to solve problems of businesses, [18:28] and like his digdill is you throw in the context, [18:32] but tell the story of what's going on and what the problem is. [18:37] And then what he would tell, he would tell, [18:39] to get a GP take close, whatever he says. [18:42] Now ask me one question at a time, [18:44] if you need anything, I think three to four. [18:46] And then just do it and ask you question, you can answer them. [18:51] And it says, I've got enough information. [18:53] This is one way to handle it. [18:55] This is another way. [18:56] And then you can talk to, you know, what I'm not about. [18:58] I'll talk to that for people. [19:00] What if this wasn't there? [19:02] Yeah. [19:03] And I've used it before. [19:04] And I can tell you that I want it five different ways to prove something. [19:08] And three of them are good to themselves. [19:09] Because I'm a sweety, three of them are really two of them are great. [19:13] One of my head never thought what I'm saying, thought if it was confirming to me. [19:18] I didn't even know I just never owned it. [19:20] But I just never read it. [19:23] It doesn't. [19:24] I don't know, it's like I forget. [19:26] All that was in a rich. [19:27] Yeah, great for brainstorming. [19:29] And we use it for something kind of similar. [19:31] Like we've used it to kind of help us do some advanced, [19:35] financial forecasts, and that, you know, [19:38] maybe I can understand, but that I wouldn't be able to do [19:41] myself. [19:42] So like, you know, you can give some of your KPIs, [19:46] and then you can have it run, you know, [19:47] pretty sophisticated statistical analyses. [19:51] Like so for example, one of the things that I would never be able to run myself or figure [19:56] out how to run myself. [19:57] It can project my cash flow like based. [20:00] a certain number of KPIs and I didn't even determine what the KPIs were. I asked it what the [20:05] KPIs should be. So we built this kind of from the ground up and then you know you put it in [20:10] and then it runs like an endless number of simulations and then it gives you kind of like here's your worst case scenario [20:19] bottom 25% scenario for cash flow over the next couple months. Here's your top quarter picture and here's you know the middle. [20:27] I mean that's a useful tool for me for sure and I would never be able to do that myself [20:32] I would never be able to do that myself for or even know how to set it up [20:37] But just through talking with Claude Cody is not hard anybody could do it [20:42] Yeah, I can do it. I mean I just talk to [20:47] I say [20:49] I say you know I'm out of the world for the cast take my all do anybody in the world [20:53] But I still use the AI everyday in my life now and it makes my life easier. [21:00] I'm worried about some things down the road, it's getting out of hand, but I think [21:04] Congress and I have to deal with that. [21:06] You're trying to avoid that, but I'm just playing some things. [21:09] But I don't have for me right now, I personally, personally. [21:13] It's kind of big, perhaps so. [21:16] I ain't big if you're there. [21:18] I'm there listening to this, yeah. [21:19] at least, I thought, oh my, seven years old, [21:23] doesn't have a lot of time getting there and using it [21:27] and getting some money, I don't know, [21:28] but anybody can get it. [21:29] That's not pretty into it, I don't know what you think, [21:32] but I think really. [21:33] I think it's very user-friendly. [21:35] I mean, if you know I ask a question, [21:37] you know how to use AI, you know? [21:40] Yeah, and we're all here, who's supposed to know that [21:42] that's where it's from. [21:43] That's right. [21:44] That's right. [21:45] That's what they try to throw yours for a little bit. [21:47] Now that I think about it is sort of like a deposition, you know, your hair [21:51] helps. [21:51] Yes. [21:52] Grats me a question and that it gives you something or like, [21:54] I don't know, that's not really what I mean. [21:55] Like how about this, you know, so it is similar. [21:58] It is. [21:59] It is. [22:00] So it was great. [22:02] And then I'm actually very proud of what you're doing in press. [22:06] I don't know. [22:07] But people don't realize how the phantoms or the 18,000. [22:13] I've been, I've been 3,000 and I told I was. [22:17] So I can imagine six times I don't know what you would. [22:22] Yeah, I feel like you'll have it. [22:24] And because it is heavy, it's very representative. [22:26] This is really an help you would. [22:27] I think, but more labor resistant, I'm not, [22:31] and I don't know what to do about. [22:32] I can't remember that. [22:34] Yeah, I mean, I think it's just Taylor made [22:36] for our practice groups, and that's why we're leaning into it so hard. [22:41] And especially if we want to compete with, you know, [22:43] now the private equity money is moving into the disability world as well. [22:47] We gotta be able to compete with them, so. [22:49] Yeah, absolutely. [22:51] That's a good deal. [22:53] So, what are you going to do to some of this year? [22:55] I'm sending my marketing director. [22:57] I did so much traveling. [23:00] This is actually, I don't know what time's on. [23:02] I'm in at the moment, but I'm so, but I am sending my marketing during that. [23:06] I'll be his first film a summer, so I'm excited for that. [23:09] You'll have to, you'll probably come back over with. [23:13] Yeah, drinking from a fire hose for sure. [23:16] Absolutely. [23:17] Okay, my friend. [23:19] Any party boards before we take a holiday? [23:22] No, this is great. [23:23] Thanks for having me on. [23:24] Thank you. [23:25] I appreciate it. [23:26] Because I know in that committee case, [23:28] you got to be a big. [23:29] Yeah, that's right. [23:30] That's right. [23:31] Until next time, this is Kit Harder's dedicated to users. [23:34] You've been listening to the Grow Your Law Firm podcast, the podcast that leads lawyers [23:49] to more growth, profit and freedom. [23:52] Go to GrowYourLawFirm.com to find more ways to market and manage your law firm. [23:58] Please leave us a rating and review wherever you listen to your podcast.