
How Jeffrey Glassman turned its toughest critics into AI champions
"I gave Eve to my two top lawyers — who were also very cynical about anything technology. Once they saw the power of Eve and what it could do, they were floored. They ended up becoming the ones who would explain it and show it to the rest of the firm."

Jeffrey Glassman
Jeffrey Glassman knew exactly who needed to see Eve first — his two most skeptical attorneys. The ones who liked doing things their way. The ones who weren't quick to adopt new technology. If he could convince them, he could convince anyone. Within weeks, those same skeptics had become the firm's loudest advocates, showing colleagues what they'd discovered and getting everyone else excited. Three months later, 90% of the firm's demands were going out through Eve.
Jeffrey Glassman founded his Boston personal injury firm more than 30 years ago with a simple philosophy: help people. Since then, he’s grown his firm into one of the region's leading practices through referrals, reputation, and an unwavering focus on client communication. "Change always happens," Glassman says. "Right now it's just happening a lot quicker. The most important thing is not to be afraid of change. It's to embrace it and lean into it."
Converting the Skeptics
When it came time to evaluate AI platforms, Glassman had a strategy. Rather than mandate adoption from the top, he handed Eve to the two attorneys least likely to embrace it. "They were very well respected, not always welcome to technology," Glassman recalls. "Once our leadership saw the power of Eve, they became its biggest champions. They took on the role of educators, training the rest of the firm and igniting enthusiasm across the team."
Partner Michelle Hodgman, who describes herself as "not technologically savvy," became one of Eve's strongest advocates. "When we were talking about integrating Eve, I felt it might not be something I would find useful," Hodgman admits. "I'm telling you — it is very easy to use. If I can do it, anyone can do it."
90% of Demands in 3 Months
The impact showed up immediately. Bob Naumes, a partner who manages the firm's mass torts department, watched the transformation unfold.
"We started with Eve probably three or four months ago," Naumes says. "I saw we are at about 90% of our demands now going out through Eve. And that's only in three months."
For Michael D'Isola, a 40-year litigation veteran, the difference was dramatic. On a wrongful death case that settled for $9 million, Eve fundamentally changed how he prepared. "Doing a medical chronology could take hours. Eve did it in 20 minutes," D'Isola explains. "I used Eve to summarize deposition transcripts — what would take two hours per deposition, Eve did in 20 minutes each. That case had 10 to 12 depositions. What would usually take a week, I did in one afternoon."
The time savings translated into confidence. "Using Eve made me more confident because I knew the product I was creating was the best I could do," D'Isola says. "When you're fully prepared, the results are much better."
Using Eve to Outcompete Insurance Companies
Beyond speed, attorneys found Eve helping them think differently. Naumes discovered a powerful use case: comparing MRIs to counter insurance company arguments. "We can put all those MRIs into Eve, and it will run them against each other so we can see if there's a new herniation at a different level," Naumes explains. "Insurance companies are gonna say it's preexisting. But using Eve to get that MRI-by-MRI analysis has been awesome to get ahead of the game."
D'Isola experienced something similar.
"Sometimes Eve gives you a different look at the facts," he says. "You might have your blinders on. Then you run it through Eve and it comes up with something different. It helps you think outside the box."
Focusing on the Human Element
For all the efficiency gains, the team keeps coming back to what matters most: their clients. "Dealing with personal injury is such a human experience," Hodgman says. "You're dealing with people facing tragedy and loss. They're looking for another human to help them through this hard time."
Eve makes that human connection possible by handling everything else. "Eve lays out my entire case for me so I can do what I want to do — talk to my client and learn their needs," Hodgman explains.
Naumes puts it simply: "It's easier to spend more time talking to clients when you have medical summaries already available."
A Tool, Not a Replacement
When asked about fears that AI might replace jobs, Hodgman is direct: "Eve is not trying to take our jobs. Eve is trying to make our jobs easier."
She challenges any skeptic to spend a day creating a medical chronology manually, then compare it with what Eve produces in 10 minutes. "I guarantee Eve's would be better, and I got to do something else that entire day."
For Glassman, watching his team embrace the technology has been energizing. "Eve has had a tremendous amount of positivity with the firm because it's provided so much energy," he says. "We've always asked our people, how can we make your lives better? Now we have a really powerful ally in Eve."
What would he tell a peer still on the fence? "Do a demo. Find your most cynical people, find your bottlenecks, and show them how Eve can make their lives easier."
At Jeffrey Glassman Injury Lawyers, the skeptics made the sale. Everyone else followed.



