Jason Flora, and his surging firm, focuses on improving immigrants’ lives

In 2009, a freshly graduated Jason Flora opened a law firm on the west side of Indianapolis near Hispanic-run car lots, Honduran restaurants and Guatemalan grocery stores.

In its early days, the firm was a one-man shop, with Flora, who speaks Spanish fluently, working 60 hours or more a week, driving back and forth between Chicago’s immigration court and his office, which was really just a shack.

But now, in 2026, Flora Legal Group is home to 20 attorneys and about 120 staff members — 200% more staff than it had six years prior. And its revenue grew nearly 250% during a two-year period between 2023 and 2025 to $12.2 million.

The firm’s rapid growth has earned it a third-place spot on IBJ’s Fast 25 list, which recognizes central Indiana’s fastest-growing companies.

“I coach our team to never give up … win or lose, we as advocates, we’re here to oversee the process,” Flora told The Indiana Lawyer in an interview last week. “We’re here to affirm the humanity and dignity of our clients and to give them the best chance possible.”

The early years

Flora grew up in Wabash, which has about 10,000 residents. It was there that he decided he wanted to see the world.

While in high school, Flora studied in Mexico, and he went abroad again in college to Argentina. He also spent a year in China teaching English.

“I wanted to understand people in other parts of the world,” he said. “What are their experiences? What are they going through, you know? What do they love to do? What do they hate to do?”

Flora said he always wanted to be a lawyer, but it wasn’t easy getting into law school. It took him three attempts to get accepted. But once he got into the Indiana University Robert H. McKinney School of Law’s evening division at age 29, he said he did “fine.” (Flora graduated fifth in his class and was the evening division’s graduation speaker.)

At first, he didn’t really know anything about immigration law, he said. Instead, Flora wanted to pursue international human rights law. But after clerking with Robert Epstein, an Indianapolis attorney with extensive experience in immigration matters, his focus changed.

Following graduation in 2009, Flora opened his legal practice on the northwest side of the city with a sign reading “abogado,” which is Spanish for attorney.

Flora was most interested in a few specific services, such as bankruptcies, divorces and criminal defense, but he practiced “door law” — meaning whatever walked in the door, that’s the kind of law he did.

What took off was helping families with immigration problems, and immigration law quickly became the firm’s specialty. The firm opened the same year former President Barack Obama’s administration deported almost 400,000 individuals.

In those days, Flora said he received calls from individuals telling him they had a relative in jail and on a U.S. Immigration and Customs Enforcement hold — something he hadn’t heard of at the time.

“I had to figure out how to address that,” Flora said.

As a one-man army, Flora learned on the fly how to maneuver the immigration court system, which meant waking up at 5 a.m. and hitting the road to make it to Chicago by 7:45 a.m.

Before Indianapolis opened its immigration court, attorneys representing immigrants based in Indiana had to appear before the immigration court in the Windy City.

Flora said he made the drive two to three days per week — tallying about 40,000 miles a year for a decade — while also making sure to get back to Indianapolis in time to meet clients in the afternoon.

“I was fueled on coffee but also fueled by a desire to really help immigrants, people who I thought were being wrongly targeted,” Flora said. “I wanted to help those folks. And you’d be surprised how hard you’re willing to work when you believe in what you’re doing, and you believe you’re making a difference for people, and making a difference in people’s lives and the lives of people that love and care about them.”

Accidental growth

Flora said his firm has witnessed several growth surges over the years.

In 2012, he brought in his first associate, and not long after that, he brought in a few more.

But in 2015, his first four associates left to open their own practices.

“I was back to square one,” Flora said.

But Flora wasn’t alone for long; from 2015 to 2020, he said the firm “gradually” grew, and from 2021 to the present, it has grown “exponentially.”

“In 2020, we were a staff of around 40 people,” Flora said. “Now, we’re about 120.”

Those additions have followed major federal immigration policy changes.

These “just massive deportation efforts have fueled a lot of our firm’s growth,” Flora said.

But Flora also attributes the firm’s growth to his team’s desire to “constantly look for solutions” to help others.

“We bring a desire within our firm that we want to help immigrants and serve them to make their lives better,” he said.

The firm has added attorneys who used to work for the Department of Homeland Security, some who ran their own law firms or some who came from nonprofit organizations.

The firm’s mission to change immigrants’ lives has been the best recruiting tool because Flora said it “resonates” with people.

“That’s found us the right people to continue to pursue the mission,” he said.

The work has only become harder since President Donald Trump took office in 2017 and began a second term in 2021. But Flora said he and his staff are still standing.

“They’ve made our jobs a lot harder, but they haven’t broken our will to help people,” he said.

Player to coach

Now that the firm has expanded, Flora has taken on new responsibilities. He now sees himself as the coach of the coaches.

“He made an intentional choice to, in the past few years, step back and work more on the business, rather than in the business,” said Megan Norton, the firm’s chief administrative officer.

Norton has been with the firm for nearly a decade and has witnessed its growth first-hand, describing it as natural and organic.

“At first, it was accidental growth,” she said. “We didn’t have any set ‘here’s our growth and marketing plan.’ We were getting people on the calendars, and we were getting booked out weeks and weeks because there was just so much demand.”

Once the firm started increasing in size and the staff realized “how impactful it was,” the firm was able to start growing “intentionally,” she said.

Norton has also seen Flora’s workload adjust over the years.

“He was advocating for clients in court and doing almost all the consultations in the firm,” Norton said. “He was doing like three to four times the volume of hearings that the other associates at the firm were doing.”

For Flora, the change from attorney to entrepreneur hasn’t been easy. It’s been an identity shift.

“Honestly, it’s probably more fun being the lawyer, right?” Flora said. “It’s more fun being the player than the coach.”

But he learned that one lawyer alone can only help accomplish so much.

“When I have a whole team of lawyers, we can help way more people,” Flora said.

No limits

Flora still gets excited any time the firm receives a mail delivery because it could be a client’s green card or work order.

“It is fun when you see that you’ve helped somebody, and then they’re going to stay in this country for the rest of their lives,” he said. “And their kids are going to grow up here. And the kids’ kids are going to grow up here, and they’re going to continue to be assets to make our country a better place.”

Flora doesn’t want to put the brakes on the firm’s growth. Instead, he indicated that he wants to continue expanding both within Indianapolis and beyond.

“I don’t have a limit,” Flora said. “I want to help as many people as we can help.”•