Andrew Carricarte Built for the Places Where the Signal Fails

The internet has a habit of vanishing at sea. A ship passes beyond a friendly network, bandwidth narrows, and the cloud begins to resemble its meteorological namesake: distant, vague, no longer taking calls. For most software companies this is an edge case. For Andrew Carricarte, it became the center of a business.

The Miami entrepreneur built Tritan Software around a plain but difficult demand: information aboard a moving vessel still has to meet its counterpart on shore. The databases cannot sulk until the Wi-Fi returns. Carricarte and his collaborators developed synchronization and replication systems for intermittent connectivity, secured patents around that work, and made reliability a commercial proposition. Tritan's software eventually supported more than 99 percent of the global cruise industry, as well as commercial shipping operators. The company was acquired by Ideagen in 2023.

It was Carricarte's second exit. It also completed a neat arc. His career has repeatedly placed him inside systems that cannot afford confusion: an Army unit, a doctor's office, a ship at sea, an insurance company operating across borders. The products change. The appetite for consequential, unglamorous complexity does not.

First, learn what pressure weighs

Carricarte joined the United States Army in 2001. He served as an infantry officer, completed 15 months of combat deployments to Afghanistan and Iraq, rose to captain and received two Bronze Stars. He left the Army in 2005 and entered the family orbit of insurance and services as a director at USA Medical Services, part of AMEDEX-BUPA.

Four years later, while running his first startup, he explained his composure with the blunt economy of someone who had acquired a reliable scale for inconvenience. “When I come to this environment, nobody is shooting at me,” he said. “I can deal with the pressure.” The joke works because it is proportionate. Server trouble is serious. It is still server trouble.

He was candid about another fact: he had not arrived with a conventional technology background. When he founded IOS Health Systems in 2007, his contribution was a vision for simpler, more affordable electronic records and the ability to recruit people who could turn it into a product. He described leadership and team-building as his useful equipment. The distinction matters. Founders are often encouraged to cosplay omniscience. Carricarte's early account was more practical: know the mission, find the experts, make the group function.

When I come to this environment, nobody is shooting at me. I can deal with the pressure.Andrew Carricarte, 2009

IOS grew quickly. In the first quarter of 2009 it reported 250 percent growth and service to 358 physicians. By the time Intermedix acquired the company in 2014, its clinical software was being used by more than 2,500 physicians across the United States. A founder who began by saying he lacked a technology background had built a technology company large enough for someone else to buy.

The software must remember

Carricarte also founded Tritan in 2007. The company later concentrated on maritime operations, a market with a wonderfully hostile set of requirements. Vessels travel through jurisdictions and time zones. Onboard and shoreside teams need shared records. Connectivity can be expensive, narrow or absent. The usual software promise - everything, everywhere, instantly - must negotiate with the middle of the ocean.

The patents list Carricarte alongside collaborators including José Sanchez, Samuel Morhaim, Abel Almeida and Dario Va. One covers client-side access to local and remote data during communication disruptions. Others describe bi-directional replication between databases. A 2024 application extends the logic to coordination between a vessel and shoreside providers. Patent prose can make a paper clip sound like a lunar mission, but the underlying idea is easy to admire: software should cope with the world as it is.

By 2020, Tritan said its clients sailed to more than 1,000 ports and its platforms handled more than four million incidents and events annually. During the pandemic, it accelerated a contactless consultation tool for ships and offered it to clients without charge during that period. Carricarte's explanation of the company culture was characteristically direct: “Our responsibility extends beyond just creating software.” When a product sits inside an essential operation, uptime becomes an ethical concern as well as a sales feature.

Tritan became a substantial company in a specialized room. There are no consumer launch lines for a database agreeing with itself after an outage. There is, however, an industry willing to pay when the answer is dependable. In 2023, Ideagen acquired the company. Carricarte had now taken two software businesses from formation to sale, first in a landlocked network of offices, then across every ocean.

The family business gets an interface

Olé Life brings Carricarte back to insurance, though the return is less a circle than a rewrite. His father, Michael Carricarte, spent decades building and leading insurance businesses in Latin America. Andrew joined Michael and his brother Brian as co-founders of Olé, serving in its executive team as president and chief technology officer and sitting on its board.

The company sells digital life insurance to customers across Latin America and the Caribbean, serving clients in more than 30 countries. In January 2025, Olé announced a $13 million Series B led by PayPal Ventures, with Mundi Ventures, AV8 and Advent Morro participating. At the time, the company reported more than $2 billion in total insured value and a network exceeding 4,000 distribution partners.

Here, too, the product is an argument against inherited friction. Insurance can present itself as a fortress of forms, exclusions and small print. Olé's stated project is to make buying protection simpler, transparent and accessible. Carricarte's specific title may sound technical, but the larger contribution is translation: decades of regional insurance knowledge rebuilt for a screen, a partner network and a customer who expects the transaction to be legible.

His current portfolio extends beyond Olé. Carricarte is chief executive of FourCastle Investments, a Miami firm focused on early-stage software companies and real estate. The company was formed in Florida in late 2024. He also serves on the boards of World Trade Center Miami and Olé Life Insurance Company and chairs Haven of Hope International.

The civic recognition accumulated alongside the companies. Carricarte was named a South Florida Business Journal Power Leader in healthcare for six consecutive years and appeared among the Miami Herald's Top 20 business leaders. In 2024 he became a Knight of Malta. These honors sit beside a more revealing pattern of committee work: trade, veterans, children and entrepreneurship. The founder who once defined his role as opening the door to veteran experts and young innovators kept choosing rooms where the job was to connect people, not simply to occupy the largest chair.

A longer horizon than an exit

The nonprofit work supplies a useful counterweight to the acquisition dates and coverage statistics. Carricarte has chaired Haven of Hope International since 2021. On a July 2025 visit to Bolivia, he brought all four of his children and expressed an intention to keep the family committed to the work across generations. He has also supported veteran-focused work and has served on World Trade Center Miami's board since 2022.

That visit is a small scene, but it clarifies the scale Carricarte seems to favor. A funding round is measured in dollars; a patent in claims; a deployment in months. A multigenerational promise refuses the convenience of a neat quarter. It asks whether an obligation can be handed forward without becoming ceremonial. For someone whose technical work has centered on preserving information across gaps, the parallel is almost suspiciously tidy.

This public record suggests a preference for institutions over moments. The Army is an institution. Insurance is an institution. Ships are floating institutions with dining rooms. Boards are institutions with worse coffee. Even Carricarte's patents concern continuity - how one part of a system remembers what happened elsewhere and catches up when the link is restored.

That may be the most coherent way to read a career that otherwise jumps industries. Carricarte does not merely build software. He builds memory into organizations that operate under pressure. IOS helped practices move from paper to shared records. Tritan kept ship and shore in conversation. Olé is converting family expertise into a digital company designed to cross national boundaries.

Founders enjoy talking about disruption, a word that sounds better in a boardroom than it does on a vessel. Carricarte's work offers the less fashionable companion idea: continuity. The system keeps going. The team knows what to do. The local record waits patiently, then meets the remote one and resolves the difference. Somewhere beyond the port, the signal returns.