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Deephaven CEO on how he caught the mortgage bug


Built in the late 1800s, he noted, these were literally two-family structures – the left side was the first floor while the other side led to an upstairs portion of the structure. Located just northwest of Boston, the town is famous – or infamous – for being the early running grounds for the Winter Hill gang led by notorious mobster Whitey Bulger, Keratsis noted.

Catching the real estate bug

He was hooked. “I ended up buying a bit of a bug,” he said. While mulling over grad school, he rented out a unit in his newly purchased property. He would end up buying a second property and then several more – prompting him to open up his own real estate company called Cornerstone to sell his properties.

“As I was doing these closings, I realized there were title fees and attorney’s fees and everything else which were all transactional,” he recalled. “I met someone who said, ‘you should really get into the title and insurance business.”

With the same youthful enthusiasm that initially propelled him into the game, he formed Boston National Title.

A partner of influence

It was then that he would meet a billionaire investor who would help propel his career path to new heights. “We survived 2008 and kind of flourished because we had a backer like him,” the Deephaven chief said. “Banks at the time were looking for a lot of capital. He was willing to open up his Rolodex and introduce us to some of those banks.”



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