Jody Glidden has spent more than three decades building tools for people who never have enough time.
His career started in the early 1990s with one of the first enterprise learning systems and later included the legal platform Introhive, which reached a $500 million valuation before his exit. But the idea behind Postilize, his latest startup, came from something even simpler: lawyers kept losing clients because they had no clue what was happening in their own accounts.
“Law firms were losing clients and they didn’t see it coming,” Glidden told Refresh Miami. His last company helped firms understand the strength of their relationships. Postilize pushes that further by having AI track early signs of trouble or opportunity.
“It’s trying to help them no longer have to go into some system to understand the relationships that are at risk. It’s just pouring through data and will bring you insights,” he added.
Instead of waiting for a partner to notice a quiet inbox, Postilize scans signals across the entire client base. If a firm hasn’t spoken to a key contact in months, the platform flags it. If rumors of layoffs appear online, it alerts the employment team. If a company quietly hires a head of corporate development, Postilize suggests reaching out before the next deal appears.
“You’re not going to check LinkedIn every day and check the news every day and check private databases and filings,” he said. “Now we can put AI to the problem.”
Glidden jokes that the rise of generative AI feels like finding “ten billion new people who are smart and want to work for free.” Those new helpers don’t merely point out risks – they help with business development. “We call it growth tech,” he said. “Helping them find opportunities before they even occur. Drafting the email, giving them the conversation starters.”
The platform now works across a wide range of firms. “It’s fairly common among 100-lawyer firms and above,” Glidden said. But it also powers major global clients, including one of the Big Four accounting firms. A couple of single-user firms even slipped in thanks to personal connections, although that’s not the target market.
One of the biggest recent steps is the partnership with legaltech giant Litera, which just announced a strategic investment in Postilize and the launch of a joint venture called Foundation Proactive.
Glidden said Litera’s database of firm experience – every matter, opposing counsel, and outcome – made it a perfect pairing.
“I thought it would be a great source of information for Postilize,” he said. Their combined product helps firms filter a massive stream of predicted legal matters down to the ones they are most likely to win.
“It’s only been two months, but it’s gotten a ton of traction really quick,” Glidden asserted.
Miami has been part of Glidden’s story since 2010, long before the current wave of tech migration. “At the time, my old investors said ‘absolutely not,’ to me living in Miami,” he said, laughing. He stayed anyway, and that decision worked out. “Now there are so many more investors in Miami, so many more executives. The talent pool is a lot deeper.”
He likes the airports, too. “I can be in any city, any day, same day, and often back at night,” he said. He also credits the community for providing connections that help legal tech companies grow. “We have a great network in Miami,” he said. “It’s been really great for the tech community.”
Postilize now has around 25 employees, though most work outside Miami. Glidden isn’t going anywhere. “I’m here. I’m never leaving,” he said.
The next stage of the product focuses on even sharper prediction. “We’re already able to predict an incredible amount of legal matters,” he said. But the coming year will bring new kinds of signals such as the deals that are most valuable to each firm, fastest to close, or the easiest wins.
“These types of predictions would never have been possible even last year,” he said. With better models and deeper integrations, he believes the platform will advance quickly.
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