PolicyFly Featured in The New York Times on AI and the Future of Work

PolicyFly was recently featured in The New York Times in a report by labor and economics journalist Noam Scheiber. The piece explores how artificial intelligence is transforming white-collar work — accelerating complex technical tasks while simultaneously heightening the value of human relationships, trust, and customer success.

In the article, The New York Times highlights PolicyFly to illustrate a broader shift across the economy: while AI can drastically speed up technical execution, human relationships, trust, and alignment remain irreplaceable.

The Numbers Behind Our AI Acceleration

Setting up specialty insurance software requires deep, custom configuration for every customer implementation. As our CEO, Cory Crosland, shared with The New York Times, AI has had a massive impact on our ability to quickly get working platforms in front of our customers:

“In 2024, it took four or five PolicyFly employees an average of six months to get a new customer on board, Mr. Crosland said. The number of variables for each type of insurance policy and differences in the way insurers handle these variables meant that PolicyFly had to customize the software for each client.

Using A.I. to customize the software, a single PolicyFly employee can now get a customer on board in about two weeks, and Mr. Crosland expects that time to drop below one week this year.“

Why the Human Element Still Matters in Specialty Insurance

While AI handles software customization at unprecedented speed, specialty insurance remains fundamentally built on trust, alignment, and complex multi-stakeholder relationships.

Automating setup code is only half the equation:

“Still, Mr. Crosland said he didn’t think he would be able to automate the process much further, at least not for the foreseeable future. The reason? His customers want to interact with a human.

The customers want PolicyFly to reassure them that the software will work under different situations, and that they have set up their billing properly or are prorating their policies in ways that makes sense.

And, of course, there are the meetings to hash it all out — many, many meetings. “With the bigger companies, we have multiple people who are stakeholders weighing in from different departments,” Mr. Crosland said.”

That balance is at the core of PolicyFly’s business model. Our technology provides 80%-90% of the foundational infrastructure from day one. But that critical final 10%-20% requires capturing the unique underwriting judgment and logic of each team.

That’s where human relationships matter. Our team works hand-in-hand with clients to translate their domain expertise into automation and give them the confidence to scale.

What this means for insurers partnering with PolicyFly:

• Faster Time-to-Market: Transforming months-long software implementations into days, accelerating insurer growth

• Custom Underwriting at Scale: Translating complex, manual workflows into seamless automation without sacrificing bespoke logic

• Uncompromising Trust: Combining automated technical execution with deep human alignment across multi-stakeholder teams pre/post delivery

Read the Full Story

You can read the full article on The New York Times to explore how AI and human relationship-building are shaping the future of work across industries.

Read the Full Article on The New York Times →