FEATURED
AI in underwriting
2025: The Rise of Professional-Grade AI in Insurance

2025: The Rise of Professional-Grade AI in Insurance

In 2025, insurance moved past AI hype and into the Professional-Grade AI era, where trustworthy, production-ready systems deliver real underwriting impact - and Kalepa is leading the way.

Paul Monasterio
Read more
2025: The Rise of Professional-Grade AI in Insurance

View articles in

All Categories

All
2026 Predictions for AI in Underwriting
AI in underwriting
Kalepa

2026 Predictions for AI in Underwriting

Members of Kalepa’s leadership team break down the six trends that will define the year - from maturing AI infrastructure to faster decisions, a narrowing talent gap, and a tighter competitive landscape.

Kalepa
The Next Phase of Underwriting Intelligence - Agentic AI
AI in underwriting
Paul Monasterio

The Next Phase of Underwriting Intelligence - Agentic AI

Leading insurers have shifted from a focus on automating to a focus on delegating - to AI Agents.

Paul Monasterio
The Insurance Industry’s Data Blind Spot—And How to Fix It
Underwriting Operations
Kalepa

The Insurance Industry’s Data Blind Spot—And How to Fix It

Messy, inconsistent data is one of the biggest obstacles to data-powered underwriting, and entity resolution is the issue insurers can’t afford to overlook.

Kalepa
Three Questions with Ada Adamczak, Manager of Full Stack Engineering
Company & leadership
Kalepa

Three Questions with Ada Adamczak, Manager of Full Stack Engineering

Ada gives guidance to potential applicants, covers how our full stack team impacts Kalepa's clients, and shares how Kalepa's culture helps deliver results

Kalepa
2024: The Year of the Copilot
AI in underwriting
Paul Monasterio

2024: The Year of the Copilot

This was the year that Copilots finally went mainstream, setting up a tremendous year for us at Kalepa.

Paul Monasterio
Three Questions with Vahini Patel, Manager - Customer Success
Company & leadership
Kalepa

Three Questions with Vahini Patel, Manager - Customer Success

Vahini offers her perspective on why she joined Kalepa, how our customer success team helps insurers hit their growth and profitability targets, and why Kalepa's focus on hustle and transparency creates a culture of getting stuff done

Kalepa
The No-Code Mirage: The Hidden Costs of No-Code Builds for Insurers
Underwriting Operations
Paul Monasterio

The No-Code Mirage: The Hidden Costs of No-Code Builds for Insurers

No-Code solutions are often viewed as a middle path in the Build vs. Buy debate. But a No-Code Build is still a Build - just with extra downsides

Paul Monasterio
Three Big AI Buzzwords Insurers Need to Know in 2025
AI in underwriting
Paul Monasterio

Three Big AI Buzzwords Insurers Need to Know in 2025

AI Agents, Explainable AI, and new foundational models are some of the biggest topics in AI right now. Here’s why they matter for insurers.

Paul Monasterio
That Worked: Episode 61 with Paul Monasterio
Company & leadership
Kalepa

That Worked: Episode 61 with Paul Monasterio

Kalepa CEO Paul Monasterio joins host Callan Harrington to discuss transparency, finding the ideal co-founder, and partnering with Kalepa's early customers

Kalepa
Driving Underwriting Excellence: Insights for the COO
Portfolio performance
Kalepa

Driving Underwriting Excellence: Insights for the COO

How can COOs guarantee underwriting excellence? Check out the 5 key steps and 3 major pitfalls operators need to know.

Kalepa
2023: Predictably Unpredictable
AI in underwriting
Paul Monasterio

2023: Predictably Unpredictable

I continue to observe two secular trends that intersected with many of the critical events of the year: the entirely predictable “unpredictability” as the world only continues to grow incomplexity as well as the rapid rise and evolution of technology in general and AI in particular.

Paul Monasterio
Paul Monasterio on the Insurtech Leadership Podcast
Underwriting Operations
Kalepa

Paul Monasterio on the Insurtech Leadership Podcast

Kalepa CEO Paul Monasterio joined host Joshua Hollander to discuss how Kalepa's Copilot underwriting workbench is empowering underwriters to bind faster and better than ever.

Kalepa
The PFAS Predicament: How Underwriters Can Respond
Underwriting Operations
Paul Monasterio

The PFAS Predicament: How Underwriters Can Respond

Many are worried that PFAS could be 'the next asbestos.' What is it, what can insurers do about it, and how can Copilot help them right away?

Paul Monasterio
The AI technique that no one in insurance is talking about
AI in underwriting
Paul Monasterio

The AI technique that no one in insurance is talking about

Summarizing articles, legal filings, and more for underwriters using the latest AI innovation

Paul Monasterio
Category Visionaries: Interview with CEO Paul Monasterio
Company & leadership
Kalepa

Category Visionaries: Interview with CEO Paul Monasterio

In this episode of Category Visionaries, Paul Monasterio, CEO and Co-Founder of Kalepa, joined host Brett Stapper for a wide ranging discussion on Paul's background, founding a successful startup, transforming the commercial insurance industry, and more.

Kalepa
Profiles in Risk Podcast - The Future of Underwriting
Underwriting Operations
Kalepa

Profiles in Risk Podcast - The Future of Underwriting

Listen to Tony Cañas and Paul Monasterio discuss innovation in commercial insurance, the future of underwriting, and how Kalepa's Copilot enhances underwriting and drives profitable premium growth on Tony's Profiles in Risk podcast.

Kalepa
The Leadership in Insurance Podcast - Enabling Insurers to Bind with Confidence
Company & leadership
Kalepa

The Leadership in Insurance Podcast - Enabling Insurers to Bind with Confidence

Listen to Alex Bond of FinPro. and Paul Monasterio of Kalepa discuss hype vs. reality in generative AI, augmentation vs. automation, and how insurers can best set up for success in the AI age.

Kalepa
From Buzzword Bingo to Business Success: How Insurers Can Navigate the AI Hype
AI in underwriting
Paul Monasterio

From Buzzword Bingo to Business Success: How Insurers Can Navigate the AI Hype

AI hype is at its highest point, but how can insurers separate the substance from the hype when it comes to new technologies? The answer is surprisingly simple.

Paul Monasterio
From Risk to Reward: The Impact of ChatGPT and LLMs on Underwriting
AI in underwriting
Paul Monasterio

From Risk to Reward: The Impact of ChatGPT and LLMs on Underwriting

Insurers are trying to figure out how to leverage the newest advances in AI, so we compiled the go-to guide.

Paul Monasterio
Underwriting technology is the solution to rising reinsurance rates — here’s why
AI in underwriting
Paul Monasterio

Underwriting technology is the solution to rising reinsurance rates — here’s why

What's driving them, and how can strong underwriting help insurers take back control?

Paul Monasterio
A Look Back at 2022: Permacrisis, AI, and Insurtech 2.0
AI in underwriting
Paul Monasterio

A Look Back at 2022: Permacrisis, AI, and Insurtech 2.0

Reflecting on a year of challenges and progress for the industry, and how Kalepa has responded

Paul Monasterio
Top 3 Things You Missed at Underwriting Innovation USA
Company & leadership
Chris D'Angelo

Top 3 Things You Missed at Underwriting Innovation USA

Didn't make it to the conference? Don't worry - we've got you covered.

Chris D'Angelo
Taking Copilot to New Heights
Product updates
Paul Monasterio

Taking Copilot to New Heights

Big changes are headed to Copilot - get ready for an even smoother underwriting workflow.

Paul Monasterio
The Art of Winning Commercial Insurance: Lessons from Moneyball
Underwriting Operations
Chris D'Angelo

The Art of Winning Commercial Insurance: Lessons from Moneyball

Winning the insurance technology arms race requires a new strategy - and it's not what you think

Chris D'Angelo
Reflecting on 2021: Our Journey Towards the Efficient Frontier
Company & leadership
Paul Monasterio

Reflecting on 2021: Our Journey Towards the Efficient Frontier

CEO Paul Monasterio highlights the top industry changes and Kalepa's major milestones from the past year

Paul Monasterio
Why strong underwriting is insurance’s ‘alpha’
AI in underwriting
Paul Monasterio

Why strong underwriting is insurance’s ‘alpha’

If insurers want to outperform their competitors, high quality underwriting is the secret - here's why.

Paul Monasterio
Taking stock of 2020: Underwriting in an Ever-Changing World
Company & leadership
Paul Monasterio

Taking stock of 2020: Underwriting in an Ever-Changing World

At the end of a turbulent year across the globe, CEO Paul Monasterio reflects on Kalepa's ongoing growth and how we help insurers during this challenging time.

Paul Monasterio

OUR CUSTOMERS

What real teams say
after turning on Kalepa

See how Kalepa helps insurers improve speed, consistency, and portfolio performance.

BOOK YOUR DEMO
Trusted by top-tier INSURERS. Proven in production.

Platform

Submission Ingestion
Clearance
Triage
Risk Analysis
Quote & Bind
Rating
Portfolio Management

Resources

Case StudiesBlogEvents

About

CompanyCareersNewsroom

© 2026 Kalepa. All rights reserved.

Design by Altalogy

We use cookies to improve your experience on our site. For more information, please read our Privacy Policy.
Reject non-essentialAccept all