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 ONE NATIONAL SUMMIT. RAISING THE BAR FOR INSURANCE LEADERSHIP.

SEPT 16, 2026 | CHICAGO, USA

Bring ideas. Bring your team. Build your advantage.

TACKLE CHALLENGES.

CONNECT NATIONALLY.

LEAVE SHARPER.

We have brought all four of our regional summits — Chicago, New York, Atlanta, and Los Angeles — into one national event: Women in Insurance Live, the summit where the women shaping U.S. insurance come together. This is the one forum where leaders driving real change, navigating complex decisions, and raising the bar for what leadership looks like in this industry are all in the same room.

One day, one room, the people you want around you and the conversations you cannot get anywhere else. Leave knowing how to lead more effectively, retain the people who matter, and own the room — with a national network to call on when it counts.

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NETWORKING EXPERIENCES

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InsuranceFest was a ‘wow’ experience – after more than 600 conferences, I’d rank the networking and social interaction on the Santa Monica Pier in my top five.

– Jeff Kleid, Elite Risk Insurance

INSURANCEFEST AT A GLANCE

GET INSPIRED

Network Like You Mean It

1,000+ insurance leaders, founders, and innovators in one place. Brokers, MGAs, agencies, insurers, InsurTechs. From C-suite to NextGen, they’ll all be on the pier. 

FIND SOLUTIONS

Join the Conversation

60+ industry voices you actually want to hear from—from Aon to Marsh McLennan to InsurTech founders. Interactive sessions across every zone where you’re invited to jump in, ask what you really want to know, and steer the discussion. This isn’t sit-and-listen; it’s speak up and be heard.

JOIN INTERACTIVE

Hands-On Marketplace

30+ exhibitors and interactive InsurTech demos you can actually touch and test. A buzzing marketplace of ideas, solutions, and collaborations where you discover new tools, products, and partners to tackle your biggest challenges.N ot just watching — finding what you’ll take back to your work. 

level up your team

Discussion Table Real Talk 

50+ exclusive, 1-hour Discussion Tables for senior brokers and decision-makers. Small-group, facilitated conversations on Cyber, Digital Transformation, Construction, and E&S where everyone leans in, swaps war stories, and pressure-tests ideas in real time.

EMBRACE FUTUREFEST FUN

Bring Your Crew

Team experiences and group sessions designed so your whole organization goes back energized with shared insights and new connections. Build your own festival lineup as a team, join collaborative workshops together, tackle live challenges side by side, and turn the pier into your offsite — complete with shared moments, fresh ideas, and stories you’ll still be talking about back at the office. 

PARTY BY THE BEACH

Festival Energy on the Pier

From sunrise yoga to sunset sets, food trucks, cocktails, and ocean air — the pier turns every coffee break into a moment.

Choose Here
  • Content
  • Networking
  • Experiences
  • Discussion Tables

Sessions built around the decisions and challenges that define leadership in insurance right now — M&A, high-stakes decisions, AI investment, talent retention, and executive presence. Hear from those leading the way, those still figuring it out, and those carving their own path. Diverse voices, honest conversation, and content that reflects the full range of what leadership looks like in this industry. 

 
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Women in Insurance Live is more than an event — it is a community. A room where the women shaping U.S. insurance come together to support, challenge, and champion each other. Carriers, brokers, MGAs, and specialist firms — 600+ leaders from across the country. Morning coffee, networking lunch, peer exchange, and evening drinks, all designed to build the kind of connections that don't end when the day does. 

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From the Architecture & Networking Cruise on the Chicago River the day before to small-group dinners across the city right after the event, every part of the experience is designed to matter.

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Ten topics. One hour. Peer-led conversations on cyber, AI, talent, climate, distribution, and leadership — where the real exchange happens. Senior leaders talking honestly about what they are navigating, with people who understand exactly what that means. 

 

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BRING IDEAS. BRING YOUR TEAM. BUILD YOUR FUTURE.

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WHAT ATTENDEES ARE SAYING

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SESSION HIGHLIGHTS

Wearing the Crown: Sustaining Performance, Resilience, and Leadership in Times of Change

The weight of leadership does not let up. This keynote explores how the industry's most effective women stay sharp, lead with clarity, and keep performing when the pressure is constant and the expectations are high.

Claiming Your Story: Building Influence, Presence, and Pathways to the Top

The panel that gets honest about what it actually takes to reach the top. How to make your value visible, own the room, and build a path to the roles that matter — without waiting until you feel ready.

Discussion Tables: The Conversations You Actually Want to Be In

The most valuable conversations at any event happen between peers. These structured tables put you in the room with senior leaders facing the same decisions you are — no presentations, no panels, just the real discussion.

What I Know Now That I Didn't Then

Senior leaders, rapid-fire questions, no scripts. The session that closes the day with the kind of candid reflection you rarely hear on a stage — what they would do differently, what they wish they had known sooner, and what actually matters.

HIGHLIGHT SPEAKERS

Jodie Kaufman Davis

Co-President, H.W. Kaufman Group and Vice Chair
Atain Insurance Companies

Margaret Milkint

Global Insurance Practice Leader
DSG

Katie Flynn

Chief Financial Officer and Treasurer
Safety National

Jasina Morris

Senior Vice President
Alliant Insurance Services

Jen Scales

Senior Vice President
Gallagher

Neha Thaker

Chief of Strategy & Market Intelligence, Portfolio Risk Solutions
HSB

THEMES AT A GLANCE

Digital Transformation & Innovation

From real‑world AI and digital client journeys to smart InsurTech/RegTech choices, this track focuses on turning technology into tangible brokerage and client outcomes.

Cyber, Risk & Underwriting

Explore how to turn cyber into a value‑driven advisory conversation, with crisis playbooks and underwriting strategies for the next wave of cyber and personal exposures.

Nat Cat & Climate

Get practical on modelling, pricing, explaining, and placing nat cat and climate‑exposed risks in a world of constant volatility.

Regulation, Legal & Compliance

Unpack what new rules really mean for AI, cyber, claims, E&S, and specialty, and see how RegTech can keep you compliant without slowing brokers down.

Next Gen

Sharpen your career path with playbooks, cross‑generational collaboration, and strategies for standing out as a NextGen broker in a consolidating, tech‑driven market.

E&S Unfiltered

Go deep on winning in a tight, fast‑moving E&S market, from “wild risk” solutions to the broker‑MGA‑carrier partnerships that unlock specialty placements.

Construction & Specialty Reports

Tackle complex construction and specialty risks under climate, cost, and regulatory pressure, spotting breakout niches and learning from major claims and project outcomes.

Market Capacity, M&A & Economic Headwinds

Navigate consolidation, shifting capacity, and economic pressure with strategies to stay relevant, compete, and position your firm for sale, scale, or partnership.

DISCUSSION TABLES

Step into action with our all-new themed discussion tables—built for leaders who want results now. These fast-paced, interactive sessions go beyond theory, delivering tactical conversations and proven takeaways you can put to work immediately. 

Cyber

How do you keep up with rapidly evolving cyber policies while driving client education on emerging risks and solutions? 

Digital Transformation

What are the transformational benefits of implementing AI effectively across your business? 

Construction

What are the biggest hidden builder’s risks brokers and clients need to watch for, and how can you identify them early? 

Excess & Surplus Lines

How do you build and maintain client trust in E&S placements, especially in a volatile market? 

Cyber

How are you leveraging AI to outpace cyber threats, and what challenges are you facing in the cyber arms race? 

Digital Transformation

How can brokers turn data into actionable insights that drive revenue and growth? 

Construction

What strategies help brokers navigate high-risk construction projects in a tightening market? 

Excess & Surplus Lines

How do you stay ahead of volatility in the E&S market and make confident placement decisions? 

Cyber

What strategies have helped you convert cyber skeptics into loyal, proactive clients? 

Digital Transformation

How do you design a digital-first client experience that truly delivers value and loyalty 

Construction

How do you evaluate and implement jobsite technologies that deliver real value for clients? 

Excess & Surplus Lines

What creative strategies help brokers secure E&S coverage when traditional markets say no? 

Cyber

What digital threats are most concerning for your clients, and how are you helping them prepare? 

Digital Transformation

What lessons have you learned from your digital transformation journey—both successes and failures? 

Construction

How do you identify and negotiate contract clauses that can make or break a construction deal? 

THEMES AT A GLANCE

Digital Transformation & Innovation

  • Turning AI from hype to ROI in real brokerage workflows
  • Building a digital client journey that wins (and keeps) business in a virtual world
  • Choosing InsurTech and RegTech partners that accelerate real transformation
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Cyber, Risk & Underwriting

  • Turning cyber risk into a client‑value conversation, not a fear pitch
  • Cyber crisis playbooks: who does what, when it hits
  • Underwriting the next wave of cyber and personal cyber exposures
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Nat Cat & Climate

  • Rethinking nat cat models for a world that won’t sit still
  • Helping clients understand climate‑driven pricing and coverage shifts
  • Placing and structuring nat cat and climate‑exposed risks when volatility is the norm
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Next Gen

  • Career playbooks: what rising brokers wish they’d known earlier 
  •  Mixing veteran experience with new ideas in 
  •  Finding your lane as a NextGen broker in a consolidating, tech‑driven market

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Diversity & Inclusion

  • Real stories from women and under‑represented leaders on breaking through and bringing others with them
  •  How brokers can sponsor others, share opportunities, and use their voice even without a hiring title 
  •  Where inclusion has changed client relationships, ideas, and outcomes – not just internal messaging

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E&S Unfiltered

  •  Winning in a capacity‑tight, appetite‑shifting E&S market 
  •  Designing E&S solutions for “wild risks” the standard market won’t touch 
  • Broker, MGA, and carrier partnerships that unlock specialty placements

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Construction & Specialty Reports

  • Managing construction risk under climate, cost, and regulatory pressure
  • Spotting breakout niches across specialty lines before the market crowds in
  • Claims and coverage lessons from large, multi‑party and specialty projects

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Market Capacity, M&A & Economic Headwinds

  • Broker playbooks for navigating consolidation and staying relevant
  •  Positioning your firm for sale, scale, or strategic partnership
  •  Competing when capacity, pricing, and client demand all move at once

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Digital Transformation & Innovation

  • Turning AI from hype to ROI in real brokerage workflows
  • Building a digital client journey that wins (and keeps) business in a virtual world
  • Choosing InsurTech and RegTech partners that accelerate real transformation
hero-bg-1

Cyber, Risk & Underwriting

  • Turning cyber risk into a client‑value conversation, not a fear pitch
  • Cyber crisis playbooks: who does what, when it hits
  • Underwriting the next wave of cyber and personal cyber exposures
hero-bg-1

Nat Cat & Climate

  • Rethinking nat cat models for a world that won’t sit still
  • Helping clients understand climate‑driven pricing and coverage shifts
  • Placing and structuring nat cat and climate‑exposed risks when volatility is the norm
hero-bg-1

Regulation, Legal & Compliance

  • What new rules really mean for AI, cyber, and everyday brokerage workflows
  • RegTech that actually simplifies audits, file reviews, and reporting
  • Staying compliant on claims, E&S, and specialty without killing broker speed 

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Next Gen

  • Career playbooks: what rising brokers wish they’d known earlier 
  •  Mixing veteran experience with new ideas in 
  •  Finding your lane as a NextGen broker in a consolidating, tech‑driven market

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Diversity & Inclusion

  • Real stories from women and under‑represented leaders on breaking through and bringing others with them
  •  How brokers can sponsor others, share opportunities, and use their voice even without a hiring title 
  •  Where inclusion has changed client relationships, ideas, and outcomes – not just internal messaging

hero-bg-1

E&S Unfiltered

  •  Winning in a capacity‑tight, appetite‑shifting E&S market 
  •  Designing E&S solutions for “wild risks” the standard market won’t touch 
  • Broker, MGA, and carrier partnerships that unlock specialty placements

hero-bg-1

Construction & Specialty Reports

  • Managing construction risk under climate, cost, and regulatory pressure
  • Spotting breakout niches across specialty lines before the market crowds in
  • Claims and coverage lessons from large, multi‑party and specialty projects

hero-bg-1

Market Capacity, M&A & Economic Headwinds

  • Broker playbooks for navigating consolidation and staying relevant
  •  Positioning your firm for sale, scale, or strategic partnership
  •  Competing when capacity, pricing, and client demand all move at once

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AGENDA

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Shore Zone

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Discussion Tables

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PLATINUM SPONSOR

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GOLD SPONSORS

Burns & Wilcox Canada
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ASSOCIATE SPONSORS

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Bring ideas. Bring your team. Build your future.