Seyfarth Shaw LLP

Into the Breach

Business EN ↓ 44 episodes

The first law firm podcast exclusively devoted to reps and warranties insurance and the transactional risk markets. Hosted by Seyfarth partners Bryan M. O’Keefe and Gena B. Usenheimer, each week the hosts in their unique, buoyant style, interview leaders from the industry, and explore the latest developments, market trends, and news impacting RWI and transactional risk insurance.

Author

Seyfarth Shaw LLP

Category

Business

Podcast website

www.seyfarth.com

Latest episode

Mar 23, 2026

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Episodes

Episode 44: Covering More Than Title 23.03.2026

On the latest episode of Into the Breach, Bryan and Gena welcome back return guest A.J. Kritzman, for a discussion about his new role as Vice President, Transaction Risk Solutions, at First American. Topics discussed include: • The intersection of title insurance and transactional risk insurance • How A.J. and his team can help provide unique solutions in commercial real estate transactions • Rate...

Episode 43: Welcome to the Aon Claims Team! 08.10.2025

On this episode of ITB, Bryan and Gena are joined by the wonderful Aon team of Stephen Davidson, Jennifer Drake and Anthony Dragone. Topics discussed include: • ITB’s award-winning status! Thank you to Million Podcasts for ranking us as one of the Top 60 M&A Podcasts! • Key takeaways from the Aon Claims Report, including: • Frequency and severity of claims and record high recoveries • How the high...

Episode 42: Oil Strike – Utilizing RWI on Oil and Gas Transactions 10.06.2025

On this episode of ITB, Bryan and Gena are joined by Paige Brewin, Senior Vice President and Head of Transactional Liability QBE North America, to talk about the benefits of using representations and warranties insurance in oil and gas transactions. Topics discussed include: • Paige and Gena’s axe throwing skills • How Paige’s background serving as underwriting counsel prepared her for her current...

Episode 41: Use of RWI in Healthcare Deals 01.05.2025

On this episode of ITB, Bryan and Gena are joined by Philip Z. Glorieux, Managing Director – Healthcare, Ambridge Partners LLC to discuss his career underwriting in the healthcare space and how the market has changed with respect to the availability of coverage for these deals Topics discussed include: • Gena’s experience at Othello and her horror at the lack of cell phone access (for the whole sh...

Episode 40: Making the Change – Transitioning from Big Law Associate to RWI Underwriter 25.03.2025

In another career oriented episode of Into the Breach, Bryan and Gena are joined by Caroline Barry, Assistant Vice President & Counsel at Ryan Transactional Risk, for a discussion of how she transitioned from big law associate to RWI underwriter. Topics discussed include: • Gena’s early morning encounter with a canine friend • Caroline’s background as a corporate associate working in big law • How...

Episode 39: Forensic Accounting – Not Just For CSI 06.03.2025

On this episode of ITB, Bryan and Gena are joined by Ephraim Stulberg, Partner, MDD Forensic Accountants, for a discussion on the resolution of financial statement claims on RWI policies. Topics discussed include: • Bryan and Gena’s shared history of forensics/debate in high school! (Hi Miss Esslinger at Syosset High School!) • Ephraim’s studies at The University of Toronto and his career trajecto...

Episode 38: Underwriting Real Estate Transactions (Who Doesn’t Love an Easement!?) 25.02.2025

On this episode of ITB, Bryan and Gena are joined by Simon Wood, Head of Real Estate, CFC Underwriting, to discuss utilizing RWI on real estate transactions. Topics discussed include: • Bryan and Gena’s favorite activities at the 2025 Aon M&A and Transactional Solutions Symposium • How Gena invited herself to CFC’s “puppy day” • Simon’s status as a “real estate nerd” • The Growth of CFC’s real est...

Episode 37: Point Man: An Interview with Dennis Kearns, Chief Executive Officer, Sands Point Risk 12.12.2024

Bryan and Gena welcome back the only two-time insurer guest on Into the Breach with a return visit from Dennis Kearns, Chief Executive Officer of Sands Point Risk. Topics discussed include: • The launch of Sands Point Risk • How Sands Point Risk will utilize transactional risk insurance as a flagship offering for a new full-service MGA • How Dennis came up with the name “Sands Point Risk” and the...

Episode 36: The Role of Underwriting Counsel in the RWI Process 02.12.2024

In the latest episode of Into the Breach, Bryan and Gena tackle a topic near and dear to their hearts: the critical role that underwriting counsel play in the RWI process. For this enlightening discussion, our hosts are joined by Sara Josselyn, a Partner at Gowling WLG, who frequently serves as underwriting counsel to RWI insurers in Canada. Topics discussed include: • How Sara’s work as a corpora...

Episode 35: RWI Claims: Everything You Want To Know 16.09.2024

In a first for the podcast, Bryan and Gena are joined by special guest co-host Christine Kim, Counsel, Seyfarth Shaw, for a discussion with Phil Casper, Principal at Euclid Transactional, on RWI claims. Topics discussed include: • How Phil’s prior work as an underwriter helped prepare him for his current role in managing Euclid’s claims • Background on Euclid’s claims team and how they are able to...

Episode 34: New Opportunities in Contingent Risk 29.07.2024

Bryan and Gena are joined by Jason Bertoldi, Head of Contingent Risk Solutions, WTW, for a discussion on new opportunities in contingent risk, including how law firms and plaintiff side litigation can benefit from this transactional risk solution. Topics discussed include: • How Jason’s background as a litigator at a major law firm and an analyst in litigation funding prepared him for his current...

Episode 33: Econ 101: The Underlying Economics of RWI 23.04.2024

Bryan and Gena are joined by Randy Hein, President of Berkley Transactional, for a discussion on the underlying economics of RWI policies and the implications of these economic factors for your next transaction. Topics discussed include: • Randy’s professional insurance background and how it led him to success at Berkley Transactional • Why economic factors such as human capital and financial capi...

Episode 32: Cyber Insurance: What You Need to Know for Your Next Deal 20.03.2024

Bryan and Gena are joined by Lidore DeRose, Senior Partner and Leader of Transactional Risk, Baldwin Risk Partners and Emily Short, National Director of Cyber Product, Baldwin Risk Partners, for a discussion of underlying cyber insurance coverage and how cyber insurance intersects with transactional risk insurance on deals. Topics discussed include: • How Lidore and Emily got into the insurance in...

Episode 31: Early 2024: The State of the RWI Market 11.03.2024

Kicking off the new year with their first guest of 2024, Bryan and Gena welcome Megan Quail, Managing Director and Head of Reps and Warranties Insurance – North America, VALE Insurance Partners for a discussion of where RWI stands in the first few months of 2024 and what we can expect in the year to come. Topics discussed include: • How Megan transitioned from an initial career path in litigation...

Episode 30: Transactional Risk Insurance in Asia: Market Primer and Opportunities Ahead 14.09.2023

Returning from a summer hiatus, Bryan and Gena are joined by veteran broker Sandra Lee, Chief Executive Officer – Asia, BMS Group, for a discussion on the state of transactional risk insurance in Asia. Topics discussed include: • How Sandra transitioned from working as a M&A attorney to being one of the first transactional risk brokers in Asia • How BMS created a premier global platform for transa...

Episode 29: Striking the Right Balance – Archer Transactional Enters the RWI Space 06.06.2023

Archer Transactional, a Balanced Partners Program, recently launched in the RWI space, with long-time transactional risk leader Ben Welch at the helm. In this episode, Bryan and Gena are joined by Ben for a discussion of Archer’s birth and how this new carrier will seek to become the best RWI platform in the United States by marrying underwriting efficiency with strong claims handling experience....

Episode 28: RiskPoint – A Global Underwriting Platform Hitting the Mark 23.05.2023

Combining a global underwriting platform with deep experience in the North America RWI space, RiskPoint has quickly established itself as a premier transactional risk carrier since launching in 2021. In this episode, Bryan and Gena are joined by Michael McGowan, Managing Director and Head of M&A Americas, for a discussion of where RiskPoint sees itself in the current market and plans for the futur...

Episode 27: Secondaries: The New RWI Frontier 01.05.2023

One of the industry’s most prominent brokers, Matt Heinz, Partner & Co-Practice Leader, Transactional Liability, at Lockton Companies, joins Bryan and Gena for an enlightening discussion on the newest transactional risk trend: using RWI on secondaries transactions. Topics reviewed include: • What is meant by a GP-led “secondaries” transaction • Why secondary transactions are attractive risks for R...

Episode 26: Palisade Insurance Partners: Putting a Strong Fence Around Risk 12.04.2023

Palisade Insurance Partners is open for business, becoming the first transactional risk insurer with a primary focus on contingent risk. In this episode, Bryan and Gena are joined by John McNally, President at Palisade Insurance Partners, for a discussion of his new venture and how transactional risk insurance can be creatively utilized on contingent risk matters. Topics reviewed include: • How Jo...

Episode 25: A Broader View: How Transactional Risk Insurance Revolutionized Risk Allocation 28.03.2023

In a more philosophical episode, Bryan and Gena are joined by world renowned tax expert Harry Ballan, Managing Director, Global M&A Group, Alliant Insurance Services, for a wide-ranging discussion of how transactional risk insurance fits into the broader history of risk allocation between parties. Topics discussed include: • How Harry’s background as a PhD recipient, university professor, and then...

Episode 24: RWI in Start-Up Nation: Utilizing Transactional Risk Insurance on Deals in Israel 21.02.2023

Continuing our international theme, Bryan and Gena kick off ITB’s 2023 season with Joshua Begner, Head of Private Equity and M&A Israel at WTW, for a primer on how transactional risk insurance can be utilized on deals in Israel. Topics discussed include: • How Josh developed the first RWI brokerage shop based in Israel with WTW • Why RWI is well positioned for Israel’s “start-up nation” mentality...

Episode 23: RWI For Corporate Buyers: The Ultimate Primer 22.11.2022

While the dramatic growth in RWI in recent years was driven primarily by private equity, corporate buyers have implemented transactional risk insurance with increasing frequency in the last eighteen months. Yet, due diligence for corporate buyers can be different from PE purchasers and many corporate dealmakers are still in the dark about the RWI underwriting process. In this episode, Bryan and Ge...

Episode 22: Mio: A New Way to Underwrite RWI 15.11.2022

With an emphasis on technology and efficiency, io.insure recently launched Mio, a new global RWI underwriting platform for SME deals. In this episode, Bryan and Gena are joined by David Rogers, the co-founder of io.insure, for a discussion about this innovative approach to underwriting RWI. Topics reviewed include: • How Mio uses technology to offer a streamlined RWI underwriting process for up to...

Episode 21: Open for Business: Dual Transaction Solutions Launches Tax Insurance Product 31.10.2022

Building on its incredible growth since its formation in early 2020, Dual Transaction Solutions is now launching a stand-alone tax insurance product. In this episode, Bryan and Gena are joined by Yash Jafari, Senior Vice-President Tax at Dual Transaction Solutions, for a discussion on Dual’s latest transactional risk offering. Topics reviewed include: • The “three buckets” of tax risks that Dual f...

Episode 20: Transitioning from M&A Counsel to RWI Underwriter: An Interview with Heith Rodman 03.10.2022

Continuing with our “career theme,” Bryan and Gena are joined by Heith Rodman, Vice-President and Transactional Risk Underwriter at Berkley Transactional, for a discussion on making the career jump from M&A counsel at an international law firm to transactional risk underwriter at Berkley. Topics discussed included: • Heith’s background as a long-time M&A attorney at Jones Day in Atlanta • Why Heit...

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