
The Art of the Deal: The Key to Winning Against Insurance Companies
03/14/25 • 16 min
In this episode of The Secrets of Personal Injury Law, host Kevin Rosenquist sits down with seasoned personal injury attorney Colin Bober to uncover The Art of the Deal—the key strategies for successfully negotiating with insurance companies. Colin, who has represented over 4,000 clients and secured settlements exceeding $50 million, shares insider knowledge on navigating the complexities of insurance claims, common tactics insurers use, and how to maximize settlement offers.
From understanding the mindset of insurance adjusters to the importance of proper documentation, Colin explains why personal injury cases are more than just transactions—they're about securing justice for the injured. He also breaks down why it's rarely a good idea to handle claims alone and how having legal representation can make all the difference.
If you've ever wondered how insurance companies operate behind the scenes or how to strengthen your case, this episode is a must-listen.
Timestamps:[00:44] The Reality of Insurance Negotiations – Why insurance companies prioritize profits over people and how adjusters are limited by the authority given to them.
[02:18] Who Really Has the Power? – How attorneys move negotiations from low-level adjusters to decision-makers with more authority.
[02:32] The Importance of Documentation – Why police reports, medical records, pay stubs, and even personal journals are critical to proving a case.
[05:05] Common Insurance Company Tactics – How insurers try to minimize payouts, from recorded statements to lowball settlement offers.
[09:38] When to Push Back & When to Settle – Colin explains how he evaluates initial offers and decides whether to negotiate or take the case to court.
[12:19] The Worst Insurance Companies to Deal With – Colin reveals why some insurers make it nearly impossible to settle and why lawsuits become the only option.
[13:47] Breaking the Ambulance Chaser Stereotype – How personal injury attorneys fight for fairness, despite the industry's bad reputation.
The Secrets of Personal Injury Law with Colin Bober pulls back the curtain on the legal world of personal injury claims, insurance negotiations, and settlement strategies. Hosted by Kevin Rosenquist, this podcast features expert insights from Colin Bober, an attorney who has helped thousands of clients navigate the legal system to secure the compensation they deserve.
In this episode of The Secrets of Personal Injury Law, host Kevin Rosenquist sits down with seasoned personal injury attorney Colin Bober to uncover The Art of the Deal—the key strategies for successfully negotiating with insurance companies. Colin, who has represented over 4,000 clients and secured settlements exceeding $50 million, shares insider knowledge on navigating the complexities of insurance claims, common tactics insurers use, and how to maximize settlement offers.
From understanding the mindset of insurance adjusters to the importance of proper documentation, Colin explains why personal injury cases are more than just transactions—they're about securing justice for the injured. He also breaks down why it's rarely a good idea to handle claims alone and how having legal representation can make all the difference.
If you've ever wondered how insurance companies operate behind the scenes or how to strengthen your case, this episode is a must-listen.
Timestamps:[00:44] The Reality of Insurance Negotiations – Why insurance companies prioritize profits over people and how adjusters are limited by the authority given to them.
[02:18] Who Really Has the Power? – How attorneys move negotiations from low-level adjusters to decision-makers with more authority.
[02:32] The Importance of Documentation – Why police reports, medical records, pay stubs, and even personal journals are critical to proving a case.
[05:05] Common Insurance Company Tactics – How insurers try to minimize payouts, from recorded statements to lowball settlement offers.
[09:38] When to Push Back & When to Settle – Colin explains how he evaluates initial offers and decides whether to negotiate or take the case to court.
[12:19] The Worst Insurance Companies to Deal With – Colin reveals why some insurers make it nearly impossible to settle and why lawsuits become the only option.
[13:47] Breaking the Ambulance Chaser Stereotype – How personal injury attorneys fight for fairness, despite the industry's bad reputation.
The Secrets of Personal Injury Law with Colin Bober pulls back the curtain on the legal world of personal injury claims, insurance negotiations, and settlement strategies. Hosted by Kevin Rosenquist, this podcast features expert insights from Colin Bober, an attorney who has helped thousands of clients navigate the legal system to secure the compensation they deserve.
Previous Episode

Role of the Executor of the Estate
Episode Summary
In this episode of Affluence and Advocacy, Kevin Rosenquist and Natalia Sishodia discuss the crucial role of an executor in managing an estate. Natalia explains the responsibilities and challenges faced by executors, including navigating probate, managing estate assets, and ensuring the timely distribution of assets to beneficiaries. With real-life examples, they explore common questions and provide advice on staying organized and seeking professional help. The episode emphasizes the importance of legal guidance and the responsibilities of an executor to ensure a smooth estate administration process.
Timestamps:
[00:00-00:30] Introduction to the topic of executors and their responsibilities.
[00:30-00:56] First steps for an executor after being named in a will, including filing the will with the surrogate court.
[00:56-01:47] Natalia shares a story of helping a client navigate the probate process after a three-year delay.
[01:47-02:56] What happens if an executor passes away before the estate is settled, including the appointment of a successor executor.
[02:56-04:23] The main responsibilities of an executor, including identifying assets, paying debts, and distributing assets.
[04:23-05:25] Common questions from executors, especially about which assets should be included or excluded from probate.
[05:25-06:36] Managing overwhelming tasks as an executor and the importance of seeking professional help.
[06:36-07:57] Final advice for executors on staying organized and seeking professional guidance early in the process.
[07:57-09:08] Conclusion and a reminder to reach out to Ashia PLLC for assistance with estate matters.
About The Show
Affluence and Advocacy is a podcast dedicated to demystifying the complexities of New York real estate and estate law. Hosted by Kevin Rosenquist and featuring legal expert Natalia Sishodia, the show offers practical insights, real-life examples, and actionable advice for navigating challenging legal scenarios. Whether discussing estate administration, real estate transactions, or the role of executors, each episode equips listeners with the knowledge they need to make informed decisions and avoid potential pitfalls.
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Navigating Disability Law: Experts Insights with Don Pilzer
Episode Summary:
In this episode of the Disability Expert Podcast, host Chad Brown interviews Don Pilzer, a veteran disability lawyer with over 40 years of experience in South Carolina. Don shares his journey into disability law, insights on winning disability cases, and touches on his personal story about raising his son with autism. The episode provides valuable advice for disability claimants and a touching perspective on neurodiversity.
Key Timestamps:
00:00 - Introduction to the Disability Expert Podcast
00:23 - Introduction of guest Don Pilzer
01:39 - Don's story of entering disability law practice in 1982
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08:19 - Key advice for disability claimants regarding work activity
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About the Show:
The Disability Expert Podcast tackles difficult issues and interviews the country's top experts to help listeners better navigate the disability process. Each episode features insights from experienced professionals in the field of disability law and advocacy.
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