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    Life Settlement Due Diligence: What Every Policy Owner Should Ask Before Moving Forward

    Lakisha DavisBy Lakisha DavisFebruary 4, 2026
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    Life settlement due diligence checklist, policy documents, and questions for policy owners
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    Deciding to sell a life insurance policy is a major financial crossroads. It is a choice that can provide immediate liquidity and relief from rising premiums, but it’s not a path you should walk down without a map. Most people enter this process feeling a bit overwhelmed. You have spent years paying into a policy to protect your family, and now you’re looking at it as an asset to be traded. Honestly, that shift in perspective requires a high level of care. It feels a little strange to put a price tag on something that was meant for “someday.”

    Doing your due diligence isn’t just a suggestion. It’s the only way to ensure that your best interests stay at the front of the line.

    The first thing to understand is that the secondary market for insurance is a professional space. It is filled with different players, from brokers who represent you to providers who represent the investors. When you start asking who buys life insurance policies, you’ll find a mix of institutional investors, pension funds, and specialized firms. But do you know who is actually holding the contract at the end of the day? Knowing the landscape helps you realize that this is a significant transaction. You aren’t just selling a piece of paper. You’re transferring a complex financial instrument. And that’s the point. This is why asking the right questions from the very beginning is so vital.

    One of the most important questions involves the valuation of your policy. How did the buyer arrive at the offer price? A legitimate offer is based on several factors, including your health status, the type of policy, and the future premium obligations. If an offer feels like it was pulled out of thin air, that’s a red flag. You know, you shouldn’t have to guess why your policy is worth what they say it is.

    You deserve to see the math.

    So, you should ask for a clear breakdown of how your specific life expectancy and the policy’s internal costs were used to calculate the final number. Transparency here is the foundation of a fair deal. I guess it’s about making sure the value you’ve built isn’t being undervalued by a spreadsheet.

    Privacy is another area where you cannot afford to be shy. During the process, you’ll be sharing sensitive medical records and personal data. You need to know exactly who will see this information and how it’ll be protected. Have you considered where your medical history goes once the deal is signed? It’s a bit unsettling to think about your health records floating around in a digital cloud. Ask the provider about their data security protocols. Will your information be sold to third parties? How long do they keep your files after the transaction is complete? A professional firm will have clear, written policies regarding your HIPAA rights and data encryption. If they’re vague about privacy, it’s time to look elsewhere.

    And then there is the reputation of the people you’re working with. Licensing is a non-negotiable factor. Every state has different regulations regarding life settlements. You should verify that the broker or provider is fully licensed in your state of residence. Beyond the legal paperwork, look for a track record of ethical behavior. How long have they been in business? Can they provide testimonials or professional references? A long history of successful, transparent transactions is a good indicator that you’re in safe hands.

    Tax implications are often an afterthought, but they can significantly impact the actual value you receive. A life settlement is a taxable event. While a portion of the proceeds may be tax-free up to the amount of premiums you’ve paid, the rest could be subject to capital gains or ordinary income tax. You must ask how the proceeds will be reported to the IRS. But have you spoken to your own accountant yet? Maybe that should be your first call. More importantly, you should consult with a tax professional before signing anything. No one wants a surprise bill from the government six months after the deal is done.

    The impact on your future insurability is a detail that many policy owners overlook. Once you sell your policy, you may find it difficult or much more expensive to purchase a new one later. You’re essentially using up your insurance capacity.

    Ask yourself if you might need coverage again in five or ten years.

    If there’s a chance your family situation might change, selling the entire policy might not be the best move. Some providers offer a retained death benefit option, where you sell part of the policy but keep a portion of the coverage for your beneficiaries. It’s an option worth exploring if you still have some long-term concerns. You know, life changes fast.

    Finally, you should ask about the timeline and the closing process. Life settlements aren’t overnight transactions. They involve a lot of paperwork, medical record gathering, and legal reviews. A typical deal can take several months. If someone promises you a check in a week, they’re likely overpromising. Honestly, the hum of the laptop at midnight while you’re trying to figure out these forms is enough stress without worrying about broken promises.

    Get a realistic estimate of the milestones.

    When will the offer be firm? How long does the escrow process take? Knowing what to expect prevents the frustration of feeling like your file has disappeared into a black hole. Taking the time to dig into these details protects your financial future. It transforms you from a passive participant into an informed decision maker. Selling a policy is a way to reclaim the value of an asset you’ve built over decades. By asking the tough questions now, you ensure that the transition is smooth, legal, and truly beneficial for your life today.

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    Lakisha Davis

      Lakisha Davis is a tech enthusiast with a passion for innovation and digital transformation. With her extensive knowledge in software development and a keen interest in emerging tech trends, Lakisha strives to make technology accessible and understandable to everyone.

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