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Fifth Season Financial

2777 Summer St Ste 304
Stamford, Connecticut 06905-4381

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What We Do

Fifth Season Financial offers a financial option for patients with an advanced stage illness and seniors with in-force life insurance. In business since 2007, Fifth Season Financial is the leading specialty lender in the field. As a licensed consumer lender, Fifth Season Financial has provided more than $115 million in financial assistance to date. The Funds for Living and Giving (FLAG) Program offers an alternative to an outright policy sale/life settlement. FLAG is structured as a loan secured solely by the death benefit of an individual's life insurance policy.

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Latest Blogs


Explaining Life Settlements - What Policyholders Need to Know

Do you have a life insurance policy that you’re about to let lapse? Are you 65 years or older? 

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5 Tips for a Successful Life Settlement Negotiation

There are a lot of factors that go into determining the value of a life settlement. However, none are as important as your ability to…

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LISA Endorses H.R. 5958, the “Senior Health Planning Account Act”

The Life Insurance Settlement Association (LISA) today endorsed H.R. 5958, the “Senior Health Planning Account Act”, introduced by Rep. Brian Higgins (D-NY) and Rep. Gregory…

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Get Your Team on the Court

The life settlement industry is undergoing a period of steady growth, fueled by demographic tailwinds and increased consumer awareness of the life settlement option as…

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