How Life Settlements Turn Old Insurance Policies Into Real Cash with Matthew Paine episode artwork

EPISODE · Jun 9, 2026 · 59 MIN

How Life Settlements Turn Old Insurance Policies Into Real Cash with Matthew Paine

from Pivotal REI, formerly Pivot to Prosperity! · host Ginny Bolling, SR/WA

What if an old life insurance policy could open a door most people never even think to check? In today’s episode, Ginny Bolling talks with Matthew Paine for a revealing conversation about life settlements, alternative investments, and the hidden value many families may be overlooking. Matthew shares why seniors, investors, and family members should pause before canceling, surrendering, or letting a policy lapse, especially when that policy may have value in the secondary market for life insurance. From retirement planning and family conversations to non-correlated assets and long-term financial strategy, this episode sheds light on a topic that could change the way you look at life insurance.Matthew Paine is the co-founder and Managing Director of LifeCap Holdings, LLC, where he helps institutions and family offices explore longevity-oriented investment opportunities. With more than 24 years of experience across financial services, insurance, capital markets, and alternative assets, Matthew brings a practical, education-first approach to helping people better understand life settlements and the role they can play in a broader financial strategy.Reach out to Matthew Paine:Website: https://www.lifecap.com/ Email: [email protected] LinkedIn: https://www.linkedin.com/in/matthew-paine-a41877a/ ---Connect with Ginny Bolling on LinkedIn https://www.linkedin.com/in/ginnybollingPivot to Prosperity is a podcast that is sponsored by Pivotal Real Estate Investments, which focuses on helping investors build wealth and income through commercial real estate that improves communities. To learn more, visit www.PivotalREILLC.com Subscribe on your favorite podcast app so you never miss an episode.To watch other episodes, go to https://www.youtube.com/@PivotalREI

Episode metadata supplied by the publisher feed · Published Jun 9, 2026

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What if an old life insurance policy could open a door most people never even think to check? In today’s episode, Ginny Bolling talks with Matthew Paine for a revealing conversation about life settlements, alternative investments, and the hidden value many families may be overlooking. Matthew shares why seniors, investors, and family members should pause before canceling, surrendering, or letting a policy lapse, especially when that policy may have value in the secondary market for life insur...

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How Life Settlements Turn Old Insurance Policies Into Real Cash with Matthew Paine

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This episode was published on June 9, 2026.

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