Matthew Paine
LifeCap Holdings, LLC is a firm that works with institutions and family offices providing bespoke longevity-oriented investment structures. As the co-founder and managing director, I leverage my 24+ years of experience in the financial and insurance industry to create innovative and profitable solutions for our clients. I have a deep expertise in secondary market for life insurance, an alternative asset class that offers attractive returns and low correlation with traditional markets. Learn more here .
Articles by Matthew Paine
- Alternatives & Digital Assets
Alternative Investments Are Growing. Are We Spending More Time on Research or Judgment?
Have we modernized access to alternatives faster than we have modernized the way we evaluate them?
- Future of Advice
Your Practice Has Grown. Has the Business Grown with It?
The conditions that helped create past success should not automatically be assumed to be the conditions needed for what comes next.
- Business Growth

Revenue Leadership Starts With Strategic Clarity
The problem starts when departments begin operating with a different interpretation of what success actually looks like.
- Business Growth

Building a Revenue Engine That Can Survive Market Cycles
There is a point in many growing companies where sales momentum starts creating their own problems.
- Business Growth

What Separates Elite Sales Cultures From Average Ones
For sales organizations, culture often reveals itself long before the numbers fully show it.
- Alternatives & Digital Assets

Private Credit Is Everywhere. But at What Cost?
Private credit has earned its place in institutional and family office portfolios.
- Retirement & Income Planning

Steady, Stable, and Strong: Life Settlements Enter a New Phase of Sustainable Growth
Findings underscore a key point: the fundamentals of the life settlement market remain sound, and the long-term outlook continues to strengthen.
- Alternatives & Digital Assets

Keys to Successfully Raising Capital: Why Patience Wins in Alternatives
Raising capital in alternative assets often doesn’t meet expectations.
- Alternatives & Digital Assets

Great Teams Raise Capital. Poor Systems Kill Deals.
Raising Capital Series – Part 4: People – The Core of Every Successful Raise Every capital raise comes down to one thing: people.
- Alternatives & Digital Assets

From Pitch to Close: How a Professional Process Converts Investors Faster
Raising Capital Series – Part 3: Process – Turning Interest Into Investment Every company raising capital spends time perfecting its pitch deck.
- Alternatives & Digital Assets

From “Side of the Desk” to Center Stage: The New Blueprint for Raising Capital
Raising Capital Series – Part 2: Priority – Making Capital Raise a Strategic Imperative Most companies say raising capital matters.
- Alternatives & Digital Assets

The One Mistake That Kills Most Capital Raises—and How to Avoid It
Raising Capital Series, Part 1: Product – It All Starts Here The number of available opportunities with alternative assets is staggering.
- Market Intelligence

How Asset Managers Can Confidently Launch a Life Settlement Portfolio Fund
This environment pushes asset managers to search for return streams that stand apart and hold up under scrutiny.
- Research

How Life Settlements Became a Trusted Asset Class: A Century of Legal and Financial Evolution
These milestones matter. They have created consistency in transactions, improved consumer awareness, and attracted global capital.
- Market Intelligence

Beyond Private Credit: Why Family Offices Are Rethinking Portfolio Balance
As risks build in crowded private credit markets, family offices are rethinking how they build long-term portfolio resilience.
- Money & Life

Inside the Engine Room of Longevity Investing: A Candid Conversation With Denny Mathew of Dynamic Life Capital
An experienced allocator or just beginning to explore the longevity-asset class, this discussion offers both strategic clarity and practical takeaways.
- Retirement & Income Planning

Celebrating a $6 Billion Milestone: Why Life Settlements Matter for Seniors and Investors
More than $6 billion delivered to policyowners for their unwanted or underperforming life insurance policies. #LifeInsurance
- Retirement & Income Planning

Life Settlements and Privacy: Addressing the Natural Hesitation for High-Net-Worth Policyowners
The life settlement industry has developed robust processes and regulatory protections specifically designed to address these concerns. #life
- Market Intelligence

Positioning Life Settlements as Analogous To Private Credit for Institutional Investors
The same characteristics and benefits with private credit, making it highly analogous in terms of investment behavior and strategic role in a portfolio.
- Business Growth

The Power of Radical Honesty: How Self and Situation Analysis Can Expand Your Practice
Financial and insurance professionals who conduct a Self and Situation Analysis are often the ones who achieve the most meaningful, lasting success.
- Retirement & Income Planning

Understanding the Legal and Regulatory Framework of the Life Settlement Industry
Investors considering capital allocation in life settlements, a comprehensive understanding of the legal and regulatory framework is essential. #insurance
- Business Growth

Unlocking Optimal Performance: The Key To Building a Thriving Financial and Insurance Practice
Let’s explore how you can identify your personal peak performance windows and use them to build a successful, sustainable practice. #growth
- Research

Understanding Life Expectancy Evaluations in Life Settlements
Important to understand what life expectancy means, how it is calculated, and why it plays such a central role in life settlement transactions. #insurance
- Research

Understanding Life Insurance as an Asset Class: Investor Insights and Regulatory Measures
Intricacies of life insurance as an asset, its obligations within an insurance company's capital structure, and the regulatory requirements #insurance


