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Cypress Risk Group

A private risk advisory firm for families whose homes deserve better than the market provides.

Cypress Risk Group works exclusively with a curated membership of families with substantial residential real estate holdings.

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The Problem

The high-value property insurance market has stopped working for the families it claims to serve.

Premiums rise. Coverage caps fall behind true replacement values. Deductibles balloon. Service deteriorates. What was once a reliable relationship between family and carrier has devolved into something thin and adversarial.

Excellent risks subsidize poor ones. Loyalty earns no credit. Sophisticated families with strong claims histories and rigorous risk standards receive no special treatment, no advocacy, and no protection from the market’s broader dysfunction.

Independence and alignment are absent from the conventional carrier relationship. The families most able to recognize the gap are also the most underserved by the firms ostensibly there to protect them.

How Cypress Is Different

A different kind of relationship, built on three principles.

01
Independent.
Cypress is not owned by a carrier and does not act as one. Our incentives are aligned with the families we serve.
02
Curated.
Membership is by invitation and qualification, not by application volume. The pool is intentionally small.
03
Aligned.
Cypress earns when its members succeed. The relationship strengthens with time, rather than eroding with each renewal.
How It Works

Two ways to pay for the same protection. Only one of them keeps you covered.

The conventional path treats your premium like a term policy: every dollar leaves the building, every year, and your coverage erodes. Cypress works on a different principle. Your contribution does the work it was meant to do, and what is not used remains in the program for the benefit of the families who fund it.

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Leadership

Operators with two-decade track records. Not first-time founders.

Cypress is built by three co-founders whose careers span insurance distribution, capital markets, and legal architecture in regulated, high-trust markets. The credentials matter. The reason they came together to build Cypress matters more.

Meet the Founders

For families who would like to learn more about Cypress, we invite a private conversation.

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