Professional Life Insurance Oversight for Trustees & Fiduciaries

LifeCheck delivers independent, institutional-quality evaluations and ongoing monitoring so trustees can fulfill their fiduciary duties with confidence.

LifeCheck: Independent, best interest life insurance oversight for trustees, attorneys, and professional advisors.

Objective Policy Performance Evaluations

A structured, third-party analysis of death benefit stability, funding adequacy, carrier strength, and longevity of coverage.
Objective Policy Performance Evaluations

Actionable Remediation Plans

If a policy is underperforming, we outline clear options — restructure, convert, replace, or life-settle — based on best interest standards, not sales incentives.
Actionable Remediation Plans

Ongoing Level Monitoring

Annual reviews, premium oversight, documentation, and proactive alerts — a true outsourced ILIT governance solution.
Ongoing Level Monitoring

THE LIFE CHECK PROCESS

Step 1: Gather Information
We securely obtain current policy data and in-force illustrations directly from carriers.

Step 2: Policy Performance Evaluation

We analyze:

  • Coverage duration and funding sufficiency
  • Contract guarantees and maturity provisions
  • Carrier strength
  • Risk of lapse or underperformance

Step 3: Findings & Recommendations

We provide clear, documented guidance with:

  • Issues identified
  • Options to improve coverage
  • Fiduciary-appropriate next actions

Step 4: Implementation (Optional)
If changes are needed, our team can implement or help manage the process.

Step 5: Ongoing Monitoring (Optional)
We offer annual reporting, premium reminders, and trustee-ready documentation.

CASE STUDIES

Click or tap on the case studies below to reveal the outcome for each.

Case Study 1

Underperforming Policy


The Problem:
Jim had been paying premiums that were far less than the planned amount.

Case Study 2

Pending Policy Lapse


The Problem:
Analysis discovered that the duration of Josephine’s guaranteed coverage was reduced.

Case Study 3

Increased Costs of Insurance


The Problem:
In order for Emily to maintain the policy through her life expectancy, her planned premium would increase.

The examples given are hypothetical and are for illustrative purposes. Actual results may vary from those illustrated.

PRICING MODELS

Policy Performance Evaluation

$495Per Policy

One-Time Review

  • Full Analysis
  • Written Report
  • Recommendations
  • Trustee Meeting Included

Block Review Pricing

Flat FeeFor Trustees with 20+ Policies

Fee is based on:

  • Number of Policies
  • Type (term, UL, WL, VUL)
  • Required Data Retrieval

Ongoing Monitoring & Reporting

$300-$500Per Policy Per Year

Depending On:

  • Complexity
  • Policy Type
  • Frequency of Reporting Required

Please Note that Ongoing Monitoring Includes the Following Items:

  • Annual PPE Refresh
  • Premium Oversight
  • Lapse Prevention
  • Trustee-Ready Documentation 
(All consistent with ongoing management described on page 3 of the trustee PDF.)

WHO WE ARE

At Life Check, we provide institutional-quality life insurance oversight specifically designed for fiduciaries and professional advisors. Our team brings together specialized expertise in policy analysis and carrier management to deliver the independent reviews trustees need to fulfill their oversight responsibilities.

Drake Richey

President

Drake is a Partner at Bush & Company in Boston, MA, and founded Life Check to serve investment fiduciaries, professional trustees, and other trusted advisors who need professional guidance on their clients’ life insurance policies. His approach emphasizes transparency, education, and helping advisors ensure their clients’ insurance strategies are working as intended and aligned with broader wealth management objectives.

Thomas Urdahl

Policy Management Specialist

Thomas serves as a Policy Management Specialist with Valmark Financial Group, bringing specialized expertise in insurance policy administration and analysis. Thomas assists Life Check, with our policy review process and manages all third-party authorizations with insurance carriers. His meticulous attention to detail and extensive carrier relationships ensure that clients receive thorough, accurate assessments of their coverage.

James Dawson

Director of Life Settlements

James Dawson is the Director of Life Settlements for Valmark Financial Group. James is responsible for managing the day-to-day operations of the life settlement business. This includes establishing and implementing new processes and procedures, directing and facilitating the sale of policies from the initial offering through the formal case submission and acting as an escalation resource for complex and technical life settlement issues.
Valmark Financial Group

Our Partner

Our partnership with Valmark Financial Group grants us access to a highly skilled and experienced back-office support team. By combining our personalized, locally owned approach with Valmark’s extensive resources and industry expertise, we are able to offer innovative, high-quality insurance solutions tailored to each client’s unique needs. This partnership allows us to provide institutional-grade policy analysis while maintaining the responsive, relationship-focused service of an independent firm.

WHO WE SERVE

Corporate Trustees

Bank Trust Departments

Estate Planning Attorneys

Wealth Managers

Family Offices with ILIT Responsibilities

Commercial Banks

REQUEST A POLICY REVIEW

Please fill out the form below to start the process of a policy review.