Case Studies
Educational case studies drawn from Dew Wealth advisory experience, illustrating common wealth management challenges faced by entrepreneurs and the planning concepts that address them. For illustrative purposes only.
The case studies below illustrate common financial challenges that entrepreneurs face during business exits, tax planning, asset protection, and wealth coordination. Each case is drawn from patterns observed across Dew Wealth's advisory experience and from scenarios described in Jim Dew's published books, Billionaire Wealth Strategies and Beyond a Million.
Names and identifying details have been changed unless otherwise noted. Where a public figure has authorized their story for publication, that attribution is noted in the entry. Dollar figures and circumstances are illustrative. Individual results depend on each client's specific financial situation, tax circumstances, market conditions, and the strategies implemented.
These cases are presented for educational purposes to demonstrate planning concepts discussed throughout this knowledge base. They are not guarantees of future results and should not be interpreted as promises of specific outcomes from any advisory engagement.
Entries
Articles in Case Studies
A Tale of Two Exits
Case StudyA side-by-side comparison of two software companies with comparable financials, approximately $8M revenue and $2M...
Michael's Legacy of Preparation
Case StudyA case study of a business owner diagnosed with terminal cancer at 45, whose comprehensive insurance coverage and...
The $700,000 Insurance Gap
Case StudyA case study of a manufacturer whose umbrella policy did not extend over the entity a lawsuit targeted, leaving...
Craig Collins: From Burnout to Freedom
Case StudyA case study, drawn from Billionaire Wealth Strategies, of a founder operating in the Juggler quadrant of the Wealth...
Mark's $80M Exit
Case StudyA case study, which opens Beyond a Million, of a founder who sold his company for $80M and retained only a fraction of...
The Millionaire Entrepreneur Gap
Case StudyA pattern commonly observed among high-income business owners: strong revenue alongside fragmented advisory...
The $35,000 Tax Classification Error
Case StudyA case study in which private credit income qualifying as REIT dividends under Section 199A was classified as ordinary...