Expert Insights for High Earners escaping Golden Handcuffs
This is where golden handcuff planning gets tactical.
Our articles are written for VPs, Directors, and senior professionals navigating equity, taxes, and the emotional weight of leaving corporate life. If you're ready to build your exit plan, or just curious how close you are, you're in the right place.
All blog posts
Understanding Your Stock Options: A Guide to Incentive and Non-Qualified Stock Options
A guide to understanding your Incentive Stock Options (ISOs) and Non-qualified Stock Options (NSOs)
A Guide to Employee Stock Purchase Plans (ESPPs)
A Guide to Understanding and Maximizing Employee Stock Purchase Plans (ESPPs)
What Happens to Company Stock When You're Laid Off
A review of what happens to your RSUs and Stock Options if you get laid off
What To Do If You Get Laid Off
Anytime your job security is threatened or taken away it’s scary. This is our survival kit to help you through your layoff.
Medical Cost Sharing Programs for Business Owners: A Guide to "Medishare"
Medical Cost Sharing Programs for Business Owners: A Guide to Medishare
Why Most Executives Delay Their Exit Too Long (and How to Avoid It)
Many executives stay in corporate golden handcuffs longer than they should, risking wealth, taxes, and lifestyle. Learn why delays happen and how to exit on your own terms.
How to Build a Tax-Smart Exit Plan From Corporate Life
Leaving corporate life without a tax strategy can cost executives hundreds of thousands in lost wealth. Learn how to design a tax-smart exit plan around RSUs, options, and deferred compensation.
The Hidden Risks of Staying Too Long in Corporate Golden Handcuffs
Golden handcuffs can seem like a reward for loyalty, but staying too long in them carries hidden risks. Learn the financial, career, and personal costs executives face — and how to break free on your own terms.
Don't Let AI Take Your Job, Leverage it Instead
How I Made a Viral AI video and how other's can leverage this idea to break their golden handcuffs
Exit Planning Checklist for Executives: Are You Ready to Leave Corporate Life?
Thinking about leaving your corporate role? Our Exit Planning Checklist helps executives with $2M+ in assets navigate stock options, taxes, and lifestyle changes before making the leap.
Reach Media Mentions
Links to our firm and advisors featured in the media
How to Know When It's Time to Leave the Golden Handcuffs Behind
Tired of corporate life but unsure if it’s time to leave? Learn the signs that show it's time to exit golden handcuffs—and how to start planning your move.
How to Unlock Golden Handcuffs Without Burning Bridges
Ready to exit your high-paying role? Learn how to unlock golden handcuffs with a smart, graceful plan that protects your wealth, network, and next move.
How Much Do Golden Handcuffs Really Cost You?
Think you're winning by staying in a high-paying job? Learn the true financial, emotional, and opportunity costs of golden handcuffs—and how to exit wisely.
5 Types of Golden Handcuffs (And How to Unlock Each One)
Explore the five most common types of golden handcuffs and how high earners can break free from each one without risking their financial future.
What Are Golden Handcuffs? (And How to Break Free)
Golden handcuffs keep high earners stuck. Discover what they are, how they work, and how to break free — without blowing up your finances.
When Something Happens to the Financial Spouse
Roth Conversions During Market Downturns
Market downturns are unsettling, but they also open a short window for a few proactive planning steps.




















