The comprehensive transition program for accomplished professionals (ages 55-70) who want to retire strategically—without running out of money, losing their identity, or destroying their marriage.

You've been thinking about retirement for years, maybe even counting the days. But every time you get close to making the decision, the doubts creep in:
What if I run out of money at 80?
Who will I be without my career?
What will I actually DO all day?
Will my spouse and I drive each other crazy?
You're not alone. 10,000 Baby Boomers turn 65 every single day—and most of them are terrified of making the wrong move.
Here's the truth: Your father's retirement playbook doesn't work anymore. You're going to live 25-35 years in retirement (not 10-15). You need a strategy as sophisticated as your career was.
The Graceful Exit is the only comprehensive program designed specifically for high-achieving professionals who refuse to leave the most important transition of their lives to chance.
You're facing a decision that will determine your financial security, happiness, and health for the next 30 years—but you have no roadmap.
Financial advisors? They only talk about money and show you terrifying Monte Carlo simulations that say you need to work another decade.
Retirement books? Written for the general population, filled with generic advice about "finding your passion" and taking up hobbies. Not designed for accomplished executives who derive meaning from impact and achievement.
Your friends? Everyone's situation is different. Half of them regret retiring, the other half wonder why they waited so long. Their advice is contradictory and confusing.
So you keep delaying. One more year becomes five. Your health is suffering. You're missing time with grandkids. The burnout is getting worse.
40% of retirees regret their decision within 2 years
Healthcare costs between 62-65 average $50,000+
"Gray divorce" has increased 50% since 1990
The Graceful Exit is the comprehensive transition program that addresses EVERYTHING traditional retirement planning ignores:
Not just money—but identity, purpose, relationships, health, and meaning.
Not generic advice—but specific strategies for accomplished professionals with complex careers and sophisticated needs.
Not theory—but an actionable, step-by-step roadmap with timelines, templates, and proven frameworks.
The Phased Retirement (gradual reduction)
The Strategic Severance (maximize your package)
The Portfolio Career (multiple income streams)
The Full Retirement (complete exit with purpose)
The Forced Pivot (emergency plan if you're pushed out)
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Yes—this is exactly what Module 5 (Relationship Transition) addresses. Common scenarios:
One partner ready to retire, the other wants to keep working
Different visions for retirement (he wants to travel, she wants to stay put)
Money anxiety from one or both partners
Concerns about too much togetherness
The program provides frameworks for having productive conversations, aligning on shared vision, and compromising on differences.
For couples with significant misalignment, we strongly recommend Tier 4 (Couples Intensive) where both partners participate in coaching sessions together.
Many students have told us the relationship module alone saved their marriage or prevented a future crisis.
Ideal timing is 6-24 months BEFORE you retire. This gives you time to:
Assess your true readiness (financial, psychological, relational)
Close any gaps before pulling the trigger
Negotiate phased retirement or better severance
Build portfolio career income streams while still employed
Prepare emotionally and practically for the transition
Avoid the costly mistakes most people make
However, the program also works if you've recently retired (within 6-12 months) and are struggling with the adjustment. Module 6 specifically addresses first-year challenges.
If you're 3-5 years out? Even better. The earlier you start planning, the more strategic your exit will be.
Tier 1 (Self-paced):
Core content: 15+ hours of video
Exercises and implementation: 20-30 hours
Total: 8-12 weeks at 3-4 hours/week
Lifetime access, so go at your own pace
Tier 2 (Guided Transition):
6-month structured program
4-5 hours/week including group coaching sessions
Bi-weekly coaching calls over 6 months
Accountability keeps you on track
Tier 3 & 4 (White-Glove/Couples):
12-month comprehensive support
Private coaching sessions spread over key milestones
3-4 hours/week for coursework
Includes pre-exit, transition, and post-exit support
Bottom line: This is the most important transition of your life. It's worth dedicating 3-5 hours per week for a few months to ensure you get it right.
If you can't dedicate a few hours per week to planning a 30-year transition that involves your entire life savings, identity, and future happiness, you're probably not ready to retire yet.
That said, the program is designed to be efficient. The video lessons are concise and actionable. The templates save you time. And the clarity you gain will save you dozens of hours of anxiety, research, and mistakes.
Think of it this way: You spent 40+ hours/week for 30+ years building your career. Spending 50-75 total hours planning your exit is a tiny investment with a massive return.
The program is online and accessible from anywhere. This allows you to:
Learn at your own pace, on your own schedule
Access content 24/7 from any device
Rewatch lessons as needed
Connect with peers nationwide (not just your local area)
Attend coaching sessions from home
Tier 2-4 includes live online coaching sessions via Zoom (small groups or private 1:1).
We occasionally offer in-person alumni retreats (optional) for networking and deeper connection, but the core program is digital for maximum flexibility.
If you can check email and watch YouTube, you can navigate this program. Our platform is simple and intuitive:
Click to watch videos
Download PDFs and templates
Join community discussions
Attend Zoom coaching calls (if applicable)
We provide setup instructions and technical support. And our community includes many "non-tech" professionals who navigate it just fine.
The program is optimized for ages 55-70, but if you're planning to retire within 3-5 years (at 55-57), you're a perfect fit. Early planning is actually advantageous.
However, if you're 52 and planning to work until 65-67, you might be too early. Save the program for when you're within 5 years of your target exit date.
The program is designed for accomplished professionals of any gender. While we acknowledge that men often struggle more with identity loss (statistically true), we address challenges that affect everyone:
Financial security (universal)
Purpose and meaning (universal)
Relationship dynamics (affects couples regardless of gender)
Health and longevity (universal)
Social connection (everyone needs it)
We have many successful female students, and the content addresses issues specific to women, including:
Longer life expectancy (financial planning implications)
Often retiring earlier to care for aging parents or grandchildren
Different social connection patterns
Career achievements being undervalued
Bottom line: If you're an accomplished professional considering retirement, this program is for you regardless of gender.
The program is optimized for professionals earning $100K-$400K+, but if you're at $75K and have built solid retirement savings ($300K+), the content still applies.
However, if $1,997-$9,997 feels like a financial strain, you might be better served by less expensive resources. We don't want anyone going into debt for this program.
That said, if one better decision (Social Security timing, severance negotiation, withdrawal strategy) saves you $20K-$100K, the program pays for itself regardless of your income level.
Absolutely. Module 2 includes specific pathways for business owners:
The Strategic Exit (selling your business)
The Portfolio Career (staying involved but reducing hours)
Succession Planning (transitioning to next generation)
Business owners often have MORE complex transitions than corporate executives:
Your identity is even more tied to your business
Exit planning requires years, not months
Tax implications are significant
Emotional attachment to what you built
Concerns about employees and legacy
Many of our most successful students are business owners who used the program to plan their exit strategy and transition to their next chapter.
