Who Will You Become Next? Pre-Retirement Life Planning.
Planning life after work is one of the most exciting and important things you will do!
Retirement Is A New Beginning
“Often when you think you’re at the end of something, you’re at the beginning of something else.” – Fred Rogers
Retirement is a transition—one that deserves intention, structure, and meaning.
The School of Retirement helps companies and individuals proactively design the transition from late career to what comes next—protecting value, preserving dignity, and creating momentum for the years ahead.
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What We Do
The School of Retirement works at the intersection of workforce strategy, identity, and purpose.
For Companies
We help organizations turn retirement from a passive exit into a strategic transition—retaining knowledge, strengthening culture, and supporting employees through one of the most human moments in their careers.
For Individuals & Couples
We help people design a thoughtful, energizing “Third Act”—one aligned with their values, relationships, health, and sense of meaning beyond work.
Kip gets to the heart of the matter when it comes to retirement: what do you value and how will you spend the time you've worked so hard for now that it is all yours? Understanding your financial independence is just math. Understanding your values and your motivations are what drives humans.
Sean Dowling, President, The Dowling Group
School of Retirement for Companies
The Challenge
Every year, organizations lose valuable expertise, relationships, and operational continuity as experienced employees retire. Most companies manage retirement as an administrative exit - not a strategic workforce transition. The result:
- Loss of institutional knowledge
- Disrupted client and operational continuity
- Rushed backfilling and higher recruiting costs
- Disengagement among late-career employees
- Avoidable reputational risks
Retirement is inevitable. How companies manage it is optional - and a source of competitive advantage.
The Opportunity
Organizations that support employees through well-managed retirement transitions benefit from:
- Structured transitions that help preserve critical processes, client handoffs, and tacit expertise that otherwise walks out the door
- Predictable timelines and clear support reduce surprise departures and enable smoother succession planning
- Late-career employees who feel valued contribute more, mentor willingly, and transition more responsibly.
- A company that supports all career stages - beginning to end - sends a powerful message about respect, dignity and long-term employee value.
- Retirees who exit well are more open to returning as part-time consultants, advisors, or project specialists.
Step Down Ideas for the Company
- Mentoring and coaching to assist in knowledge transfer
- Strategic planning projects
- Wisdom and culture videos and workshops
- Part-time consulting
Benefits For the Employee
- Life coaching and planning to allay anxiety and fear
- Thoughtful recognition and retirement friendly culture
- Alumni network
- A sense of value
Benefits For the Employer
- Lower turnover and recruiting costs
- Faster, smoother succession
- Better operational continuity
- Increased trust and loyalty
- A culture that truly values age diversity
Helping You Transform Your Life
Starting Isn't That Hard
As my nephew Tucker likes to tell me, the most important thing when doing something new is to start. No making excuses for putting off action.
Looking Backward to Go Forward
You found yourself once before - back in elementary school.
What was your first big adventure by yourself? What does your memory focus on when you think back to when you were 9 or 10 years old? This was a time of discovery. Retirement is another time of discovery. Can you give yourself permission now to explore again?
Revisit Your Priors
Revisit Your Priors
“Nothing can bring you peace but yourself.” -Ralph Waldo Emerson
During your 2nd Act, which is mostly defined by work, family and relationships, you had a kind of personal scorecard to keep track of your successes and screw-ups. In your 3rd Act, you don't have the same scorecard.
How It Works
A Partner to Help You Start
Through coaching, the School of Retirement will help you uncover your unique strengths and talents and values to confirm a strong starting point for planning what's next.
Create Sustainable Habits
Learn how to make lasting changes in your life building healthy habits and routines.
Overcome Limiting Beliefs
Identify and break free from the negative thought patterns that are holding you back.
Find Balance and Fulfillment
Achieve a sense of harmony and purpose in your life by aligning your priorities and passions.
Manage Stress and Anxiety
Learn practical techniques for reducing stress and anxiety in your daily life.
Achieve Your Goals
Set and achieve meaningful and fulfilling goals with Retirement School's support and accountability. Take your life to the next level today.
Meet Kip
My Background
With over 20 years in management education and experience working with top global business schools, Kip helps people and organizations navigate complexity, transition, and identity change. His work focuses on helping people look honestly at themselves, clarify what matters, and take meaningful action—benefiting both the individual and the systems they belong to.