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Most people have difficulty with the transition into retirement; and sadly, many fall into depression. It doesn’t have to be that way!

Retirement doesn’t have to mean the end,
but rather the beginning of renewal.

Will You Retire or Renew?

 Introducing the 

A Course of Transformation, to help you 

Create a Retirement of Purpose and Fulfillment!

What Is Sail Into Retirement™?

Sail Into Retirement cracks the code to helping you create a powerful and implementable Life-Style Makeover Retirement Plan.

It is a proven award-winning coaching program specifically designed to help you find, develop, and follow your passion. Your next chapter in life will come from combining that passion with your skills, expertise, experience, and knowledge from your career.

The program is fun, upbeat, and when you’re done you’ll feel good about where you’re going with your future and the life of your dreams!

Simply follow along the step-by-step directions in a 9-Module Video Series, each module providing you with exercises that build on each other, to help you create a powerful plan to Transform Your Retirement into one that you’ll absolutely be passionate about… and will make you jump out of your bed with joy and anticipation of another great day to be alive….

Most people spend more time planning their next car purchase than what to do with their retirement time. This program will help you take an active and focused role in designing your own time, and transform the quality of your life in the future.

Meet the Founder of the Sail Into Retirement Program:

Why Should You Listen To Larry?

Why Larry? What makes him the expert in the field?

The answer is simple: Because he developed the program based on his own Retirement Transformation Experience.

He is the trusted authority on non-fiscal retirement planning. Larry believes only in teaching what he knows, and turning your passion into your dream retirement is a field he knows very well.

He is a regular speaker on Retirement Life-Style Planning related topics at corporate training events, conferences, retreats… He was even invited – not once, but TWICE – to present his story at TEDx.

Larry Jacobson – the Perfect Model for Retiring in Style!

Indeed, Jacobson’s story is one we have all wanted to live…

At the age of 13, Jacobson taught himself to sail in a tiny boat on Alamitos Bay, in Long Beach. From that day forward, he dreamed of sailing around the world as captain of his own boat. 

But then life happened. He grew up and entered the corporate world, but never lost the passion for his dream.

After 20 years in business as a vice-president, president, and CEO, he decided that was enough. He exited the corporate world, and 33 years after first stepping foot in that tiny sailboat, Jacobson sailed out the Golden Gate on a six-year journey around the world. He followed his passion and made his dream come true.

Larry Jacobson on his Sail Boat, Julia, during his 6-year voyage of sailing around the world

Loss of identity is the most difficult
issue for most new retirees 

“The hardest part was letting go of my identity,” says Jacobson, “Who I was, who I had created myself to be during a 20-year business career. I felt valued, important, and that I was contributing. Leaving that all behind was the most difficult decision of all.”

Yet, while searching for happiness in the distant corners of the globe, he realized it wasn’t only achieving his dream that gave him satisfaction. The true feeling of growth, reward, and self-actualization came from inspiring others to achieve their dreams.

After writing his award-winning memoir, The Boy Behind the Gate, Jacobson began sharing his motivational message through speaking and coaching. Today his motivation and satisfaction come from helping you find your passion, plan an amazing retirement, and achieving your dreams.  


Don’t Call it Retirement – Redefine it Your Way

“How did you do it? How did you get through the fears, the decision-making, the risks, and the letting go of your former business life identity?” – These are the questions Jacobson gets most frequently, referring to his Sail Boat Voyage around the globe…

Jacobson Reverse-Engineered his Goal Setting Process, and Now He is Sharing it With You!

In response to countless of people asking him these questions, Jacobson went to work…

He spent a year reverse engineering the process he experienced, analyzing every step of the way from leaving his career to sailing out the Golden Gate. He knows the questions to ask, in what order to ask them, and he knows how to get results. Because he actually did it. 

is the first system based on experience rather than theory

Are You Ready to Implement the Same Process in Planning Your Retirement Life-Style?

What makes this program unique?

With the new award-winning online interactive video classroom, Sail Into Retirement is the first system to help retirees at any age envision and build a plan for a life of meaning, worth, value, and fulfillment. 

Sail Into Retirement – Course Curriculum

The nine Course Modules contain 18 Interactive Videos21 Lessons , and Guided Coaching Worksheets in each lesson, that allow you to create your life-style plan on your own, at your own pace.

* To keep moving forward, 30 days is the recommended time to complete the course.

The Value Is In The Results

The value of Sail Into Retirement is not only the information, but also the system Jacobson uses in the online and personal coaching sessions. The lessons build on one another, in a logical order, which ensures you to get the best results.  

From his graduate work in education at the University of California Berkeley, Jacobson understands sequencing of learning, and building a platform of knowledge step by step. He has developed Sail Into Retirement with your success in mind. You will end the course with a plan in hand.

Sail Into Retirement


LESSON 1: Your Vision

Sail Into Retirement – Award Winning Retirement Coaching Program

This is YOUR chance at a new beginning!  

We have all entertained ideas of reinventing ourselves, of having a chance to live life differently and by our own rules. If you could do anything, what would it be?

In this first lesson, you will find OR confirm your true passion, develop the details, and discover how it can merge with your current skills, knowledge and expertise you bring from your career and work life. 

What you learn or confirm about your desires will be the basis for what you will learn to achieve. We are each given one great opportunity at life, and this is your time to ensure you live that life to its fullest potential.

What are you going to do with the rest of your life? After Module One, you’ll know the answer.

“Twenty years from now, you will be more disappointed
by the things you didn’t do
than by the ones you did do. 
So throw off the bowlines.  Sail away from the safe harbor.
Catch the
trade-winds in your sales. Explore, dream, discover!

~ Mark Twain ~

LESSON 2: Turning Your Vision into Goals

Sail Into Retirement – Award Winning Retirement Coaching Program

Goals are like bowling pins. You can knock them down one at a time or all at once. We’ll turn your dream retirement life into a series of goals and begin knocking them down. It’s difficult to comprehend a plan for the next chapter of your life. Many people don’t make a plan because often the dream is too big and therefore seems overwhelming.

In this module, you’ll learn how to diffuse the overwhelming feelings by creating an implementable action plan and then taking the first step of that plan. Your dream retirement life will materialize one step at a time as you achieve the smaller goals you’ll set.

This lesson will focus on making the biggest dream you thought impossible by achieving manageable smaller goals. Almost every big dream appears too big until you realize it starts with just one step. After beginning the work from this lesson, you will feel like you are on a roll…

 “Man cannot discover new oceans
unless he has the courage to lose sight of the shore.”
~ Andre Gide ~

LESSON 4: Assess Your Risks

Sail Into Retirement – Award Winning Retirement Coaching Program

Is the Risk Worth the Reward?

All dreams, projects, and new ventures contain some form of risk. We all know the “rule”: No risk, no reward – and usually the bigger the risk, the bigger the reward.

In this module, you’ll learn to analyze the risks of every vision, goal, and step you intend to go for, and determine if the risks are worth taking.

Risks are often worth taking, and analyzing them first will provide the courage you need to go out on a limb. After this lesson, you’ll know how to come to a conclusion about whether to take the risks associated with your goals.

Do you know the #1 obstacle to most people achieving their big dreams? You’ll know after this lesson and it isn’t what you think.

Take a chance!  All life is a chance. 
The person who goes farthest is generally the one who is willing
to do and dare. The “sure thing” boat never gets far from shore.”
~ Dale Carnegie ~

LESSON 3: Your Personal SWOT Analysis

Sail Into Retirement – Award Winning Retirement Coaching Program

When was the last time you analyzed yourself or something you were doing for yourself? I mean truly analyzing it in depth. You most likely have done this in your career life for your work role, your department, company, or even industry.

In this lesson you’ll take a thorough in-depth look at yourself, and you’ll identify what may or may not affect achieving your goals. We‘ll be applying a powerful business tool to your personal life, which will enable you to analyze your personal Strengths, Weaknesses, Opportunities, and Threats to your vision and goals.

You’ll learn to take advantage of your Strengths and Opportunities and let go of, or work around, your Weaknesses and Threats.

Once you’ve completed this analysis, it’s just a matter of applying the logic. And yes, you’re going to learn that too.

“To be yourself in a world that is constantly trying to
make you something else is the greatest accomplishment.”
~ Ralph Waldo Emerson ~

LESSON 5: Identifying Your Priorities and Letting Them Guide Your Decisions

Sail Into Retirement – Award Winning Retirement Coaching Program

Why are you stalling on decisions about your retirement life?  

Decision-making was part of your everyday professional life, so why is it so hard in your personal life?

You used a system to make decisions during your career life. It may not have been an official system, but you used one. In this module, you’ll learn to use your own priorities to guide your decisions.

New decisions about your life will come so much easier after you implement this super simple system. You’ll identify and confirm what your priorities are and begin right away using them to help you make life-affecting decisions.

We were taught many things throughout life, but it’s doubtful anybody ever taught you a system for decision-making. It’s never too late to learn and this is the module where you’ll master this life-transforming skill.  

“Once you make a decision, the universe conspires to make it happen.”
~ Ralph Waldo Emerson ~

LESSON 6: Managing Your Fears

Sail Into Retirement – Award Winning Retirement Coaching Program

Learn to Use Fear to Your Advantage

Making any transition in life can be scary, especially one that involves the opportunity to start again. Fear often causes paralysis in making decisions and handling the ups and downs of life.

In this module you’ll learn to identify the source of your big stumbling block, called FEAR; and how to use it to your advantage to move forward.

After this lesson you won’t let fear or any other obstacle stand in the way of achieving the retirement life you desire. This lesson was made famous in one of the TEDx talks delivered by Larry Jacobson… and, yes, you’ll be able to watch the TEDx talk too, within this lesson.

“There is a time to take counsel of your fears,
and there is a time to never listen to any 
~ General George S. Patton ~

Are You Ready to Get Started…?
Click the Button Below, and Let’s Start Co-Creating Your Retirement Life-Style Plan!

LESSON 7: Keeping a Positive Perspective

Sail Into Retirement – Award Winning Retirement Coaching Program

Attitude is Everything!

Many new retirees fall into depression within the first year of letting go of their work life. That won’t happen to you because you’ll know how to intercept a bad attitude or less than positive perspective.

Forward movement needs a Positive Perspective and you’ll learn how to find that in almost every situation you encounter. You often have no control over what and when events and circumstances happen. However, you can control how you react to them. That reaction is your perspective and you’ll learn specific techniques to always be able to tweak your attitude and see the positive side of most things.

This is a critical lesson for new retirees.

“You don’t stop laughing because you grow older.
You grow older because you stop laughing.” 
~ Maurice Chevalier ~

LESSON 8: Perseverance - Sticking with It

Sail Into Retirement – Award Winning Retirement Coaching Program

Perseverance is a Learned Trait… and Key to Achieving Your Goals!

Do you have the perseverance it takes to start something new and stick with it?  Do you have the tenacity to keep going, even when the going gets tough? Do difficult circumstances easily dissuade you from continuing?

After this lesson, you won’t just take your first step in a new direction – you’ll keep going with newly found strength and tenacity toward your dream retirement life.

You aren’t born with tenacity; you learn it from practice. By the end of this lesson, you’ll be in the habit of calling on your perseverance trait when you want it, not just when you need it.

“Perseverance and persistence in spite of all obstacles, discouragement, and
impossibilities: it is this that in all things distinguishes the strong soul from the weak.”
~ Thomas Carlyle ~

LESSON 9: Commit to Staying the Course

Sail Into Retirement – Award Winning Retirement Coaching Program

Show Your Commitment to Your Plan of Action

Think about how many commitments you made to your professional career. Think about how many times those obligations meant sacrificing your personal promises to yourself, friends, and family. This time the commitment is to you and your vision.  It’s your turn to invest fully in your Own Success! 

You will complete the course with confidence in your Plan of Action. You’ll take the first step in that plan knowing the rest is going to follow. You will be one of the few with an actual plan for your retirement years  ahead, and this lesson will teach you the skills to keep your commitment to that plan.

This course is much more than just studying. It is learning to implement the new knowledge you’ll acquire, and to put you on a course toward the life of your dreams.

“I am the master of my fate:
I am the captain of my soul.”
~ William Ernest Henley ~

 Aye, Aye Captain Larry…!
I’m ready to embark on this amazing journey of discovery,
planning, and Creating my Dream Retirement..!

But… How much would this cost me? Based on what I read, this probably will cost like a Gazillion dollars, but at least $1500, then $197.00 a month, or somethin’ like that, right?  

NOPE – Not $1500.00! 
Not even close…!

Captain Larry will provide you all the content…

  • 9 Modules
  • 21 Lessons with Step-by-Step Guidance
  • 18 Videos 
  • 21 Worksheets to help you implement each lesson

You’ll get all this content for ONE PAYMENT of…

Only $497.00


*  Regular price: $497.00; but for a limited time – during the launch period – 
you can gain access to the entire program, for ONLY $97.00!

Click the Button Below &

Three Easy Payment Option
* Save $20.00 by choosing the One-Time payment option!

Yes, I’d rather pay three equal payments of $39.00
 Click Here to Get Started!

NOTE: As soon as you complete your purchase, you’ll receive your Log-in information by eMail, and you’ll be able to get started right away!