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And Start Living the Life You Always Wanted to Live!

Embark with Confidence on Your Entrepreneurial Journey

Are you prepared to deal with the fears, risks, decision-making, changes, and loneliness of being an entrepreneur? Many of today’s classes, books, and audio programs fail to address these very real challenges. This powerful course will help you thrive as an entrepreneur as the no-nonsense instruction comes from 20 years of real-world experience.

Introducing Navigating Entrepreneurship

This powerful course is a shot in the arm for every entrepreneur. The no-nonsense coaching on how to deal with the entrepreneurial roller coaster ride comes from real world experience. Jacobson’s 11 Keys are Ocean and Boardroom tested through 20 years as a successful entrepreneur, and six years sailing around the world. Jacobson raises the bar in business books through his story-telling: engaging, witty, and to the point.

How do you learn to be an entrepreneur?

You can either learn it the hard way – the school of hard knocks – or you can learn it from someone who’s already been there. What’s your time worth? Why not leverage your time by using Larry Jacobson’s 20 years of experience?

You’ll learn how to deal with the entrepreneurial roller coaster ride that can be tough and lonely at times. Larry Jacobson knows what you’re going through, as he’s been where you are today…

  • Do you consider yourself an entrepreneur?
  • Are you managing a one-person venture from home?
  • Are you new to a leadership position?
  • Do you have an online retail, coaching, or other service business? Or perhaps you own a brick-and-mortar store with employees?
  • Are you losing sleep because of your business life?
  • Do you worry about your business so much that it’s not as fun as you imagined?
  • Do you struggle with pending decisions?
  • Are you an employee working for someone else and want to move up the ladder?
  • Do you feel alone in your pursuit, wishing you had an advisor who understands the challenges you’re facing?

If you answered yes to any of these questions, this course is for you.

What will you learn in this course?

  • Increase your self-confidence as a leader of yourself and others
  • Turn your dreams into achievable, measurable goals
  • Reduce your stress level
  • Make your time more effective
  • Make decisions faster and easier
  • Never fear your fears again
  • Truly enjoy being an entrepreneur

Who should take this course?

Most helpful for entrepreneurs and solopreneurs who wear many hats in their day-to-day work lives.

Click the button below to Get Started:

What Others Are Saying about Navigating Entrepreneurship




Easiest lifestyle planning program to follow AND implement. Absolutely loved the Action Guide activities and the videos were engaging and entertaining.

Ervin Sebestyen
Retired CEO


I’ve taken other programs that cost $1000+ dollars; yet this program far outweighed others. An affordable and easy-to-implement program. I highly recommend it!

Richard Gilmor
Retired Police Officer


I really enjoyed the constant motivation through each video and the action guides; and was proud of my achievement once I’ve already taken the first steps in my plan and I feel like I’m on the road to an entirely new lifestyle.

Elain Rasmusen
Almost-Retired HR Manager

Why this course and why should you listen to Larry?

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 and an in-demand coach. Larry believes only in teaching what he knows, and turning your passion into your dream retirement is a field in which he excels.

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

Who should take this course?

This course is a great fit for you if:

  • You are struggling to find your passion or purpose.
  • You are retiring soon or have recently retired, and want to create a retirement of meaning and purpose.
  • You’ve been retired for a while and are wondering, is this all there is?
  • You retired and feel lost, not knowing what to do with your days. You have a nagging feeling. you are wasting your retirement years.
  • You retired and are struggling with the loss of your work identity.
  • You have big dreams for your retirement but are struggling with the risk and fears which accompany big dreams.
  • You’re just not sure of what you want to do in retirement. You can’t decide.
  • You struggle to keep a positive perspective.
  • Or, if you know someone who is struggling with any of the above, this course makes a great gift.
  • Financial Planners, this is perfect for your clients.
  • A desire to make your retirement years meaningful and the best years of your life. 

Your Instructor

Larry Jacobson

Indeed, Jacobson’s story is one we have all wanted to live, and he shares it with the world in his six-time award-winning memoir, THE BOY BEHIND THE GATE. The book is the story of his six-year sailing voyage around the world, after which he began sharing his wisdom and motivational lessons learned at sea.
Today, he is an in-demand speaker and coach. You can benefit from his coaching in Sail Into Retirement. His motivation and fulfillment come from helping you find your passion, plan an amazing retirement, and achieving your 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.

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