Life after business: How to plan your next chapter with confidence

6th June 2025, 10:30 am

Why smart entrepreneurs get advice

As an entrepreneur, you’ve built something meaningful – often from the ground up. You’ve made decisions under pressure, weathered uncertainty, and taken calculated risks. But as you look toward life beyond your business, it’s not just about what you’ve built – it’s about what you want to do next.

Planning for your financial future after a business exit or wind-down is a different kind of challenge. It’s no longer about growth at all costs, but protecting what you’ve earned and using it wisely. The right financial advice gives you the clarity and control to turn hard work into lasting freedom, on your own terms.

From builder to architect — designing your next chapter

Entrepreneurs are builders. You’ve spent years, maybe decades, growing something from scratch – making bold decisions, solving problems, and staying agile through change. But when you transition from building a business to living off the wealth it created, your role changes. Now, you’re not just building – you’re curating the life you want to live next.

Retirement isn’t about slowing down. It’s about choosing how you spend your time. Whether you’re planning an exit, already sold your business, or stepping back from the day-to-day, it’s worth asking: what’s the plan now?

This next chapter brings exciting freedom, but it also comes with complexity. Your assets may be tied up in business shares, property, or investments. Income may shift from being lumpy or reinvested into something you’ll now depend on. And after years of backing yourself, you may find yourself asking a question you haven’t had to before: Is this enough to live on – and to keep living well?

That’s where a skilled financial planner comes in. Much like a business plan helps steer your company, a retirement income plan helps you steward your personal wealth. It ensures that what you’ve built works hard for you, even when you’re not working.

This isn’t about limiting your ambition. It’s about giving it structure. Together, you’ll map out your income needs – how much you want to draw, when, and for how long – and stress test the plan against real-world market scenarios. The goal isn’t to avoid risk entirely, but to manage it wisely, in a way that supports the life you want.

You’ll explore strategies that balance flexibility and stability. Maybe that means spending more in the early years, or ringfencing funds for travel, new ventures, or family legacies. A good adviser will help you define a personalised withdrawal plan – one that reflects your goals, adjusts to changes, and keeps you firmly in control.

And just like you had a clear business strategy, you’ll have a clear framework for future decisions that keeps you and your adviser aligned, even when life shifts unexpectedly.

For many entrepreneurs, the hardest part isn’t the money – it’s the mindset shift. Moving from growing wealth to spending it can feel unfamiliar. But with the right plan and professional advice, you can move forward with clarity, knowing your wealth is serving you, not the other way around.

This isn’t just the end of your business story. It’s the beginning of something even more rewarding: a life designed with the same purpose and intention that got you here in the first place.

Disclaimer:

Timeline Portfolios Limited is incorporated under the laws of England and Wales, RC: 11557205, which is authorised and regulated by the Financial Conduct Authority (number 840807). Timeline Planning is a product of Timelineapp Tech Limited. Registered in England and Wales. RC: 11405676.

This document has been created for information purposes only and has been compiled from sources believed to be reliable. None of Timeline, its directors, officers or employees accepts liability for any loss arising from the use hereof or reliance hereon or for any act or omission by any such person, or makes any representations as to its accuracy and completeness. This document does not constitute an offer or solicitation to invest, it is not advice or a personal recommendation nor does it take into account the particular investment objectives, financial situation or needs of individual clients and it is recommended that you seek advice concerning suitability from your investment adviser.

Investors are warned that past performance is not necessarily a guide to future performance, income is not guaranteed, share prices may go up or down and you may not get back the original capital invested. The value of your investment may also rise or fall due to changes in tax rates and rates of exchange if different to the currency in which you measure your wealth.

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