If there’s one common regret among entrepreneurs who’ve successfully sold their business, it’s this: “I wish I’d started exit planning sooner.” Too many founders treat exit planning as something to be tackled only when they’re ready to sell, or worse, when they’re forced to by circumstances. In reality, early planning isn’t just about maximising your price; it’s about future-proofing your business, reducing stress, and putting yourself in the driver’s seat when opportunity knocks.

Here’s why you shouldn’t wait to start your exit planning—and how starting early can transform both your business and your eventual sale, with insights from The Exit Roadmap by Chris Spratling.

1. Timing the Market is Impossible

No one can predict exactly when the perfect buyer will come along, or when market conditions will be at their peak.

– Early planning gives you flexibility: You’re ready to move quickly when the opportunity arises, rather than rushing into a sale on a buyer’s timeline.

– Proactive sellers attract better offers: Prepared businesses create competitive tension, giving you leverage to negotiate stronger terms.

2. Buyers Love “Sale-Ready” Businesses

The businesses that fetch the best multiples are those that look, feel, and perform like they’re always ready for sale—even if the owner has no immediate plans to exit.

– Well-documented systems, clean financials, and empowered teams show buyers you’re serious and professional.

– Reduced dependency on the owner gives buyers confidence in a smooth transition.

The earlier you start, the more time you have to address weaknesses and make your business irresistible.

3. Maximising Value Takes Time

Many of the biggest value drivers (recurring revenue, management depth, customer diversity, and strong brand reputation) can’t be built overnight.

– Strategic changes need time to bed in and show results.

– Last-minute “window dressing” is easy for buyers to spot (and discount accordingly).

Early planning gives you the time to truly transform your business, not just patch it up.

4. Tax and Legal Planning Is a Long Game

With rising capital gains tax rates and tighter reliefs, the structure and timing of your exit can have a major impact on your net proceeds.

– Eligibility for reliefs like BADR (Entrepreneurs’ Relief) requires meeting specific criteria for set periods.

– Legal structures, trust planning, and succession all benefit from longer lead times and fewer last-minute surprises.

A rushed exit often leads to missed opportunities and higher tax bills.

5. Life is Unpredictable

Illness, burnout, personal circumstances, or market shocks can all force your hand.

– Starting early means you’re prepared for the unexpected.

– Even if you don’t plan to sell for years, an exit-ready business is easier to run, more resilient, and less stressful.

6. Peace of Mind and Better Choices

When your business is always sale-ready, you have options.

– You can say “no” to bad offers and wait for the right one.

– You can step back, hand over, or pivot on your own terms—confident your business will thrive with or without you.

Final Thoughts: The Best Time to Start is Now

Exit planning isn’t just about selling, it’s about building a better, stronger business for today and tomorrow. Don’t wait for a sign or a shock. Start planning now, and put yourself in control of your destiny.

Your Exit Starts Here

If you’re wondering whether you’re truly ready to sell, don’t leave it to chance. Take the Exit Readiness Survey today at www.chalkhillblue.org/exitreadiness-survey and get a clear picture of where you stand, and what to do next.

Looking for the complete roadmap to a successful exit? Order The Exit Roadmap by Chris Spratling on Amazon – a practical, step-by-step guide for ambitious entrepreneurs ready to maximise value, minimise stress, and exit on their own terms.

For more insights and real-world advice, follow Chris Spratling on LinkedIn. Start your journey to a successful exit with clarity and confidence.