Oct 3, 2025

Accounting

How to Retire Comfortably Without Selling Everything

Imagine this: after decades of hard work, you’re finally ready to slow down.

person standing near the stairs
person standing near the stairs
person standing near the stairs

Introduction

Imagine this: after decades of hard work, you’re finally ready to slow down. You’ve built your business from scratch, survived the late nights, the payroll crunches, the SARS deadlines, and the countless sacrifices. Now retirement should be a reward — a chance to enjoy life, spend time with family, or maybe even travel.

But for many South African business owners, there’s a catch. The entire retirement plan is pinned on one hope: “I’ll just sell the business when the time comes.” On paper, it sounds simple. In reality, it’s like betting your life savings on one spin of the roulette wheel. What if the market is down? What if buyers don’t see the value you do? Or worse, what if you’re simply too attached to walk away at the price being offered?

As accountants, we see this all the time. A client once confided in me that he thought his small manufacturing business would fetch enough to carry him through retirement. But when he finally listed it for sale, the offers were a fraction of what he expected. Years of work suddenly looked like it wasn’t enough to secure his future.

That’s the risk of leaning only on your business as your “pension plan.” The good news? You don’t have to. Retirement planning is about creating multiple safety nets — so even if one fails, the others catch you. And that’s what this article will unpack: how to retire comfortably without having to sell everything you’ve built.

Why Relying Only on Selling Your Business Is Risky

Think of your business like a house. It’s valuable, yes — but would you feel comfortable knowing your entire retirement depends on selling that one house at the right price, at the right time, to the right buyer? That’s a lot of “ifs” for something as important as your future.

Here’s why putting all your retirement eggs in the “business sale” basket is dangerous:

  1. Unpredictable Market Conditions
    Business valuations rise and fall with the economy. A business worth R10 million today might struggle to fetch half that if the market dips or if your industry slows down. You don’t control these external forces.

  2. Buyer Uncertainty
    Not every business attracts the buyers you hope for. Even profitable SMEs sometimes sit unsold for months or years. In South Africa, especially, niche businesses may struggle to find the right fit.

  3. Emotional Attachment
    Many owners overvalue their businesses because they see years of blood, sweat, and tears. Buyers, however, look at hard numbers. The gap between what you feel your business is worth and what the market says can be wide — and disappointing.

  4. Timing Risks
    Retirement doesn’t always wait for perfect timing. Health issues, family responsibilities, or sudden changes in your industry could force you to step back before your “ideal” sale window.

A Story to Illustrate:
I once worked with a client in retail who expected to sell her chain of stores for a comfortable sum. But when she decided to exit, a new competitor had already eaten into her market share, cutting the valuation nearly in half. Instead of retiring on her terms, she had to keep working part-time to make ends meet.

Questions for Reflection:

  • If you couldn’t sell your business tomorrow, what would your retirement plan look like?

  • How much of your current strategy depends on factors outside your control?

The reality is clear: relying solely on selling your business is like walking a tightrope without a safety net. The good news is, there are other ways to build financial security — and you don’t need to risk it all on one final payout.

The Role of Diversified Retirement Planning

If relying only on selling your business is like betting on one horse in the Durban July, diversification is the equivalent of spreading your bets — making sure that even if one stumbles, you’re still in the race.

Why Diversification Matters:
Retirement security comes from having multiple streams of income and investments, not just one. It gives you flexibility, stability, and peace of mind. For South African SME owners, this means treating your business as one pillar of retirement, not the entire foundation.

Here’s how diversified planning works in practice:

  1. Retirement Annuities & Pension Funds

    • These are powerful tools, especially in SA where they come with tax benefits. Contributions reduce your taxable income, which means SARS effectively helps fund your retirement.

    • Even modest monthly contributions add up significantly over 10–20 years.

  2. Investment Portfolios

    • Shares, unit trusts, ETFs, and property can all generate growth independent of your business.

    • These not only build wealth but also create passive income streams — dividends, rentals, or interest — that continue long after you retire.

  3. Tax-Free Savings Accounts (TFSAs)

    • An underrated option, allowing tax-free growth on up to R36,000 per year.

    • Ideal for long-term savings that you can access later without worrying about tax deductions.

  4. Passive Income Streams

    • Beyond investments, think about side income: rental properties, royalties, or even advisory work in your industry once you’ve stepped back from daily operations.

A Practical Example:
A client of mine, who owned a small logistics company, started setting aside just 10% of his profits each year into a retirement annuity and property fund. After 15 years, even without selling his business, he had built a portfolio that provided him with enough monthly income to cover his living expenses. When he eventually did sell his company, it was a bonus — not a lifeline.

Questions for Reflection:

  • If your business stopped tomorrow, how long could you sustain your lifestyle with other assets?

  • Do you see your business as the only asset that matters, or just one piece of a larger financial puzzle?

Key Takeaway:
Diversification is about giving yourself options. Selling your business should be the cherry on top, not the entire cake. With a well-structured mix of retirement vehicles, investments, and passive income, you create the freedom to retire when you decide — not when the market does.

Accounting Services as a Retirement Tool

Many business owners see accountants only as “the people who keep the books balanced” or “the ones who deal with SARS.” But in reality, your accountant can be one of the most powerful partners in shaping your retirement future. Think of them not just as scorekeepers, but as financial strategists — like a coach who ensures you’re playing the long game, not just winning the first half.

Here’s how accounting services directly support retirement planning:

  1. Tax-Efficient Retirement Contributions

    • Accountants help identify how much you can legally contribute to retirement annuities or pension funds without straining business cash flow.

    • They structure contributions so you enjoy maximum SARS deductions, turning taxes saved into long-term investments.

  2. Cash Flow and Profit Planning

    • Retirement savings shouldn’t cripple day-to-day operations. Accountants use forecasting tools to balance your short-term needs with long-term goals.

    • For example, they may show you how setting aside even 5–10% of profits can grow into millions over time.

  3. Identifying Hidden Resources

    • Sometimes, businesses carry underutilised assets (unused equipment, surplus stock, property) that could be redirected into retirement savings.

    • Accountants spot these opportunities and help turn them into value without hurting business growth.

  4. Audit and Risk Management

    • Regular reviews mean fewer compliance surprises (which drain cash you could otherwise invest).

    • This proactive oversight keeps your financial house in order, ensuring retirement contributions aren’t eaten up by penalties or interest.

A Story to Illustrate:
I once worked with a family-owned construction company where the owner believed he “couldn’t afford” retirement contributions. By reviewing his books closely, we discovered recurring overspending on vehicles and admin costs. Redirecting just part of that spend into a retirement annuity, he began saving R15,000 per month. Five years later, that fund became a significant nest egg — all without reducing his lifestyle or business growth.

Questions for Reflection:

  • Are you using your accountant only for compliance, or as a strategic advisor?

  • If you relooked at your books today, could you uncover money that’s better invested in your future?

Key Takeaway:
Accounting services aren’t just about the past (recording what’s already happened). They’re about designing your future. With the right guidance, your accountant can help transform everyday profits into tomorrow’s financial freedom — ensuring your retirement plan is structured, tax-smart, and resilient.

Succession Planning vs. Retirement Planning

Retirement isn’t just about stepping away from your business financially — it’s also about what happens to the business itself. Many SME owners in South Africa use the words succession planning and retirement planning interchangeably, but they’re not the same. Think of it this way: retirement planning is about your personal future, while succession planning is about your business’s future.

Why the Distinction Matters:

  • You could retire comfortably even if the business continues without you.

  • Or, you could sell the business but still be financially unprepared if you haven’t managed your personal retirement.

  • Blending both ensures you leave behind a legacy while securing your own financial freedom.

Key Elements of Succession vs. Retirement:

  1. Succession Planning (The Business’s Path)

    • Identifying who will take over: a family member, trusted employee, or external buyer.

    • Ensuring systems, processes, and knowledge are documented so the business can survive without you.

    • Considering employee buy-ins or partnerships that keep the business running while you step back.

  2. Retirement Planning (Your Path)

    • Ensuring your lifestyle is funded whether or not the business succeeds after you exit.

    • Using accounting services to create a personal financial safety net separate from business operations.

    • Building retirement funds that are not tied to your company’s performance.

A Practical Example:
One of my clients, a family-owned retail business, had two children — one involved in the business, the other pursuing a different career. Early succession planning meant training the interested child to take over operations, while also ensuring the parent’s retirement wasn’t dependent on the child’s success. By splitting the roles (the child inherits the business, the parent had diversified investments), both retirement and succession were secure.

Questions for Reflection:

  • Do you want your business to continue as a legacy, or is it primarily an asset to liquidate?

  • If you stepped away tomorrow, would your business survive without you?

  • Is your personal retirement plan strong enough to stand alone?

Key Takeaway:
Succession and retirement are like two sides of the same coin. Together, they create a plan that protects both your business and your personal future. By planning for both, you ensure you don’t just retire — you retire well, with peace of mind knowing both you and your business are taken care of.

Practical Steps to Start Preparing Now

Retirement planning often feels like something you’ll “get to later.” But the truth is, the earlier you start, the easier and less stressful it becomes. Think of it like planting a tree: the best time was 20 years ago, the second-best time is today. Even small steps now can grow into a strong financial canopy that shades you in retirement.

Here are some practical, actionable steps South African SME owners can take right now:

  1. Pay Yourself First

    • Treat retirement savings as a non-negotiable monthly “expense.”

    • Even setting aside 10% of profits each month can grow substantially over 10–20 years.

    • Automate contributions into a retirement annuity or tax-free savings account to avoid the temptation of skipping months.

  2. Separate Personal and Business Finances

    • Many SME owners blur the lines between personal spending and business accounts.

    • Clear separation gives you visibility on what’s truly available for retirement.

  3. Leverage Tax Benefits

    • Retirement annuities and pension fund contributions reduce taxable income.

    • An accountant can calculate how to maximise SARS deductions while still keeping your business cash flow healthy.

  4. Review Annually

    • Just as your business grows and changes, so should your retirement plan.

    • Schedule an annual review with your accountant to track progress and adjust contributions.

  5. Create Passive Income Streams

    • Explore property rentals, dividend-paying investments, or advisory/consulting work you can continue part-time post-retirement.

    • This reduces reliance on one lump sum and builds financial flexibility.

A Simple Illustration:
One SME owner I worked with began saving R5,000 a month into a retirement annuity at age 40. With steady growth of 10% annually, by 60 he had over R3 million — enough to provide a comfortable monthly income, before even touching his business assets. That consistency, not luck, secured his retirement.

Questions for Reflection:

  • How much are you currently setting aside monthly for retirement — and is it enough to replace your income when you stop working?

  • If you had to retire five years earlier than planned, would you be financially ready?

Key Takeaway:
Retirement planning doesn’t have to be overwhelming or complicated. By taking small, intentional steps now — with the guidance of accounting professionals — you build a future that allows you to step away from work on your own terms, without financial fear.

Conclusion

Retirement shouldn’t feel like standing at the edge of a cliff, hoping the sale of your business will be the bridge to the other side. Selling your business can certainly play a role, but it shouldn’t be the only plan. By recognising the risks of relying solely on a sale, diversifying your retirement strategy, working closely with an accountant, and balancing succession planning with personal financial planning, you create a retirement that’s stable, flexible, and secure.

The big picture? Retirement is about freedom. Freedom to choose when you step away, freedom to enjoy the rewards of your hard work, and freedom to leave a legacy without sacrificing your own comfort. And that freedom doesn’t come from chance — it comes from careful planning, small consistent steps, and smart use of the resources you already have.

So ask yourself: are you betting everything on one payout, or are you building a future that’s bulletproof, no matter what happens? The choice you make today will shape the retirement you live tomorrow.

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