Exiting Your Business at Retirement (Retirement Relief vs Entrepreneur Relief)

For self-employed individuals, the business itself is often the biggest retirement asset. Exiting or passing it on tax-efficiently is critical.

Retirement Relief (CGT)

  • Available from age 55.
  • Third-party disposals: Full relief up to €750,000 (55–70), €500,000 (70+).
  • Transfers to children: Cap €10m (55–69), €3m (70+).
  • Clawback if child disposes within 12 years.

Example – Sole Trader Sale (Age 58)

  • Sale value €900,000, base cost negligible.
  • Relief threshold = €750,000.
  • Over by €150,000 → Marginal Relief caps CGT at ½ × (€900k − €750k) = €75,000.
  • Standard CGT = €297,000. Relief saves €222,000.

Entrepreneur Relief (CGT)

  • 10% rate on lifetime gains up to €1m.
  • Conditions: 3 years ownership, working director, ≥5% shareholding.
  • Balance taxed at 33%.

Example – Director Sale (Age 62)

  • Sells shares for €1.4m.
  • €1m @10% = €100,000.
  • €400k @33% = €132,000.
  • Total CGT = €232,000.

Transfers to Children

Example: Director (Age 60) transfers €9m company to child

  • Cap €10m (55–69).
  • CGT = €0.
  • If child disposes within 12 years, clawback may apply.

*All examples here are full illustrative purposes only. Rockwell Financial Management are not tax advisors and it is imperative you seek tax advice from a qualified tax advisor before committing to any tax planning strategy

Key Takeaway 

Timing and structuring matter. Retirement Relief can reduce CGT to almost nothing, while Entrepreneur Relief provides a backup at 10%. Professional tax advice is essential.

Related Chapters

Chapter 4: Self-Employed Pensions

Chapter 10: Phased Retirement

Chapter 14: Tax Planning

Planning business exit? (Get Tax Planning Advice)