On 25 May 2026, Stan Wawrinka walked off Court Simonne-Mathieu at Roland Garros for the last time. A three-time Grand Slam champion, the 41-year-old Swiss lost to Dutch qualifier Jesper de Jong in the first round — his 21st and final appearance at the tournament where he won his most celebrated title in 2015. After 24 years on the ATP Tour, Wawrinka is retiring. The official farewell is scheduled for the Swiss Indoors Basel in October 2026.
"I'm very happy about what I did over this long tennis career," Wawrinka said at a press conference earlier in the week. "I'm impatient to put my racquet down, to be able to enjoy other things."
For professional tennis players, there is no notice period, no redundancy entitlement, and no employer stepping in when the body can no longer deliver. Wawrinka's story — and his calm acceptance of the transition — raises a question that applies equally to Australia's millions of self-employed and sole trader professionals: what happens to your finances when you can no longer work?
A Career Built on No Safety Net
Wawrinka, like all professional tennis players, has operated his entire career as a self-employed professional. His earnings came entirely from prize money, sponsorships, and exhibition appearances — there was no employer, no mandated superannuation contributions before Australia's rules on self-employed super, no group income protection plan, and no long-service leave.
In Australia, an estimated 2.1 million people work as sole traders or in unincorporated businesses — tradespeople, healthcare practitioners, consultants, freelancers, artists, and independent contractors across virtually every sector. Like Wawrinka, they operate on the basis that their earning capacity is the business. When that capacity diminishes — through injury, illness, or simply the passage of time — there is no structural buffer unless one has been deliberately built.
Wawrinka had 24 years and three Grand Slam titles to build his. Most Australian sole traders have only their working years.
Superannuation: The Gap Most Self-Employed Workers Leave Open
In Australia, employers are legally required to make Superannuation Guarantee contributions for employees — currently 11.5% of ordinary time earnings. Self-employed individuals face no such compulsory obligation.
According to the Australian Taxation Office, self-employed people can make voluntary concessional contributions to their superannuation of up to $30,000 per financial year (the 2025–26 cap), claiming a tax deduction for contributions made. The concessional contribution is taxed at 15% within the fund — substantially less than most marginal tax rates.
The critical issue: many sole traders skip or minimise these contributions during their peak earning years, prioritising business reinvestment or immediate lifestyle over long-term retirement capital. They arrive at 55 or 60 with modest superannuation balances and a business that may have limited sale value.
Wawrinka's career, by contrast, is winding down on his own terms with more than two decades of prize money and endorsements behind him. That financial cushion was built one match at a time. For Australian self-employed professionals, the equivalent is built one voluntary super contribution at a time.
Income Protection Insurance: What Stops the Clock
Even with superannuation growing well, there is a separate and more immediate risk for self-employed workers: the sudden loss of income through injury or illness before retirement age.
Income protection insurance pays a monthly benefit — typically 70–75% of pre-disability income — if the policyholder cannot work due to sickness or injury. For self-employed Australians, this is the direct equivalent of the sick leave and income continuity that employees take for granted.
The parameters that matter most are the waiting period (how long you wait after becoming unable to work before payments begin — commonly 30, 60, or 90 days), the benefit period (how long payments continue — two years, five years, or to age 65), and the definition of disability (own occupation vs. any occupation, which determines whether you must be unable to do your specific job or any work at all).
A specialist legal or financial adviser can structure an income protection policy that matches a self-employed person's specific income pattern, business structure, and risk tolerance. Premiums paid personally by a self-employed individual are generally tax-deductible — an important efficiency point that many sole traders overlook.
When the Career Ends: Legal Considerations for the Transition
Wawrinka's retirement involves the wind-down of a complex commercial ecosystem: sponsorship agreements with defined termination clauses, licensing deals tied to his name and image rights, and ATP Tour membership obligations that expire with his final tournament. His legal team manages this transition.
For Australian self-employed professionals, the equivalent considerations include reviewing service contracts with ongoing clients (particularly those with automatic renewal clauses or post-termination restrictions), ensuring intellectual property created during the business life is correctly assigned or retained, and updating wills, powers of attorney, and business succession documents to reflect the changed entity.
A frequent oversight is the power of attorney — the legal document that authorises another person to make financial and legal decisions on your behalf if you become incapacitated. Unlike employees who may have union representatives or employer-provided welfare channels, self-employed individuals have no institutional fallback. A valid enduring power of attorney, reviewed by a solicitor, is particularly important.
Starting the Conversation Before You Need It
Wawrinka confirmed his retirement in December 2025, giving himself months to plan the transition with clarity rather than urgency. He received a wild card to Roland Garros 2026 — a final gift from the tournament he loves — and played on his own terms until the moment to stop arrived.
Most career endings do not come with that much notice or control. Illness, injury, economic disruption, or simply exhaustion can end a self-employed career faster than any tennis result.
For Australian sole traders and self-employed professionals, the equivalent of Wawrinka's advance planning includes: reviewing superannuation contributions and gaps annually, holding income protection insurance appropriate to current income, maintaining a current will and enduring power of attorney, and having at least one conversation with a financial or legal adviser about what a planned or unplanned career transition would look like.
Wawrinka knew Roland Garros 2026 would be his last. The professionals who fare best in career transitions are usually those who started planning long before the final match.
This article provides general financial and legal information only. It does not constitute financial or legal advice. Consult a licensed financial adviser or qualified solicitor for advice specific to your circumstances.

Jess Johnson