New Chapter for Winning Rupert

Media Release - Tuesday February 27

Tomorrow will bring to a close the Inglis Digital February (Late) online sale but it will also bring about the beginning of the new chapter in the story of young stallion Winning Rupert. 

Unreserved and on the market from the opening bid when the catalogue opened last Friday evening, Winning Rupert presents an exciting prospect for stallion operations across the continent. Even more exciting if you consider there is the chance that this could be history repeating itself. 

Winning Rupert - click here to check the latest bidding!

Back track to May 2009, a young stallion was offered through the Inglis Great Southern Sale with the purpose of dissolving a partnership of owners. The horse in question was Written Tycoon, a sire that at the time of selling had already made an impression in his relatively short time standing at stud but had yet to reach the heights of being crowned Australia’s leading First Season Sire, Australia's leading sire of 2YOs, Australian Champion Sire and eight-time Victorian Champion Sire.

With a list of accolades such as this, there is little surprise that Written Tycoon has also become a sire of sires with his sons at stud including Capitalist, Written By, Rich Enuff and Ole Kirk in addition to this week’s Inglis Digital offering Winning Rupert. 

When comparing the two it is easy to draw a line from father to son and be influenced by what Written Tycoon has achieved but in taking a more pragmatic look at their accomplishments as a comparison relative to their humble beginnings, the facts make the mind boggle.

Similarly both had started their careers in leading southern studs where they had a solid foundation of mares. Subsequently both also spent a couple of seasons in Queensland being well supported with mare numbers and quality. However, when analysing the comparison of their early racing crops the figures paint a more intriguing picture. 

Advertisement

Semana is a recent Group winner Winning Rupert - image Steve Hart

From their first five crops of racing age Winning Rupert has produced more runners (171 to 162) and more winners (104 to 102) than that of his sire. Winning Rupert also comes up trumps in the 2YOs from both runners and winners. Written Tycoon marginally takes the honours with the 3YO crop but it is the young bull who again leads the way with the older horses at four. This is an argument that becomes even more compelling when you compare the live foals from the first three crops of both stallions and the numbers differ by only seven.

On a tally of Stakes horses and Stakes wins for the period in question, Written Tycoon pipped Winning Rupert on numbers four to two but this point is again arguably comparable when looking at the actual Stakes performed progeny. Written Tycoon’s leading light during those formative years was a well known horse Howmuchdoyouloveme, a G2 and G3 winner, as well as G2 and twice Listed placed. Winning Rupert is championed by Semana who has claimed victory at G3 and Listed level. Twelve horses in total have gone on to be Stakes performed from the analysed crops for Written Tycoon, Winning Rupert is currently tallying eight. 

Looking back and comparing the actual numbers or anecdotally speaking about the exploits of their progeny provides a snapshot in time of the stallions’ performance. What isn't on record or can be quantified would have been the thoughts of those who took a well educated guess on a rising star back in May 2009 at the Inglis Oaklands complex.

Of course we all know that there are no guarantees when it comes to thoroughbred racing and breeding but it wouldn't be out of place to draw one last comparison with the line of thought from the prospective buyers and the dreams they may have in place. Come tomorrow, those dreams will become the start of the reality for one lucky buyer and the next chapter of Winning Ruperts story will be written.  

Advertisment
More Reading...
West is Best - Outstanding Perth Magic Millions Yearling Catalogue Online
The cream of the Western Australian yearling crop has been assembled for the 2026 Magic Millions Perth Yearling Sale and the quality packed catalogue is now online. 
Sires With Winners - Monday December 22
Here is the full list of 20 stallions which had winners throughout Australasia today with winners and result details.
Tara Talks Racing - The Christmas Episode
A quickie to end the year and wish our listeners a very happy Christmas as we pick apart the Magic Millions contenders that have jumped out of the woodwork in the past week, who do we like heading into the Christmas break?    
Sires With Winners - Tuesday December 23
Here is the full list of 21 stallions which had winners throughout Australasia today with winners and result details.
Part 2 Snippets – The Very First Magic Millions Champion
In the lead up to the 2026 Magic Millions Yearling Sale we’re going back to the beginning of one of the great stories of bloodstock and how a bargain yearling changed the face of the Australasian racing and breeding industry forever.
Pedigree Pointers – Karaka 2026
The 2026 NZB National Yearling Sales (January 25-29) offers buyers the cream of the New Zealand crop and in the weeks leading up to the sale we’ll go looking for pedigrees of interest for a myriad of reasons.
Juvenile Trial Watch – Rosehill
We saw a busy set of trials at Rosehill on Tuesday morning with five heats for juveniles won by some interesting horses including an I Am Invincible filly from a close relation to champion mare More Joyous and a filly by Profiteer that zoomed from last to first.
TBWA Westspeed Platinum Raceday 2025
Inaugurated in 2021, Westpeed Platinum Day is a festive occasion at beautiful Ascot for industry participants and Perth racegoers alike.
Hello Youmzain 2YO Chasing Boxing Day Win
Promising two-year-old Ka Ron was unfortunate not to have made the perfect start to his career and will have the opportunity on Boxing Day to make amends.
Inglis Digital year concludes on a high - Two Mares Sell for $140,000
Two well-related mares stole the show in today’s Inglis Digital December (Late) Online Sale, selling for $140,000 each in the final auction of 2025.