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Stephen Baster: What horse racing and real estate have in common

After almost 30 years in the saddle as a top jockey, Stephen Baster got used to the ups and downs the sport threw at him. Itโ€™s something that has stood him in good stead in his post-racing career in real estate. Here, the Marshall White agent tells Kylie Dulhunty how he left home at 15 to become a jockey, how and why he made the switch to real estate, and where heโ€™s headed next.

โ€œIf you fall off a horse, get straight back in the saddleโ€ is an adage Stephen Baster knows better than most.

Now a real estate agent for Marshall White on the burgeoning Mornington Peninsula, just three years ago Stephen was a top jockey riding Group 1 winners for well-known horse trainers like Gai Waterhouse.

Needless to say, he’s fallen from a horse more than once, and the 47-year-old says the high stakes world of horse racing provided the perfect preparation for real estate.

โ€œI remember when I first started in real estate, an agent pulled me aside to say, โ€˜Donโ€™t get too upset if you only list one in four properties you present forโ€™,โ€ Stephen recalls.

โ€œI said, โ€˜Iโ€™m used to winning one in 10 (horse races), so one in four is greatโ€™.

โ€œMy longest stretch was 89 rides without riding a winner, so you can imagine how that plays on your mind.

โ€œSo Iโ€™m quite resilient when it comes to real estate. Racing set me up very well in that regard.โ€

Starting young

Stephen was just a kid when he started in the racing industry, heading off on what was supposed to be a school holiday trial at a stable near Brisbane.

Only 15 at the time, Stephen says he loved the experience and never looked back.

โ€œI moved out of home a couple of days after my 15th birthday,โ€ he says.

โ€œI told my mum I was going to give it a try during the school holidays and I was going to live at the stables during that time.

โ€œInitially, mum was rapt, but then when I said I wasnโ€™t coming home, she wasnโ€™t so rapt.โ€

A year later, Stephen headed to Melbourne to start an apprenticeship at Caulfield for trainer Mark Riley, who trained the winner of the 1993 Oakleigh Plate and 1994 Newmarket Handicap – Mookta.

Over his career, Stephen estimates he had about 15,000 rides for about 1500 winners, including 14 Group 1 winners.

He rode in the race that stops the nation, the Melbourne Cup, nine times, and finished third in 2007 riding Mahler, who was trained in Ireland by Aidan Oโ€™Brien.

Humble to the core, Stephen still doesnโ€™t reckon heโ€™s much chop as a jockey and puts his success down to his strong work ethic.

โ€œI honestly donโ€™t think I was that good as a jockey, but I turned up, I worked hard, and I clicked with some of the horses,โ€ he explains.

โ€œI loved the animals, and that helped me get through it. I had no fear whatsoever, I just clicked with horses really well, and I think theyโ€™re just big softies at heart.โ€

The great unknown

Stephen says with about 50 per cent of his rides, he didnโ€™t meet the horse until race day so riding a winner came down to how the horse was trained and his ability to study their previous rides.

โ€œSome horses I rode every start they had in their career, and a lot of times I rode a horse five to 10 times in their career,โ€ he says.

โ€œBut each week, Iโ€™d have about 20 different rides on different horses.

โ€œLuckily for us (jockeys), the majority of the horses are really well educated, and then with technology, weโ€™d get to watch and study all of their replays.

โ€œIโ€™d watch their trials, which is where theyโ€™re learning to race, and Iโ€™d watch their previous race starts. Most of them are quite similar.โ€

But Stephen admits he did have a soft spot for a couple of horses over the years, including Gai Waterhouseโ€™s Pinot, who he won the $1 million VRC Oaks with back in 2017.

โ€œI rode Pinot every start in her career,โ€ he says.

โ€œI absolutely loved her and felt I had a good connection with her.โ€

A career post racing

But as Stephen moved towards the twilight of his career, he started thinking about what heโ€™d do post racing and settled on real estate.

He says he always had a natural affiliation with the property industry, having bought and sold 18 times before finally settling with his family on the Mornington Peninsula seven years ago.

It also didnโ€™t hurt that one of Gai Waterhouseโ€™s main horse owners happened to be Marshall White Senior Director Jack Bongiorno.

โ€œHe said it would probably be a good career for me, and then I got to know a few other people, and John McGrath also gave me a lot of advice,โ€ Stephen says.

โ€œDuring my last three years of riding, I wasnโ€™t riding full time, so I had a bit of spare time, and I started dipping my toe into real estate and learning as much as I could before I made the jump.โ€

That jump came at the end of the 2019 Spring Carnival.

โ€œI rode my last race at Sandown, at the Sandown Cup, gave away all my jockey gear the next day and started in real estate on the Monday.โ€

That was in mid-November, and by March the following year, the global COVID-19 pandemic hit Australian shores.

Stephen says while the Australian real estate market in the ensuing two years went gangbusters, he didnโ€™t hit the ground running, raking in listings.

โ€œIt started off a little bit slow with lockdowns and things like that, but the people I was with were really supportive, and I knew it was just like riding,โ€ he says.

โ€œThe Spring Carnival was when you made the most of your moment, and at the other times of the year, youโ€™d have a quieter time.

โ€œMy life has always been like a yo-yo in that respect, so I guess real estate is similar. You have good times and bad times.โ€

Stephen says in the horse racing industry, jockeys deal with people from varying walks of life, including wealthy sheikhs.

So heโ€™s never had trouble building rapport with potential vendors, and the biggest hurdle for him initially was convincing them he could ride a winner in the property market.

โ€œI knew a lot of people, but they didnโ€™t want โ€˜the jockeyโ€™ to sell their house,โ€ Stephen explains.

โ€œI was relatively inexperienced even though Iโ€™d done three years part-time.

โ€œBut while people were initially hesitant to list with me, once I got some runs on the board, things changed, and now I get a lot of people from racing calling me for advice.โ€

A straightforward approach

Not one to move in for the hard sell, Stephen says his real estate philosophy is all about delivering high-quality service and working as hard as he can to achieve the best result for his clients.ย 

โ€œI know how important someoneโ€™s home is to them, and I just try to do a very good job and not be an agent that hounds people for the sake of trying to get business,โ€ he says.

โ€œMost of the clients Iโ€™m getting now are from referrals and doing a good job for them previously.โ€

In terms of results, Stephen says heโ€™s doubled his sales in the 2021-22 financial year and is looking to build on that heading into 2023.

โ€œI just want to keep trying to improve and get nice properties to sell for people,โ€ he says.

โ€œI havenโ€™t got any goals to be writing the most dollars or anything like that. Iโ€™m very happy doing what Iโ€™m doing and getting my three or four listings each month.

โ€œMy focus is just doing a good job for my vendors.โ€

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Kylie Dulhunty

Former Elite Agent Editor Kylie Dulhunty is a freelance content producer for the Elite Agent audience, leveraging her extensive copywriting and real estate expertise.