Effectively ‘front-and-centre’ throughout the sale process, your salesperson will also draw on the strength of their wider office team. As more than 80 percent of Bayleys’ sales involve two or more salespeople working in tandem, our business philosophy encourages team-work, with the efforts of each salesperson designed to uncover the right buyer for your property.

Stephen is the Director of Business Development for Success Realty Ltd. He heads the Strategic Management of Acquisition, Recruitment and Agency work across the Bay of Plenty, Waikato and Taranaki Regions. He works closely with our General Managers to secure sustainable business growth via mergers, recruiting great people and assisting in large project marketing.

Stephen began his Real Estate career at the beginning of 1998, and after more than a quarter of a century he has excelled to be a leader in the industry. He is also a Director and Shareholder of Realty Services Ltd, who own the 21 Bayleys offices under Success Realty Ltd.

He is also our Group Auction Manager and Auctioneer for those regions too. He is a proficient caller with a strong work ethic and a proven ability to negotiate between sellers and buyers.

To date Stephen has negotiated or called in excess of 9000 auctions, including in excess of 1000+ sales over $2 million dollars for a total sales value of over $8.0 billion. He has competed in the REINZ NZ Auctioneer Championships four times.

Members of the Success Realty Bayleys teams have regularly won REINZ awards for leaders in their field including C&I, Country and Residential Salesperson of the year. Stephen has also received National recognition awarded the Bayleys National Auctioneer of the Year in 2009-2010, Bayleys National Manager of the Year in 2011-2012 and Bayleys National Top Auction Office Hamilton 2014, 2020, 2021, 2023 and 2025 and Tauranga 2018 and 2019. Four of his team have won the Bayleys National Rookie of the year in 2006, 2007, 2016 and 2020. Stephen received the National Manager of the Year Award 2014, Bayleys Way Award and Graham Bayleys Award in 2025 for his long service to the Bayleys business.

Stephen gives freely of his time to the community; particularly wielding the hammer at various charity or fundraising auctions every month. He attends many conferences and workshops every year in New Zealand and overseas to ensure he is kept up to date with the latest marketing tools and trends. Prior to Real Estate he completed a Bachelor of Management Studies at Waikato University.

Outside of work Stephen lives in Hamilton and enjoys quality time with his wife and partner of 30+ years Rachel Waldegrave (10 years salesperson for Bayleys) and their four children - Hugo, Madeleine, Toby and Phoebe. They have family homes in Hamilton, Pauanui, Tauranga, Rotorua and Auckland, so know the Regions well. He is the Immediate Past Chair of the Waikato Rugby Union and Past President of the Hamilton Old Boys Rugby Club. He is an active coach of senior rugby at Hamilton Marist. In his spare time, he loves to travel overseas and explore our world.