Oliver Pearson
Business Manager
Hamilton
Oliver Pearson
About Oliver
Oliver is the Business Manager at Waikato Real Estate and co-leads the team of property managers. He joined the business in 2019 and has since contributed a unique blend of financial expertise and creative problem-solving to the team.
A successful property investor, Oliver began his investing journey at the age of 21. Over the years, he has bought, developed, and sold real estate in the UK, USA, South East Asia, and New Zealand. His extensive experience in diverse markets allows him to provide valuable insights and guidance to investors navigating complex real estate opportunities.
Oliver is always ready to share his expertise with clients and team members alike, offering practical advice and strategies for successful property investing in a constantly changing market. He has been interviewed and quoted in property stories in the media many times, establishing himself as an industry voice and thought leader.
My Media Mentions
Oliver Pearson
7 Jan 2025
Hamilton property market leaves Auckland behind
Oliver Pearson from Waikato Real Estate said that for the final three months of 2024, 29% of tenants who gave notice to vacate their tenancy did so because they were buying themselves a home to live in - a big jump from the 5%-10% normally.
20 Jun 2024
Builder’s concern over granny flat proposal
Waikato Real Estate manager Oliver Pearson, who has himself installed a self-contained unit on a rental property he owned with his wife, says the law change could be seen as one less barrier for property investors to tackle and may speed up the process.
However, Pearson didn’t remember finding the consent process particularly onerous when the couple added the granny flat to their property.
2 May 2024
Renters paying double to secure housing
Waikato Real Estate manager Oliver Pearson says they are seeing cases of incoming tenants paying rent on a new property while also still paying for their old property because demand is so high.
“It seems like when tenants find something they really like, they feel like it’s worth paying an extra week or two’s rent just to secure it because there is still a lot of competition out there in terms of in terms of viewings."
My Articles
Oliver Pearson
25 Aug 2025
How to Choose a Property Manager in Hamilton (Even if It’s Not Us)
If you’re a landlord or property investor in Hamilton, one of the most important decisions you’ll make is who manages your rental property.
The right property manager can protect your investment, keep tenants happy, and save you time and stress. The wrong one? That can mean higher vacancy, more arrears, and costly mistakes.
21 Aug 2025
So you’re a Landlord: Here’s what the IRD needs from you
Becoming a landlord can happen in two ways — either you’ve set out deliberately to build a property investment portfolio, or you’ve “accidentally” ended up with a rental property after moving house or inheriting one.
Either way, the moment you start collecting rent, the IRD sees you as a business — and that means tax obligations.
18 Aug 2025
Tenancy Tribunal Annual Report is Released: Key Insights for Hamilton Landlords
The Tenancy Tribunal's Annual Report, published in July 2025, highlights just how much pressure New Zealand’s rental market is under - and Hamilton landlords are right in the middle of it.