Squirrel bolsters leadership team as it eyes accelerated growth

Squirrel
17 September 2025
Squirrel (Mortgages, Saving and Investing) logo on a lightbox on the side of Squirrel HQ in Auckland

We're shaking things up—this week announcing two key changes to our senior leadership team, as we position ourselves to capitalise on recent momentum and growth. 

JB, Squirrel Founder & OG, has taken a step back from our residential advisory business and into the newly-established role of Group Head of Property Finance. 

Meanwhile, Callan Wayne-Bowles has joined our senior leadership ranks as Group Head of Advisory, where he'll be responsible for managing our 50-strong network of advisers all over New Zealand. 

Chief Squirrel, David Cunningham, says the rapid expansion of Squirrel’s Property Finance and Mortgage Advisory offerings has meant the leadership change-up was needed to set the business up for our next phase.

“Our property finance business recently surpassed $1.5 billion in all-time lending originated, across more than 1500 development projects—supported by strong growth in our saving & investing business. And over the last 12 months, our wider advisory team has overseen more than $3 billion in mortgage lending. The growth we’ve experienced has been hugely exciting, but it’s also meant that managing both advisory and property finance under the one umbrella was starting to get a bit unwieldy.

“The decision to split out the two units under JB and Callan’s leadership will enable us to take a more targeted approach to growth and innovation moving forward, and we have some big plans in the pipeline,” adds Cunningham.

John Bolton founded Squirrel—now New Zealand’s largest independent mortgage brokerage—in 2008, at the height of the GFC. Squirrel’s saving and investing business, launched in 2015, now has over $550 million of investor funds under management.

Callan Wayne-Bowles has upwards of 25 years’ experience in the financial services industry, including more than a decade as a mortgage adviser. He joined the Squirrel team in 2022 via its merger with Wellington mortgage brokerage The Home Loan Shop, where he responsible for leading the company’s growth strategy.


The opinions expressed in this article should not be taken as financial advice, or a recommendation of any financial product. Squirrel shall not be liable or responsible for any information, omissions, or errors present. Any commentary provided are the personal views of the author and are not necessarily representative of the views and opinions of Squirrel. We recommend seeking professional investment and/or mortgage advice before taking any action.

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