Gilligan Sheppard

Gilligan Sheppard We are experts in helping businesses solve problems with creative solutions. We get people and ideas. We love that. People like you. More creative. Less corporate.

We go beyond relentless form-filling and compliance, finding creative ways to solve your problems and help grow your business. We encourage a spirit of collaboration and innovation to produce workable solutions. We want to know your story, understand your business vision and how we can help you achieve it. We will not be a passive accounting partner; instead, we will challenge you, fight for you a

nd alongside you, and do whatever it takes to achieve better than expected outcomes. No one understands your business better than you, and for you, it is not just about making money. It is about expressing yourself, building great things and being proud of your innovations and successes. We believe in exploring diverse ways of doing things, and love working with people who aren’t afraid to challenge the status quo. More collaborative. If that is what you are looking for, then we’d like to work with you, too

Most owners know what they want their business to look like. That part hasn't changed. But the pieces have, and the old ...
27/05/2026

Most owners know what they want their business to look like. That part hasn't changed. But the pieces have, and the old way of putting them together isn't working like it used to.

AI, tighter margins, shifting talent — the puzzle now looks different from 2019. Here's what we're seeing, and what's actually helping businesses move forward. Full article in the link below.

What worked for businesses in 2019 is no longer working today. The pieces of the business puzzle have changed...

Petrol prices creeping towards $4 a litre means increased costs for businesses. What is easier to miss is the effect on ...
05/05/2026

Petrol prices creeping towards $4 a litre means increased costs for businesses. What is easier to miss is the effect on your fringe benefit tax obligations. With the quarter four filing date of 31 May approaching, it is worth knowing how the two connect.

...create a direct hit to operating expenses. But there's a second-order effect that's easy to overlook: your fringe benefit tax obligations.

You take a client out for dinner. Great evening, business was discussed, relationships were built. The next week, you at...
29/04/2026

You take a client out for dinner. Great evening, business was discussed, relationships were built. The next week, you attend a business breakfast at a conference. Same outcome, different setting.

One of those is 100% tax deductible. The other is only 50%. Do you know which is which?

The line between entertainment and networking is blurrier than most business owners think. Get it wrong and you risk an IRD audit or missed deductions.

Learn the difference. Read the full article here:

The IRD’s position is straightforward in principle: you can claim the cost of entertainment used to build business contacts, keep your...

Foodstuffs and Woolworths control 88% of New Zealand's grocery market, and have done for years. No other supermarket com...
22/04/2026

Foodstuffs and Woolworths control 88% of New Zealand's grocery market, and have done for years. No other supermarket comes close to competing with them.

According to Arran, that lack of competition is hitting New Zealand households hard. Think higher prices, manipulative pricing tactics, and local producers being squeezed out of the market. The evidence has been investigated and proven. The question is why nothing has been done about it.

Read Arran's article here:

The duopoly issue goes back in time to when Big Fresh was established around 1990. At that point you had Big Fresh, Woolworths...

You could work at GS for months and never see anyone's competitive streak. Then someone introduces frisbee golf.In Febru...
15/04/2026

You could work at GS for months and never see anyone's competitive streak. Then someone introduces frisbee golf.

In February, the team headed to a cliffside glamping site for our annual conference. Sessions on values, AI, and welcoming new faces, with Staff Olympics and marshmallows around the fire thrown in for good measure.

Great businesses are built on great teams. Great teams are built on genuine connection. And genuine connection rarely happens at a desk.

Curious what else went on at the cliff? Read the full article here.

There’s something uniquely valuable about fresh eyes. When you’re new to a company, or new to the workforce entirely, you notice things...

Most business owners blame their team when things go wrong. It is the natural instinct, but Murray Fulton of Advantage B...
24/03/2026

Most business owners blame their team when things go wrong. It is the natural instinct, but Murray Fulton of Advantage Business has spent years sitting with that assumption and finding the same answer every time.

If your business keeps losing direction despite having good people around you, the place worth looking first might be the one you have been avoiding.

Read Murray's article here:

One of two areas that take up over 50% of my focus is business culture and strategy. So many of my clients struggle with consistency...

Baby boomers who bought their homes decades ago are now sitting on properties worth $5 million or more with almost no on...
17/03/2026

Baby boomers who bought their homes decades ago are now sitting on properties worth $5 million or more with almost no one to sell to. Active Investor Plus Visa holders just changed that.

These are foreign investors who have already committed at least $5 million to New Zealand businesses and are now looking for somewhere to live. For boomers who have been waiting for the right buyer, they just arrived.

Yi Ping explains more in her article:

In theory, property developers could purchase land, build luxury properties valued at $5 million or more, and market them specifically to...

Your accountant keeps your business compliant. But who helps you figure out where the money should go next? That questio...
13/03/2026

Your accountant keeps your business compliant. But who helps you figure out where the money should go next? That question is what brought CFO 4U and Gilligan Sheppard together, and the story behind how they answered it starts with a $300 million exit and a garden shed.

Read the full story here:

That curiosity led him to build CFO 4U, a fractional CFO practice that’s now joining forces with Gilligan Sheppard.

The EOFY isn't a deadline. It's a reset point.Plenty of business owners still scramble at the last minute, pay avoidable...
17/02/2026

The EOFY isn't a deadline. It's a reset point.

Plenty of business owners still scramble at the last minute, pay avoidable penalties, and miss opportunities. Others cruise through and come out positioned for growth.

Suelem shares what separates the two.

Tax planning means making informed decisions throughout the year that protect cashflow, reduce unnecessary costs, and set your...

Graduates can't find work. Employers can't find good hires.Both sides are stuck. Graduates can't prove they're ready. Em...
11/02/2026

Graduates can't find work. Employers can't find good hires.

Both sides are stuck. Graduates can't prove they're ready. Employers can't risk a bad hire.

Toby just made the jump from uni to full-time work. He reckons there's a fix that works for both sides.

Here's what it is.

There’s something uniquely valuable about fresh eyes. When you’re new to a company, or new to the workforce entirely, you notice things...

Address

253 Queen Street
Auckland
1010

Opening Hours

Monday 8:30am - 5pm
Tuesday 8:30am - 5pm
Wednesday 8:30am - 5pm
Thursday 8:30am - 5pm
Friday 8:30am - 5pm

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