The First Sale — AU$9 and What It Meant
Posted: May 4, 2026 Filed under: smallbizai.au | Tags: ai, artificial-intelligence, smallbizai.au, technology, writing Leave a commentOn a Sunday in April, my phone buzzed with a Gumroad notification.
Someone had bought the AI Prompts for Professional Services pack. Nine Australian dollars.
I’d spent a few weeks building SmallBizAI.au. At that point it had around 650 posts, 40-odd newsletter subscribers, and had cost me a few hundred dollars in API credits and hosting. I wasn’t doing this for money — I’m on a career break. But this was different.
Someone found the site, read enough to trust it, pulled out their card, and paid nine dollars for something I made.
That’s not revenue. That’s proof.
Here’s what I’d built: a prompt pack for accountants, lawyers, and consultants. Fifty copy-paste prompts covering client intake, proposal writing, meeting prep, and client updates — the tasks that eat billable hours. Priced at AU$9. Low enough that a sole trader wouldn’t think twice. High enough to filter for people who’d actually use it.
The buyer is in professional services. They found the pack on a Sunday and bought it. I don’t know whether the prompts saved them any time. But they chose to pay for something on a site that had been giving everything away for free.
That matters.
I’ve spent most of my career in technology, forty years across Microsoft, Telstra and AWS, building things where success is measured in millions of users and billions in revenue. The metrics were always big.
AU$9 is not a big metric.
Career breaks reset your sense of scale in useful ways. Nine dollars from a stranger on the internet, for something you built with your own hands, in a domain you care about — that hits differently. It’s not a Series A. It’s not an enterprise contract. It’s cleaner than both.
It means the thing works.
SmallBizAI.au exists because Australian small businesses are being underserved by generic AI content. Most of what’s out there is written for US audiences, priced in USD, and assumes tools that don’t work here. Fair Work isn’t a thing in Kansas. GST isn’t VAT. Xero is everywhere in Australia and barely mentioned in American AI guides.
The site covers the Australian angle specifically: local pricing, local tools, local compliance. Whether AI can actually help a café owner in Fitzroy or a bookkeeper in Fremantle. Not theory — specific, practical, AU-focused.
Hundreds of posts. One sale.
The ratio sounds bad. It isn’t. Search traffic takes months. Newsletter lists grow slowly. That first sale didn’t come from a viral post or a paid campaign. It came from someone searching for exactly what I’d built, finding it, and buying it.
That’s how it’s supposed to work.
There are now six products in the Gumroad store. Prompt packs at AU$9 each — for tradies, hospitality, allied health, professional services. An AI Tools Comparison Guide for AU$15. A 200-prompt pack for AU$19.
None of this replaces a salary. That’s not the point. The point is building something that earns trust through useful content and eventually converts that trust into revenue. Slowly. Deliberately.
Someone started that. At AU$9 a time.
If you run a professional services business: AI Prompts for Professional Services] — AU$9.
And if you’ve used any of the packs and have feedback on what worked (or didn’t), I’d like to hear it.
Sources
SmallBizAI.au Resources page — all Gumroad products and a bunch of free downloads and guides as well.
This is part of an ongoing series about building SmallBizAI.au in public. Also published at SmallBizAI.au.
Australian Boards Don’t Understand AI. Here’s Why That’s A Problem For All Of Us.
Posted: April 21, 2026 Filed under: Geek, Personal, smallbizai.au | Tags: ai, artificial-intelligence, chatgpt, technology, writing 3 Comments
I’ve spent 40 years in technology. Starting at Aspect Computing in the 80s as a graduate, then 22 years at Microsoft both in Australia and Seattle, 4 years at Telstra, and finally 6 years at AWS covering Australia and APJ. I’ve sat in boardrooms, executive briefings, and strategy sessions across Australia, the US, and the Asia-Pacific region.
And I’ll tell you what I’ve noticed: the people making technology decisions at most Australian companies often understand finance, law, and general management very well. They understand technology considerably less well.
New research from Queensland University of Technology has put numbers to something I’ve experienced firsthand. Out of the 500 largest ASX-listed companies, more than half have zero directors with STEM expertise. Over 15 years — covering smartphones, cloud, and now generative AI — that number moved from 8% to 13%. Meanwhile, accountants, bankers and lawyers still hold 42% of board seats.
I don’t think these are bad directors. Many are excellent at what they do. But technology is no longer a back-office function. It’s strategy. And you can’t set strategy for something you don’t understand.
What I saw at Microsoft and AWS
At Microsoft, I spent years as a technical evangelist — explaining technology to businesses, developers, and yes, executives. The best executive conversations I had were with people who had at least some technical background. They asked better questions. They made faster decisions. They weren’t paralysed by the fear of making the wrong choice because they didn’t understand the options.
At AWS, I ran teams focused on helping Australian organisations adopt cloud and AI. Again: the organisations that moved fastest had at least one person close to the top who genuinely understood what they were adopting. Not necessarily an engineer — but someone who had shipped software, run a tech team, or built something with technology.
A former colleague of mine who focused specifically on AI governance and board-level education at AWS put it well: boards tend to either dismiss AI as an IT problem or panic about it as an existential threat. Very few engage with it as what it actually is — a general-purpose capability that changes what’s possible across every function of the business.
Why this is urgent now
The QUT research only goes to 2022. AI as we know it today — ChatGPT, Claude, Copilot, Gemini — arrived after that. The urgency has increased dramatically since then.
ASIC has told Australian boards that cybersecurity is their responsibility, not the IT department’s. AI brings similar responsibilities: data privacy, algorithmic bias, liability when AI systems make mistakes, regulatory compliance under an evolving Privacy Act.
The Australian government signed an MOU with Anthropic in April 2026 — the first arrangement under the National AI Plan. Billions are flowing into data centres. Anthropic is opening a Sydney office. The investment appetite is real.
But investment without governance is how you get expensive technology initiatives that deliver nothing, or worse, that create serious legal and reputational risk.
The question I keep asking myself
I’m on a career break right now. Building SmallBizAI.au — a practical guide to AI for Australian small business owners. It’s been a fascinating experiment in what one person can build with the right AI tools and infrastructure.
But the boards research made me think about what’s next. Not just for me personally — though if you’re looking for someone who’s spent 40 years in technology, led teams across Microsoft, Telstra and AWS, and is now building AI-native products, I’m worth a conversation. But more broadly: what does Australia lose when the people overseeing our biggest companies don’t understand the most important technology shift of our lifetimes?
The research has an answer. Companies with more STEM expertise on their boards invest more in innovation and are valued more highly. That held even in low-tech industries. The boardroom gap isn’t just a governance problem. It’s a competitiveness problem.
What good looks like
I’m not arguing every board needs a software engineer. I’m arguing boards need at least one person who has operated at the intersection of technology and business — who can ask the right questions, interrogate vendor claims, understand the real risks, and push management to move faster when the opportunity is clear.
That person exists in Australia. There are thousands of us — people who came up through technology, moved into leadership, and understand both sides. We’re not all in boardrooms. Some of us are on career breaks building websites about AI for small business owners.
That might need to change.
Sources
- Elms, N. & Weerasinghe, A. (2025). STEM expertise on Australian ASX 500 boards, 2007–2022. Journal of Accounting Literature. doi:10.1108/JAL-07-2025-0373
- StartupDaily: The weird thing about Australian boards is how few directors have tech expertise in the AI age
- 2025 Watermark Board Diversity Index — AICD
- Australian Government MOU with Anthropic


