The Future of AI Payments: Agents, Stablecoins and Going Global

This month, Georgie went deep on the infrastructure and real-world friction sitting underneath the AI economy we keep hearing about.

Jason Maynard, CTO of Zendesk, brought one of the sharpest takes of the month: automation isn't the enemy of great customer service, misplacing it is. He broke down exactly where agents belong, where they don't, and why customer service job postings in the US are actually up 10% year-on-year. A counterintuitive data point that says everything about where this is heading.

Hayley Hopwood from Stripe made the case that founders are sleeping on stablecoin, and that building for global from day one isn't optional. Tax, currency, billing models, these become expensive paper cuts if you don't lay the foundation early.

And Jean DeWitt Grosser, CRO of Vercel, made the case that 2026 is the year agents actually ship. Not the year we talk about them, the year they go into production.

Three conversations. One thread: the gap between AI hype and AI reality, and the founders quietly closing it.

The Right and Wrong Way to Use AI Agents

How to build faster with AI in 2026

Connect with Georgie on LinkedIn or Instagram to share your thoughts and suggestions for future guests.

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This month, we launched a brand new show asking the question more Australians are quietly sitting with: could crypto be something more than a speculative bet?

More than one in five Australians have invested in cryptocurrency, yet for many, crypto remains confusing, controversial, or purely speculative. In this three-part series, Andy Jones sits down with Jason Titman, CEO of Swyftx, one of Australia's largest cryptocurrency exchanges, to explore what crypto really is, where it's heading, and what it could mean for Australia's economic future.

Listen to episodes one and two to hear how Swyftx went from a few hundred dollars a month to a billion, and why Jason believes crypto could become Australia's fifth economic pillar.

Subscribe now so you don't miss episode three, dropping next week.

How Swyftx Reached $1B/month in Trading

Can Crypto Be the Future of Finance?

Day One and W2D1 Media have just launched a brand new service just for investors. Click the banner to learn more.

Pick My Brain 🧠

Most founders who've tried PR will tell you the same thing: it was a waste of money and they never got in the media. But when Marie Dowling digs deeper, the real answer is usually that they weren't involved enough to make it work.

In this episode, Alan Jones is joined by Marie Dowling, founder and CEO of Newsary, a hybrid AI and human PR platform built for startups and small businesses. Marie walks through how Newsary works, why PR is becoming the new SEO, and how she landed enterprise client Flixbus, generating over 300 pieces of Australian media coverage.

Alan challenges Marie to think beyond founder-led sales, pushing her to consider referral incentives, agency partnerships, and her LinkedIn audience as scalable distribution channels. If you're a founder who's written off PR, this episode might just change your mind.

How to Turn Happy Customers Into Your Best Sales Channel

Two very different startups. One lesson: clarity and memorability beat comprehensiveness every time.

Ask a question, get advice from Alan, or give feedback - https://www.speakpipe.com/pickmybrain

Pick My Brain is supported by our wonderful sponsor Galah Cyber

Galah Cyber offers Application Security Assessment

Get a clear, ten-minute snapshot of your AppSec maturity across the five core principles.

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🔒 Secured

From government policy updates to the architects who aren't actually architecting anything, this month's episodes get into where security thinking breaks down before a single line of code is written.

Toby Amodio joins Cole to decode the latest PSPF updates. Personnel risks are rising, AI governance is mostly checkbox theatre, and the new Commonwealth Technology deny list sounds stricter than it actually is.

Then Ken Fitzpatrick makes the case that most security architects are doing assurance, not design. His fix: understand the use cases first, threat model from there, and stop treating controls like a smorgasbord.

If your security strategy starts with a checklist and ends with a shrug, you are Secured. 🔐

The Architect’s Dilemma: Why Security Design Keeps Failing (and How to Fix It)

PSPF Changes Explained for Security Leaders

Chainguard is the trusted source for open source.

Get hardened, secure, production-ready builds so your team can ship faster, stay compliant, and reduce risk.

Get your free CVE Reduction Assessment at dayone.fm/chainguard and start shipping software with confidence.

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