Weekly Update 498

Troy Hunt's Weekly Update Podcast1h 9mApril 10, 2026

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AI-Generated Summary

In this episode of Troy Hunt's Weekly Update Podcast, Troy dives into a recent data breach investigation using his automated Open Claw system, detailing how he extracts and verifies email addresses from a public hacking forum. He shares frustrations around managing enterprise customers who delay payments despite 30-day terms, highlighting a particularly egregious case where a subscriber remained six months overdue. This leads to a broader discussion about the operational challenges of running a small, customer-focused service like Have I Been Pwned (HIBP), including manual invoicing, reconciliation, and the emotional toll of chasing unpaid bills. In contrast, Troy celebrates major updates to HIBP, including the launch of a new tiered pricing model with Core, Pro, and High RPM plans, the introduction of k-anonymity for privacy-preserving searches, automated domain verification via API, and the addition of passkeys for seamless login. He emphasizes that these changes aim to streamline operations, reduce reliance on complex enterprise agreements, and improve user experience while maintaining security. Troy also reflects on the irony of Fortune 500 companies claiming they can't use credit cards—despite doing so routinely in everyday business—reinforcing his commitment to Stripe as the primary payment method. Key takeaways include: 1) Automating payment enforcement through Azure functions to cut off service for overdue invoices; 2) Restructuring HIBP’s pricing and plans to cap domain usage and discourage reselling; 3) Introducing passkeys for faster, more secure login without adding new security layers; 4) Prioritizing credit card payments via Stripe to avoid the overhead of invoicing and legal redlining; and 5) Using Cloudflare caching and asynchronous key validation to dramatically improve performance. Troy concludes with a passionate defense of his service’s values—simplicity, automation, and direct accountability—while acknowledging the emotional weight of running a mission-driven business in a world of complex corporate bureaucracy.

Key Takeaways
1

Automate payment enforcement by cutting off service for overdue invoices using Azure functions.

2

Restructure HIBP plans with domain caps and tiered pricing to prevent abuse and reselling.

3

Introduce passkeys for faster, frictionless login without compromising security.

4

Prioritize Stripe and credit card payments to avoid the overhead of enterprise invoicing.

5

Use Cloudflare caching and asynchronous validation to reduce latency by 40%.

…and 3 more takeaways available in PodZeus

Chapters
0:00
7 min

Investigating a New Data Breach with Open Claw

I literally have my open claw commenting on hacking forums in order to get data that has been posted there.

Highlight
6:50
14 min

The Frustration of Enterprise Customers and Payment Delays

You can't keep using services for free, getting upset when we turn it off because you haven't paid.

Highlight
20:50
26 min

Automating the Pain: Building a Payment Enforcement System

It's easy to be tough when you can automate it. It's hard to be tough when it's literally Charlotte having to go in and look at who hasn't paid and send a manual email.

Highlight
46:40
22 min

Major Updates to Have I Been Pwned: New Plans, Passkeys, and Privacy

We hope that pulls some of those customers down into pro. Canaanimity is cool.

Highlight
High-Impact Quotes
You can't keep using services for free, getting upset when we turn it off because you haven't paid.
Troy Hunt18:06
Viral: 90.0
No Fortune 500 company is going to pay for services like this via credit card.
Troy Hunt65:46
Viral: 88.0
I literally have my open claw commenting on hacking forums in order to get data that has been posted there.
Troy Hunt1:17
Viral: 85.0
Speakers

Host

Troy Hunt
Topics Discussed
Data Breach Investigation95%Enterprise Customer Management90%Payment Automation and Enforcement88%Service Monetization and Pricing Strategy85%Privacy-Preserving Authentication80%Passkey Integration and Usability78%API-Driven Domain Verification75%Cloudflare Caching and Performance Optimization70%
People & Brands

Troy Hunt

person

120xPositive

Have I Been Pwned

other

85xPositive

Open Claw

product

25xPositive

Stripe

other

20xPositive

Cloudflare

other

18xPositive

Stefan

person

15xPositive

Xero

product

15xNeutral

Azure API Management

other

12xNeutral

Charlotte

person

10xPositive

MSP

organization

10xNeutral

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