August Insights โ€“ A Real-Life MFA Lesson, an Online Safety App is Breached, and a Podcast on Unconventional Leadership

Happy August, friends.

As summer starts to wind down, weโ€™re focused on helping you gear up for a strong start to fall. Itโ€™s that time of year when vacation season blends with planning season and staying proactive makes all the difference. 

This monthโ€™s newsletter is packed with reminders to help you tighten up your security, lead with clarity, and avoid some common tech pitfalls weโ€™re seeing out in the wild. I’m also sharing a few personal favourites: a leadership podcast that stuck with me, and a story that shows how trust and transparency go a long way inside any team.

Hope you enjoy the read โ€” and the last stretch of summer!


Michael

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Cybersecurity / Technology Articles

We talk about this as a hypothetical all the time, but hereโ€™s a real-world example. In this case, the lack of multi-factor authentication wasnโ€™t the only issue โ€” but it was the root cause of the breach. Because of that, the City of Hamiltonโ€™s insurance provider denied a $5 million cyber claim. This is exactly why weโ€™ve been stressing the importance of safeguards like MFA and ongoing cybersecurity training for your team. Find out more about what happened here:

Insurance won’t cover $5M in City of Hamilton claims for cyberattack, citing lack of log-in security

Itโ€™s so disheartening to see a platform created to protect womenโ€™s safety online end up compromised. Tea was built as a dating safety app: a place for women to privately share concerns and flag unsafe encounters. But a recent misconfiguration exposed sensitive messages for over a year, including over 70,000 images and over 13,000 selfies and photo ID’s. Itโ€™s a tough reminder that even the most well-intentioned tools need strong security foundations.

Tea App Data Leak Worsens, Recent Sensitive Chats Exposed

Leadership & Personal Growth

Trust isnโ€™t just a leadership buzzword โ€” itโ€™s the foundation for growth. This article, albeit a bit older but no less relevant, breaks down why consistency, vulnerability, and transparency are key to building trust on your team. Thatโ€™s why weโ€™ve been sharing more behind the scenes on LinkedIn lately: from our weekly WIRC meetings to our quarterly team breakfasts. I believe that giving people visibility into how we work builds confidence, and shows that weโ€™re here to help our team grow, not just get through the week.

Why is Trust Important in Leadership?

No, this isnโ€™t our usual article share; but this podcast episode is worth the listen. Itโ€™s a conversation with Yvon Chouinard, the founder of Patagonia, on How I Built This. He talks about building a company accidentally, rejecting traditional business norms, and putting environmental purpose at the heart of everything. Itโ€™s honest, unconventional, and full of the kind of leadership lessons that stick with you.

How I Built This with Guy Raz (Patagonia: Yvon Chouinard)

Partner Spotlight – Huntress

Cybersecurity is one of those things our clients trust us to handle, and we take that responsibility seriously. Thatโ€™s why weโ€™ve partnered with Huntress. Theyโ€™re an award-winning team we rely on to power the managed cybersecurity services built into every 365Care+ plan. With tools like EDR and ITDR running in the background, we know our clients are protected, and that gives everyone peace of mind, including us.

Huntress