An expired SSL certificate isn't just a tech oversight — it can tank your traffic, stop your sales, and trigger total chaos in your email, CRMs, and customer trust.
In this episode, Charly breaks down exactly what happens when your SSL certificate runs out, why it often gets missed, and what steps you must take to avoid disaster.
📌 Here’s what you’ll learn:
✅ What browsers, users, and search engines do when your SSL expires
✅ Why auto-renew doesn't always work — and what to do about it
✅ How an expired certificate affects email, payment gateways, and APIs
✅ Simple tools (like Let’s Encrypt and Cloudflare) to keep certificates current
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Life is busy and there's just so many things to remember. What tools do you use to help you keep on top of ALL the things?
Many small business owners spent 2025 chasing the latest tech trends while the boring fundamentals quietly kept their businesses running. In this year-end review, Charly reflects on what tech actually delivered results, what disappointed, and the valuable lessons learned along the way.
In this episode, Charly covers:
✅ Why properly configured backups, DNS, and regular updates remained the unsung heroes of business tech throughout 2025
✅ Tools that delivered on their promises, including password managers and email authentication systems like SPF and DKIM
📌 The disappointments of the year, from AI overpromises to platforms prioritising their interests over users
🛡️ Why building your business on rented land remains a significant risk and what preventable failures taught us
📌 The key insight that consistency beats perfection, and why systems and processes matter more than perfect technology
Book a Free 30minute Breakthrough Session: https://askcharlyleetham.com/book-me
(1 per person only)
...
Many business owners start the new year with great intentions, only to fall back into the same tech chaos by February. Instead of making resolutions you will abandon, consider building tech traditions that become recurring practices throughout the year.
In this episode, Charly covers:
✅ Annual reviews that actually save money, including subscription audits, password checks, backup testing, and domain renewal verification
📌 Quarterly and monthly maintenance tasks like website health checks, broken link testing, backup verification, and data cleanup routines
🛡️ Weekly habits for email management and software updates that prevent overwhelming backlogs
✅ How to build systems that stick by using calendar blocks, attaching new habits to existing routines, and documenting your processes
Book a Free 30minute Breakthrough Session: https://askcharlyleetham.com/book-me
(1 per person only)
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Odyssey: ...
Are you worried that artificial intelligence is about to take over the world and replace your job? Before you panic about the robot uprising, you might want to see what happens when you ask AI to play chess against itself.
In this episode, Charly covers:
✅ Why purpose-built chess computers like Deep Blue and AlphaZero mastered chess decades ago, yet large language models struggle with basic rules
📌 How ChatGPT moved a pawn backwards, which breaks the fundamental rules of chess and demonstrates AI's pattern-matching limitations
🛡️ The hilarious moment Google Bard hallucinated a chess piece into existence and confidently claimed checkmate with a knight that never existed
✅ Why AI is brilliant for drafts, summaries, content generation and repetitive tasks, but should never be trusted to make decisions or reason through problems
📌 How Charly uses AI tools like ChatGPT and Claude to save hours every week on social media posts, whilst still quality assuring every output
🛡️ The practical approach to AI ...