2026: The Year Of Entrepreneurial Astrology

Plus: Notable Destinations: Boston Is A Winter Wonderland.

January 30, 2026

What’s In This Email

  • 2026: The Year Of Entrepreneurial Astrology

  • Notable Destinations: Boston Is A Winter Wonderland

  • Notable Spotlight: Made in Canada Comedy Show

  • Notable Plug 🔌

✍️ TAKE NOTE

2026: The Year Of Entrepreneurial Astrology

Initial Summary
In a moment when AI is reshaping how knowledge work gets done, leaders face a practical problem: the tools alone do not equal better results. The latest thinking suggests that how teams are taught to use AI and where it is embedded in work matters much more than simply handing tools to employees. Without clear context, training and expectations, AI can widen performance gaps instead of closing them.

Key Takeaways

Provide AI literacy that prioritises judgement over output
Employees who lack a strong foundation in analytical thinking risk taking poor recommendations from generative AI at face value. Leaders should coach teams to evaluate context, assumptions and quality rather than accept AI output uncritically.

Integrate AI into real workflows, not as optional add-ons
If companies require after-hours courses or isolated training, adoption stalls. A more effective approach is to build AI into daily tasks with clear guidance on where it supports work and where human decision making remains essential.

Reward substantive quality rather than volume
Focusing on how many tasks are completed with AI encourages low-value output. Leaders should incentivise thoughtful ideas and transparent reflection on how AI was used and improved, making quality a core metric.

Why It Matters
As AI becomes ubiquitous in business, the companies that truly succeed will be the ones that build human judgement into its use. This matters for leadership because it shapes performance, culture and competitive advantage. Teaching teams how to think with AI — not just how to use it — protects decision making, reinforces trust and ensures technology amplifies rather than undermines human capability.

🌐 Notable Destinations: Boston Is A Winter Wonderland

Boston is one of those places that everybody needs to visit. The city is like that person you meet that instantly becomes a good friend. It’s fun, easy, accessible, good looking, with a reassuring maturity and deep experience. Plus, as we’ve learned recently, it’s a lovely winter getaway.

Read the full article.

🔦 NOTABLE SPOTLIGHT 🔦

A Made in Canada - Standup Comedy Show

January can be long, cold, and a little rough, so here’s the cure!

Kick off the new year with a hilarious night of live stand-up comedy designed to shake off the January blues and start 2026 laughing!

Join us on Saturday (January 31st), 7:30PM at Free Times Cafe!
Learn More.

🔌  NOTABLE PLUG

🌍 Notable Destinations: Toronto to Tokyo Dates: February 12-16 , 2026. Click here to see the link for this flight.

🗒️ Notable Hires: Social Media Manager @ DECIEM & NIOD.

🧠 Today We Learned: In the early days of Airbnb, the founders sold cereal boxes to keep the company alive. Side hustles have always been part of startup culture.

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