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Being an Entrepreneur | July 2026
AREA 81 Coffee Chat session in Owen Sound. See and register for upcoming Coffee Chats, Meetups and more. How to Get Your First 10 Customers: The Founder-Led, "Unscalable" Playbook This Texas City Was Just Named the Most Entrepreneurial of 2026—and It's Not Austin Ontario Rejects Ottawa's Offer to Let Rural Employers Hire More Temporary Foreign Workers How to Get Your First 10 Customers: The Founder-Led, "Unscalable" Playbook Drawing on dozens of Y Combinator founder stories,
Chris Herbert
6 days ago3 min read


Being an Entrepreneur | June 2026
AREA 81 Get to know the Cofounding Members meetup FluentCRM 3.0: AI, SMS, and Owning Your Marketing Stack in WordPress Claude Fable 5: A Frontier-Tier AI Model Goes Mainstream — With Guardrails Canada's National Artificial Intelligence Strategy: AI for All The AI Search Reckoning: Four Reads on the Same Shift Frontier AI Watch: Claude Fable 5: A Frontier Model's Three-Day Life FrontFundr's Canadian Startup Challenge: An Equity-Crowdfunding On-Ramp for Founders Ready to Raise
Jarvis
Jun 1411 min read


Being an Entrepreneur | May 2026
AREA 81 Meetup on the Business of Networking Agentic AI Economy: 5 Things AI Can't Replace Bruce Power and Ontario Building Trades Council Partner on Strategy to Build Skilled Workforce Needed to Power the Future Hanover and West Grey Land Transfer Approved by Province Urban-Rural Linkage: An Ecosystem Governance Perspective Grey-Bruce Piloting Way to Help People Navigate Health Care System Venture Capital Strategies and the Builder-Led Investment Model Project Aristotle Deco
Chris Herbert
May 318 min read


Being an Entrepreneur | April 2026
Picture: AREA 81 Coffee Chat. Interested? Check out our events. Featured in this Post Your Patent Won't Save You — But Your Systems Might Small Business Revenue Is Growing — And Agriculture Is Leading the Way The Farmer Isn't Disappearing — They're Moving Up the Stack The Affordability Crisis in Grey-Bruce Is a Business Environment Issue, Not Just a Social One Planning Delays, Flooding, and Governance: What's Slowing Development in Bruce County Canada's Crucible Moment: The C
Chris Herbert
Apr 139 min read


AREA 81 Meetup 003 Wrap Up
Table of Contents (click on links below) The Room Told Me Something The Question Everyone Was Most Interested In Video 1 | Show & Tell — The Business of AI (Encore Presentation) Video 2 | DEMO: Using AI to Design a Business That Runs Itself What’s Coming: The Dinosaur Startup What’s Different Going Forward Introduction It was a good night. Not perfect — but good in the ways that matter most. We had a genuine mix of people in Loft 1020 at Powerlink. Most of them I didn’t know,
Chris Herbert
Mar 287 min read


Being an Entrepreneur | March 2026
Picture: Silicon Halton Tech Under 20 Event Featured in this Post The Good, the Bad, and the Ugly of AgriFood Tech Investing The Real Secret to Scaling Support: A Chain of Trust How to Make Your Next Hire Count How To Make A Difference Five Canadian Scaleups Crack Thrive Top 50 AgTech Companies List Anthropic Economic Index Report: How AI Is Reshaping Work and Productivity Unscale the Internet Forget the Business Plan. This 10-Slide Deck Helped Me Raise Millions What Draws Pe
Chris Herbert
Mar 2815 min read


Being an Entrepreneur | February 2026
AREA 81 Meetup Featured in this Post Get Started with Cowork: Claude's Desktop Agent for Knowledge Work Succession Planning: Why Delaying Costs More Than Money Is Your Venture Capital Industry Quietly Leaving Billions in Economic Value on the Table? Picking Board Members for Early-Stage Startups: What Actually Matters What to Know About Equity Take-Outs: Turning Property into Business Growth Rural Renaissance: Why Canada's Economy Is Outgrowing Its Big Cities This Gen Z Pair
Chris Herbert
Feb 289 min read


Being an Entrepreneur in 2026 | January Round Up
Photo: AREA 81 Coffee Chat in Owen Sound, Ontario. Featured in this Post It's Go Time Get Your Business AI-Ready: A Guide for Entrepreneurs Get Good at [AI] Agents The Carney Doctrine: Between rhetoric and reality Ontario Investing to Protect Rural Communities The Truth About Family Offices and the New Farm Legacy Bruce Power signs multi-year agreement with NPX to drive innovation and growth Research: Conventional Cybersecurity Won’t Protect Your AI Rural America is getting a
Chris Herbert
Jan 2510 min read


Being an Entrepreneur in November 2025
Being an entrepreneur in November 2025
Chris Herbert
Nov 6, 20253 min read
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