T.A. McCann

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Latest — Oct 22, 2025

Pricing, packaging, and business models can be innovation too

As we continue charging into AI and intelligent agents, the way we price, package, and capture value from customers is changing. Think about online advertising and its progression: it started with CPM (paying for impressions), moved to CPC (paying for clicks), and then CPA (paying for actions that matter), shifting

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AI engineers are the new megastars - do they need agents?

In an era where artificial intelligence is transforming every aspect of industry, AI engineers and researchers have become the MVPs of the modern economy. Once considered behind-the-scenes technical specialists, these engineers are now commanding salaries and benefits that rival those of elite professional athletes, movie stars, or CEOs of major

Just taking some action (just 2) during frustrating times

I don’t know about you, but I have been frustrated lately by what’s happening in U.S. politics, especially all the things Trump is doing. It feels overwhelming and, honestly, disheartening. As someone who deeply believes in kindness and a better future for America (and the world), I’

Corporations should be "venture building" - 5 reasons why and how to engage a Venture Studio to get it done!

With business landscapes changing, corporations are increasingly turning to venture building and venture studios as strategic avenues for innovation and growth. If you’re running a large company (as a CEO, Corp Dev, Product Leader, Corp Strategy, or Innovation team), worried about techtonic shifts in technology and markets, these ideas

Give First - a good lesson from Brad Feld and techstars

Brad Feld has had a huge influence on me and my entrepreneurial career. I first met Brad at a conference in 2008, where I was presenting Gist, our next-generation address book concept. I met him, and he immediately engaged with the product and started giving me feedback. We weren’t

The Founder's Communication Cadence: Weekly, Monthly, and Annual Habits That Drive Results

I believe it's critical for a CEO to be an effective communicator. They must convey their vision and strategies externally to customers, influencers, and investors, as well as internally to their teams. One of the most impactful ways to do this is through written communication, such as monthly

Surfing a Hundred-Foot Wave - entering very competitive markets

In the small coastal town of Nazaré, Portugal, there’s a wave so massive it seems almost supernatural. Towering over 100 feet, it crashes with the force of a collapsing building. Most people run from it. A few dream of riding it. One person did it first: Garrett McNamara. In

Understanding the Roles of AI: Co-pilots, Assistants, and Agents

In today’s fast-paced technical landscape, artificial intelligence (AI) is becoming an integral part of our daily lives, transforming how we work, communicate, and solve problems. As someone who has navigated the evolving world of startups and technology over the last 30 years, I’ve seen first-hand how these AI

Creating a great startup investor pitch - the “hourglass approach” and 10Ps

As an entrepreneur, securing funding is one of the most critical steps in bringing your idea to life. The pitch process is your opportunity to convince investors that your startup has potential. While there are many examples of presentation decks online, I developed a version of a way to think

My executive assistant gives me superpowers, and you can get some too.

Managing a hectic professional schedule can be challenging, especially when you have multiple projects, like me, and I'm sure many of you. To tackle this, I’ve had EAs (Executive Assistants) since 2011 and VAs (Virtual Assistants) since 2019, and while they are all virtual/remote, I still