I’ve Backed 20 Startups. Here’s What Actually Separates the Ones That Win From the Ones That Stall.

Published on August 31, 2026

After investing in nearly 20 startups, I've learned the idea matters — but the founder decides how far it goes.

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AI Just Broke Vendor Lock-in. Here’s Why That’s a Big Opportunity for Small Businesses.

August 31, 2026
Migrations used to be so painful that vendors could get lazy. Now AI does the grunt work, so you can negotiate harder and go after locked-in customers.

20 Years Ago, BlackBerry Ruled the Smartphone Market. Now It’s Depending on a $950 Million Product That Has Nothing to Do With Phones.

August 31, 2026
BlackBerry is exploring two new markets in an effort to stay relevant.