The Danger of Defensive Honesty

by TheCROJo | Jun 29, 2026 | Founders, Leadership, Marketing, Migrate, Product-Market Fit, Revenue, sales

She had one week until the sales kickoff. New platform. Big launch. Skeptical team. She was rehearsing her answer to the question she knew was coming: “Does it actually work?” Here’s what she had: “It’s a first-gen product. There will be...

If You’re the Smartest Person in Every Decision, You’ve Built the Wrong Company

by TheCROJo | Jun 24, 2026 | GenAI, Leadership, Marketing, Migrate

I caught myself doing it at Larridin. I was running marketing on an interim basis, and somewhere in month five or six I noticed the pattern: I was reviewing every piece of content. Editing the headlines. Checking the copy. Approving the publish button. The team was...

Your Emails Are Working. Your Offer Isn’t

by TheCROJo | Apr 14, 2026 | Customer Success, Demand Generation, Founders, GenAI, Leadership, Marketing, Revenue, sales

She had a 71% open rate. Most marketers would kill for that number. Her emails were getting read. People were clicking. And then — nothing. Zero conversions. Not a trickle. Zero. Her first instinct was to blame the channel. Email is dead, right? Everyone says so. But...

Why AI Is Making Great Leadership More Valuable—And Exposing the Gaps

by TheCROJo | Jan 25, 2026 | GenAI, Leadership, Marketing, Migrate, Revenue, sales

Executive Summary When Marc Benioff laid off thousands of support staff at Salesforce, betting that AI could replace human expertise, he made headlines. Six months later, his executive team admitted they had “massively overestimated AI’s capabilities.” Customer...

Unlock Your Go-to-Market Success: 3 Leadership Lessons You Need to Know

by Zoya Wasti | Aug 28, 2025 | Customer Success, Founders, Leadership, Migrate, Product-Market Fit

Seven months pregnant, sitting across from startup executives who’d just told me I didn’t fit their profile, I had no idea this moment would teach me everything I needed to know about advocacy under pressure. Years later, when my doctor called with those three...

Empathy is the $180 Billion Revenue Leadership Blind Spot

by TheCROJo | Aug 5, 2025 | GenAI, Leadership, Marketing, Migrate, sales

I was about to get fired. Not for missing numbers. Not for a strategic misstep. I was on the chopping block because I’d pushed too hard on someone who didn’t even work for me to do something I needed—something the company desperately needed. I was so...