People hear me talk about my companies… but not the full picture. Here it is: every brand, every role. From IT & AI to mental health tech to my wife’s automated teepee biz. Yeah, it’s a lot 😅
Which one surprises you most? 👇
#Entrepreneur#StartupLife
I was always a terrible multitasker.
Now I run 6 AI agents at once.
The work was never the bottleneck. The waiting is. And managing that is a brand new skill we all have to learn.
#AIBeyondTheHype#AIagents
It is not the loss of jobs. It is the redistribution.
Less than 3% of people can use AI to drive real change. Everyone else is using it like a fancy Google.
Stop asking questions. Start building.
#AIBeyondTheHype#FutureOfWork
Just wrapped two Vistage sessions with Dan Wertenberg in South Carolina. AI tools today, AI strategy tomorrow, cybersecurity through it all. The 2x crowd and the 50x crowd are about to look very different. The rooms knew it.
#AIBeyondTheHype#Vistage
Took me two weeks off the grid for an AFib episode.
Reminder for every founder: you don't get to eliminate stress. You only get to master your response to it.
The body always sends the invoice.
#Founders#Stoicism
Every speaker does the selfie with the group.
I do the drone shot. 🛸
Talked AI and data with Jeffrey Fried's Vistage CE group in Laurel, DE today. 2027 is already half booked.
#AI#VistageSpeaker
ChatGPT isn't AI. It's a better shovel for one person.
Real AI is agents reading your data, reasoning through goals, and executing full workflows across your business.
The model is a commodity. Your data and workflows are the moat.
#AIBeyondTheHype#AIAgents
Just wrapped two days speaking at the MLA Annual Conference at the St. Regis Longboat Key. A packed room of executives. Sharp questions. Real conversations about AI and the future of business.
This is what makes the work worth it.
#AIBeyondTheHype
74% of AI's economic value is going to 20% of companies.
They're not spending more. They're spending differently.
Business model reinvention, not productivity theater. And the gap is accelerating.
#AIBeyondTheHype#AIStrategy
That "install my AI tool" popup you pasted last week? 1 in 2 chance it owned your company.
ClickFix is now the #1 intrusion method per Microsoft. 47% of breakins. Ahead of phishing.
First venture I've ever had to raise capital for instead of bootstrap.
Vysto AI fundraise dinner #2: Cape Town, South Africa. Packed room. Real investors. Real momentum.
Canada next. Then Australia.
#VystoAI#AIBeyondTheHype
83% of transformation programs fail. Not because of budget, technology, or strategy - because of mindset. You can have the best tools and the best plan, but if the foundation isn't solid, nothing holds. Start there.
#Mindset#Leadership#Transformation
By 2026, over half of enterprise workforces will rely on AI. The businesses that win won't be the ones who adopted it fastest - they'll be the ones who built the right foundation first and let AI amplify it.
#AIStrategy#DigitalTransformation#TechLeadership
The nearshore market hit $2.67B in 2025. 80% of North American firms are already considering it for critical projects.
At NearSource, we're not watching this trend. We built our model around it.
Time zone alignment beats cheap labor every time. 🌎
#Nearshoring#FutureOfWork
62% of companies are experimenting with AI agents. Most are doing it wrong. 🚫
They treat them like chatbots. Real agents run your business.
If your AI isn’t saving you 10 hours a week in 30 days, you’re doing it wrong.
Comment or DM me. Let’s talk. 🎯
62% of businesses test AI. <15% scale it.
It’s not data or budget. It’s people.
Winners build AI factories: talent tech change.
Fix workflows first, then AI multiplies.
Biggest AI challenge? Leave your comment below 👇
#AI#TechLeadership
CIO at 27. Left corporate. Built 7 companies across 3 continents. Patent pending. Father of five. Still building every day.
If your technology isn’t working for you, it’s working against you.
Free 20 min tech review: book.morgen.so/vxcalabrese#TechCEO#Entrepreneur#StartupFounder
27. CIO. Great money. Miserable.
Entrepreneurship didn’t build me. It broke me.
Success is the tip of the iceberg.
If you’re struggling, don’t quit. The pain is the point.
#entrepreneur#realtalk#growthmindset