The crazy CTO
@creatone.bsky.social
Completely true stories of an inspiring CTO that you would normally only find on LinkedIn
The tech world right now? Imagine a coffee shop where everyone just discovered espresso shots… but instead of caffeine, it’s AI.
#AIHype #CTOInsights #TechLeadership #NoSleepClub #AIisTheNewEspresso
#AIHype #CTOInsights #TechLeadership #NoSleepClub #AIisTheNewEspresso
August 10, 2025 at 10:40 AM
The tech world right now? Imagine a coffee shop where everyone just discovered espresso shots… but instead of caffeine, it’s AI.
#AIHype #CTOInsights #TechLeadership #NoSleepClub #AIisTheNewEspresso
#AIHype #CTOInsights #TechLeadership #NoSleepClub #AIisTheNewEspresso
Here’s my hot take:
80% of “AI integrations” are just marketing sugar-coating.
10% are genuinely transformative.
The last 10% is the scary stuff that will make entire industries rethink their existence.
Your job is to figure out which 10% your team is building and avoid looking like the other 80%.
80% of “AI integrations” are just marketing sugar-coating.
10% are genuinely transformative.
The last 10% is the scary stuff that will make entire industries rethink their existence.
Your job is to figure out which 10% your team is building and avoid looking like the other 80%.
August 10, 2025 at 10:39 AM
Here’s my hot take:
80% of “AI integrations” are just marketing sugar-coating.
10% are genuinely transformative.
The last 10% is the scary stuff that will make entire industries rethink their existence.
Your job is to figure out which 10% your team is building and avoid looking like the other 80%.
80% of “AI integrations” are just marketing sugar-coating.
10% are genuinely transformative.
The last 10% is the scary stuff that will make entire industries rethink their existence.
Your job is to figure out which 10% your team is building and avoid looking like the other 80%.
🔥 If you’re a fractional CTO and you’re not using AI to 10x your output, you’re just a part-time IT guy in disguise. This is not 2015. Startups want impact, not empathy.
✌️The future CTO isn’t part-time. He’s part-human, part-machine.
#FractionalCTO #AIinTech #AI #StartupLife
✌️The future CTO isn’t part-time. He’s part-human, part-machine.
#FractionalCTO #AIinTech #AI #StartupLife
August 5, 2025 at 7:56 AM
🔥 If you’re a fractional CTO and you’re not using AI to 10x your output, you’re just a part-time IT guy in disguise. This is not 2015. Startups want impact, not empathy.
✌️The future CTO isn’t part-time. He’s part-human, part-machine.
#FractionalCTO #AIinTech #AI #StartupLife
✌️The future CTO isn’t part-time. He’s part-human, part-machine.
#FractionalCTO #AIinTech #AI #StartupLife
I remember pitching a startup idea to investors in 2019. “It’s like Netflix for dogs,” I told them. Nobody bit. Literally. Not even the dogs. But you know who did get it? GPT-3. I wrote the entire pitch deck using it and accidentally raised $800k. I still don’t know from whom.
#AI #CreativityIsDead
#AI #CreativityIsDead
July 31, 2025 at 8:23 PM
I remember pitching a startup idea to investors in 2019. “It’s like Netflix for dogs,” I told them. Nobody bit. Literally. Not even the dogs. But you know who did get it? GPT-3. I wrote the entire pitch deck using it and accidentally raised $800k. I still don’t know from whom.
#AI #CreativityIsDead
#AI #CreativityIsDead
Here’s the truth:
🧠 AI doesn’t replace creativity, it amplifies it.
🎨 The best designers? They’re prompting like maniacs.
✍️ The smartest writers? Typing less, prompting more.
💼 Your CEO? Secretly asking ChatGPT to write their emails. All of them.
#AIBoom #CreativityIsDead #AI
🧠 AI doesn’t replace creativity, it amplifies it.
🎨 The best designers? They’re prompting like maniacs.
✍️ The smartest writers? Typing less, prompting more.
💼 Your CEO? Secretly asking ChatGPT to write their emails. All of them.
#AIBoom #CreativityIsDead #AI
July 31, 2025 at 8:21 PM
Here’s the truth:
🧠 AI doesn’t replace creativity, it amplifies it.
🎨 The best designers? They’re prompting like maniacs.
✍️ The smartest writers? Typing less, prompting more.
💼 Your CEO? Secretly asking ChatGPT to write their emails. All of them.
#AIBoom #CreativityIsDead #AI
🧠 AI doesn’t replace creativity, it amplifies it.
🎨 The best designers? They’re prompting like maniacs.
✍️ The smartest writers? Typing less, prompting more.
💼 Your CEO? Secretly asking ChatGPT to write their emails. All of them.
#AIBoom #CreativityIsDead #AI
I once hired a dev who showed up to a standup in a Hawaiian shirt, sipping whiskey at 10 am on a Tuesday. HR was furious. I was impressed. That same guy optimized our database queries so we cut cloud costs by 60%. Legend has it he still refuses to write unit tests because “the universe is the test.”
July 30, 2025 at 6:45 PM
I once hired a dev who showed up to a standup in a Hawaiian shirt, sipping whiskey at 10 am on a Tuesday. HR was furious. I was impressed. That same guy optimized our database queries so we cut cloud costs by 60%. Legend has it he still refuses to write unit tests because “the universe is the test.”
A good developer thinks like a hacker, codes like an artist, and breaks things with purpose. Passion, curiosity, and a slight disregard for norms, that’s the recipe. Because great code doesn’t come from rule-followers. It comes from the brave, the bizarre, and the barely-caffeinated.
#Devs #CTO
#Devs #CTO
July 30, 2025 at 6:36 PM
I once joined a startup where the founder thought “serverless” meant you don’t need servers at all. He had invested $1M into Airtable automations and a guy named Kevin from Upwork. And then cried when his API latency was measured in episodes of “Friends”.
#FractionalCTO #Startups #TechLeadership
#FractionalCTO #Startups #TechLeadership
July 29, 2025 at 9:13 PM
I once joined a startup where the founder thought “serverless” meant you don’t need servers at all. He had invested $1M into Airtable automations and a guy named Kevin from Upwork. And then cried when his API latency was measured in episodes of “Friends”.
#FractionalCTO #Startups #TechLeadership
#FractionalCTO #Startups #TechLeadership
What makes a good fractional CTO:
3. You Have a PhD in Diplomacy 🎩
You negotiate between the 22-year-old product manager who thinks he’s Steve Jobs and the 60-year-old backend guy who still deploys with FTP.
#FractionalCTO #Startups #TechLeadership
3. You Have a PhD in Diplomacy 🎩
You negotiate between the 22-year-old product manager who thinks he’s Steve Jobs and the 60-year-old backend guy who still deploys with FTP.
#FractionalCTO #Startups #TechLeadership
July 29, 2025 at 9:11 PM
What makes a good fractional CTO:
3. You Have a PhD in Diplomacy 🎩
You negotiate between the 22-year-old product manager who thinks he’s Steve Jobs and the 60-year-old backend guy who still deploys with FTP.
#FractionalCTO #Startups #TechLeadership
3. You Have a PhD in Diplomacy 🎩
You negotiate between the 22-year-old product manager who thinks he’s Steve Jobs and the 60-year-old backend guy who still deploys with FTP.
#FractionalCTO #Startups #TechLeadership
What makes a good fractional CTO:
2. You’re the Exorcist of Technical Debt 👻
Every bad decision the founder made in the first 18 months? That’s your roadmap now.
#FractionalCTO #Startups #TechLeadership
2. You’re the Exorcist of Technical Debt 👻
Every bad decision the founder made in the first 18 months? That’s your roadmap now.
#FractionalCTO #Startups #TechLeadership
July 29, 2025 at 9:10 PM
What makes a good fractional CTO:
2. You’re the Exorcist of Technical Debt 👻
Every bad decision the founder made in the first 18 months? That’s your roadmap now.
#FractionalCTO #Startups #TechLeadership
2. You’re the Exorcist of Technical Debt 👻
Every bad decision the founder made in the first 18 months? That’s your roadmap now.
#FractionalCTO #Startups #TechLeadership
What makes a good fractional CTO:
1. You’re a Technical Janitor 🧹
You clean up after 5 previous devs who each believed “MVP” meant Most Vague Product.
#FractionalCTO #Startups #TechLeadership
1. You’re a Technical Janitor 🧹
You clean up after 5 previous devs who each believed “MVP” meant Most Vague Product.
#FractionalCTO #Startups #TechLeadership
July 29, 2025 at 9:08 PM
What makes a good fractional CTO:
1. You’re a Technical Janitor 🧹
You clean up after 5 previous devs who each believed “MVP” meant Most Vague Product.
#FractionalCTO #Startups #TechLeadership
1. You’re a Technical Janitor 🧹
You clean up after 5 previous devs who each believed “MVP” meant Most Vague Product.
#FractionalCTO #Startups #TechLeadership
Being a fractional CTO is not about writing code. It’s about writing confidence. You are a therapist for founders, a translator for investors, and a shield for developers. It’s like parenting only your “kid” is burning money and arguing on Slack.
#FractionalCTO #Startups #TechLeadership
#FractionalCTO #Startups #TechLeadership
July 29, 2025 at 9:04 PM
Being a fractional CTO is not about writing code. It’s about writing confidence. You are a therapist for founders, a translator for investors, and a shield for developers. It’s like parenting only your “kid” is burning money and arguing on Slack.
#FractionalCTO #Startups #TechLeadership
#FractionalCTO #Startups #TechLeadership
3. AI Coworkers Who Ghost You
We wanted AI agents. We got unhinged interns in the cloud. Mine spent $4K in GPU time to hallucinate answers to a Jira ticket about breadcrumbs. Love that journey for us. #AI #TechTrends
We wanted AI agents. We got unhinged interns in the cloud. Mine spent $4K in GPU time to hallucinate answers to a Jira ticket about breadcrumbs. Love that journey for us. #AI #TechTrends
July 29, 2025 at 4:40 AM
3. AI Coworkers Who Ghost You
We wanted AI agents. We got unhinged interns in the cloud. Mine spent $4K in GPU time to hallucinate answers to a Jira ticket about breadcrumbs. Love that journey for us. #AI #TechTrends
We wanted AI agents. We got unhinged interns in the cloud. Mine spent $4K in GPU time to hallucinate answers to a Jira ticket about breadcrumbs. Love that journey for us. #AI #TechTrends
2. Prompt Engineering Bootcamps for $799
Because “just ask it nicely” apparently needed a whole economy. I’ve seen folks prompt GPT better than they manage their team. Shame. #AI #TechTrends
Because “just ask it nicely” apparently needed a whole economy. I’ve seen folks prompt GPT better than they manage their team. Shame. #AI #TechTrends
July 28, 2025 at 7:44 PM
2. Prompt Engineering Bootcamps for $799
Because “just ask it nicely” apparently needed a whole economy. I’ve seen folks prompt GPT better than they manage their team. Shame. #AI #TechTrends
Because “just ask it nicely” apparently needed a whole economy. I’ve seen folks prompt GPT better than they manage their team. Shame. #AI #TechTrends
These are the real AI trends you need to care about.
1. Generative BS-as-a-Service (GBaaS)
Chatbots writing blogs about why chatbots matter. Slides about slides. CEOs spamming LinkedIn with GPT-powered thought dumps. Irony died in 2024 and no one noticed. #AI #TechTrends
1. Generative BS-as-a-Service (GBaaS)
Chatbots writing blogs about why chatbots matter. Slides about slides. CEOs spamming LinkedIn with GPT-powered thought dumps. Irony died in 2024 and no one noticed. #AI #TechTrends
July 28, 2025 at 7:39 PM
These are the real AI trends you need to care about.
1. Generative BS-as-a-Service (GBaaS)
Chatbots writing blogs about why chatbots matter. Slides about slides. CEOs spamming LinkedIn with GPT-powered thought dumps. Irony died in 2024 and no one noticed. #AI #TechTrends
1. Generative BS-as-a-Service (GBaaS)
Chatbots writing blogs about why chatbots matter. Slides about slides. CEOs spamming LinkedIn with GPT-powered thought dumps. Irony died in 2024 and no one noticed. #AI #TechTrends
Forget everything you know about software engineering. Today, I realized my codebase and my love life have one thing in common: both are full of unhandled exceptions.
#TechFails #DebuggingLife #UnstableAPIs #CTONightmares #NullPointerDating #TechLife
#TechFails #DebuggingLife #UnstableAPIs #CTONightmares #NullPointerDating #TechLife
July 27, 2025 at 8:55 PM
Forget everything you know about software engineering. Today, I realized my codebase and my love life have one thing in common: both are full of unhandled exceptions.
#TechFails #DebuggingLife #UnstableAPIs #CTONightmares #NullPointerDating #TechLife
#TechFails #DebuggingLife #UnstableAPIs #CTONightmares #NullPointerDating #TechLife
Most AI projects are theatre: If your AI initiative has more slides than commits you’re doing theatre.
#AIHype #TechTheatre #RealValueMatters #StartupSins #PromptIsNotAProduct #CTOUnplugged
#AIHype #TechTheatre #RealValueMatters #StartupSins #PromptIsNotAProduct #CTOUnplugged
July 27, 2025 at 8:05 AM
Most AI projects are theatre: If your AI initiative has more slides than commits you’re doing theatre.
#AIHype #TechTheatre #RealValueMatters #StartupSins #PromptIsNotAProduct #CTOUnplugged
#AIHype #TechTheatre #RealValueMatters #StartupSins #PromptIsNotAProduct #CTOUnplugged
AI without a business case is just expensive fun: Like giving a Lamborghini to someone who never learned to drive.
#AIHype #TechTheatre #RealValueMatters #StartupSins #PromptIsNotAProduct #CTOUnplugged
#AIHype #TechTheatre #RealValueMatters #StartupSins #PromptIsNotAProduct #CTOUnplugged
July 27, 2025 at 7:58 AM
AI without a business case is just expensive fun: Like giving a Lamborghini to someone who never learned to drive.
#AIHype #TechTheatre #RealValueMatters #StartupSins #PromptIsNotAProduct #CTOUnplugged
#AIHype #TechTheatre #RealValueMatters #StartupSins #PromptIsNotAProduct #CTOUnplugged
Trends for 2026: 5. Ethics-as-a-Service
Trust is the new uptime. Companies will rent out ethics layers for AI - like compliance plugins, but for morals. Your LLM doesn’t just cite sources - it passes a digital polygraph.
#TechTrends #AI #TechLeadership
Trust is the new uptime. Companies will rent out ethics layers for AI - like compliance plugins, but for morals. Your LLM doesn’t just cite sources - it passes a digital polygraph.
#TechTrends #AI #TechLeadership
July 26, 2025 at 8:18 AM
Trends for 2026: 5. Ethics-as-a-Service
Trust is the new uptime. Companies will rent out ethics layers for AI - like compliance plugins, but for morals. Your LLM doesn’t just cite sources - it passes a digital polygraph.
#TechTrends #AI #TechLeadership
Trust is the new uptime. Companies will rent out ethics layers for AI - like compliance plugins, but for morals. Your LLM doesn’t just cite sources - it passes a digital polygraph.
#TechTrends #AI #TechLeadership
Trends for 2026: 💸 4. The Rise of AI-Backed CTO Coaching
Everyone wants a CTO whisperer. In 2026, the hottest startup category is not SaaS or B2B - it’s AI coaching for stressed tech leaders. Emotional support + real-time tech strategy from an LLM trained on your Slack. #Techtrends #AI #Techleaders
Everyone wants a CTO whisperer. In 2026, the hottest startup category is not SaaS or B2B - it’s AI coaching for stressed tech leaders. Emotional support + real-time tech strategy from an LLM trained on your Slack. #Techtrends #AI #Techleaders
July 25, 2025 at 11:04 PM
Trends for 2026: 💸 4. The Rise of AI-Backed CTO Coaching
Everyone wants a CTO whisperer. In 2026, the hottest startup category is not SaaS or B2B - it’s AI coaching for stressed tech leaders. Emotional support + real-time tech strategy from an LLM trained on your Slack. #Techtrends #AI #Techleaders
Everyone wants a CTO whisperer. In 2026, the hottest startup category is not SaaS or B2B - it’s AI coaching for stressed tech leaders. Emotional support + real-time tech strategy from an LLM trained on your Slack. #Techtrends #AI #Techleaders
Trends for 2026: 3. Shadow IT Becomes CEO IT
You think rogue Airtable setups are bad now? Wait till your CEO builds an ERP in Notion with GPT-7. In 2026, leaders won’t wait for IT - they’ll become IT
“Why can’t we just use ChatGPT to approve invoices?” is the new “Can’t we just build this in Excel?”
You think rogue Airtable setups are bad now? Wait till your CEO builds an ERP in Notion with GPT-7. In 2026, leaders won’t wait for IT - they’ll become IT
“Why can’t we just use ChatGPT to approve invoices?” is the new “Can’t we just build this in Excel?”
July 25, 2025 at 10:54 PM
Trends for 2026: 3. Shadow IT Becomes CEO IT
You think rogue Airtable setups are bad now? Wait till your CEO builds an ERP in Notion with GPT-7. In 2026, leaders won’t wait for IT - they’ll become IT
“Why can’t we just use ChatGPT to approve invoices?” is the new “Can’t we just build this in Excel?”
You think rogue Airtable setups are bad now? Wait till your CEO builds an ERP in Notion with GPT-7. In 2026, leaders won’t wait for IT - they’ll become IT
“Why can’t we just use ChatGPT to approve invoices?” is the new “Can’t we just build this in Excel?”
Tech Trends for 2026: 📉 2. DevOps Is Dead. Long Live PromptOps
Manual DevOps pipelines? Cute. But in 2026, prompts will rule infrastructure. Ask your platform: “Deploy the dogfood branch with Canary in Europe.” Boom — it’s done. Goodbye YAML, hello natural language. #TechTrends2026 #TechLeadership
Manual DevOps pipelines? Cute. But in 2026, prompts will rule infrastructure. Ask your platform: “Deploy the dogfood branch with Canary in Europe.” Boom — it’s done. Goodbye YAML, hello natural language. #TechTrends2026 #TechLeadership
July 25, 2025 at 9:31 PM
Tech Trends for 2026: 📉 2. DevOps Is Dead. Long Live PromptOps
Manual DevOps pipelines? Cute. But in 2026, prompts will rule infrastructure. Ask your platform: “Deploy the dogfood branch with Canary in Europe.” Boom — it’s done. Goodbye YAML, hello natural language. #TechTrends2026 #TechLeadership
Manual DevOps pipelines? Cute. But in 2026, prompts will rule infrastructure. Ask your platform: “Deploy the dogfood branch with Canary in Europe.” Boom — it’s done. Goodbye YAML, hello natural language. #TechTrends2026 #TechLeadership
Trends for 2026: 💡 1. AI Fatigue → Cognitive Simplicity
Everyone’s exhausted from the AI hype. In 2026, people will pay extra for tech that doesn’t think. Watch for a boom in “dumb” products: minimalist tools, no AI, just pure function. Like a calculator. Or your uncle’s fax machine. #TechTrends2026
Everyone’s exhausted from the AI hype. In 2026, people will pay extra for tech that doesn’t think. Watch for a boom in “dumb” products: minimalist tools, no AI, just pure function. Like a calculator. Or your uncle’s fax machine. #TechTrends2026
July 25, 2025 at 8:27 PM
Trends for 2026: 💡 1. AI Fatigue → Cognitive Simplicity
Everyone’s exhausted from the AI hype. In 2026, people will pay extra for tech that doesn’t think. Watch for a boom in “dumb” products: minimalist tools, no AI, just pure function. Like a calculator. Or your uncle’s fax machine. #TechTrends2026
Everyone’s exhausted from the AI hype. In 2026, people will pay extra for tech that doesn’t think. Watch for a boom in “dumb” products: minimalist tools, no AI, just pure function. Like a calculator. Or your uncle’s fax machine. #TechTrends2026
Craziest CTO week? I led a team meeting where no one understood my vision. I was sleep-deprived and rambling about serverless goat herding. I did a deployment script that brought down production because I used a IP address from an outdated Confluence page written in 2014 by someone named Steve #CTO
July 25, 2025 at 12:17 PM
Craziest CTO week? I led a team meeting where no one understood my vision. I was sleep-deprived and rambling about serverless goat herding. I did a deployment script that brought down production because I used a IP address from an outdated Confluence page written in 2014 by someone named Steve #CTO
You can’t balance tech and leadership - doing both well means failing at both. Delegate, embrace the chaos, and stop playing hero. True leadership is knowing when to let go and narrate the madness, not control it. #WorkChaosDominance #CTODiaries #Tech #LifeAdvise #Leadership
July 25, 2025 at 12:12 PM
You can’t balance tech and leadership - doing both well means failing at both. Delegate, embrace the chaos, and stop playing hero. True leadership is knowing when to let go and narrate the madness, not control it. #WorkChaosDominance #CTODiaries #Tech #LifeAdvise #Leadership