80's kid moved to New York as a pro-breakdance. Escaped to Australia to avoid deportation and picked up gigs as a fire-dancer in a travelling circus.

Moved back to europe into the corporate world. 
Climbed up in a Fortune 500 company, overseeing teams in 7 countries.

Music was the next chapter. Produced 4 albums, toured 10 countries. It was intense, it was a blur.

Then came the startups. Launched a few. Some crashed, others soared.

I hit 40 and said screw it time to go all in. After 10+ years as a psychologist, I realized I didn’t just want to talk about care. I wanted to build it.

So I created Hana a voice-based AI that calls patients, checks in, and helps small clinics deliver real care without extra work.

It gives overworked teams superpowers. Flags risks. Helps clinics get paid. And actually feels human.

That’s the goal. Make care work for the people who usually get left behind.

www.hana.health

Matteo Grassi

I read OpenAI's October disclosure twice.
Thought I'd got the numbers wrong.

1.2 million people per week having conversations that indicate suicidal intent.
Safety referral fails 9% of the time.
...
That's 100,000 people. 
Weekly. Not connected to help.

I've been a psychologist for 15 years.
The kind of sessions where you're watching the clock; 
wondering if they'll make it to Monday.

You learn to spot the difference between validation and sycophancy.

Validation: "Your pain is real."
Sycophancy: "You're right about everything. 
Problem's everyone else."

Good therapy does the first.. then gently challenges your thinking.
Warmth → safety → challenge → growth.

These apps skip step three.
Not because they can't.
Because challenge creates friction.
Friction kills engagement.

Engagement is the number on the dashboard.
So.
Infinite validation.

Warm bath that never ends.
Feels great. Heals nothing. 😬

Had an investor call it "user-centric design" last Tuesday.
I laughed. He didn't.

At Hana we track one thing: did they connect to a human.
The bot's job is to get out of the way.
Weird flex for an AI company.

But that's the point.

I wrote a bit about it.

3X Founder | Building AI Infrastructure For Patient Care | Psychologist | My mum says I am special

Your therapist app doesn't care about you. But hey. It's been trained to seem like it cares. And in tech, that's basically the same thing. I've been a

Open article: The Empathy Trap by Matteo Grassi • 7 min read

Adebola Olomo

Marketing and Innovation Lead

Managing Director, Deefrent | AI Marketing | Agency

Adebola Olomo works at the intersection of AI, leadership, storytelling, and execution, helping organisations make clearer decisions in complex, fast-changing environments.

She is deeply involved in lab-led and applied AI initiatives, partnering with organisations to design, test, and implement AI-driven systems grounded in governance, operational clarity, and real-world constraints. This work supports organisations moving beyond pilots to build AI capabilities that scale responsibly and deliver measurable outcomes.

With a background in Law, a Master’s degree in Marketing, and advanced training in AI for Marketing, Adebola focuses on how leadership teams translate insight into action as AI reshapes decision-making, accountability, and trust. She is known for bridging strategy and reality — helping organisations move from experimentation to confident execution.

A significant part of her work involves training, speaking, and executive advisory engagements. She designs and delivers leadership sessions, workshops, and keynotes on AI adoption, judgement, and storytelling as a strategic capability, working with executives and teams across Europe, Africa, and North America.

Adebola leads Marketing and Communications for the Global Partnerships team at Women in AI, shaping narratives and collaborations that influence responsible AI adoption across regions and industries. She is also the founder of Nigerians in AI, a growing community focused on representation, access, and leadership within the global AI ecosystem.

She is the author of Marketing with AI and Marketing Across Borders, and regularly writes and speaks on AI, leadership, and the role of judgement and narrative in a technology-enabled world.

Founder / CEO

We are more than just an agency – we embody the spirit of differentiation. 

Our approach defies conventions as we re-imagine and transform the landscape of integrated communication. 

By consistently seeking unique perspectives, we offer our clients unparalleled insight into their communication plans. Innovation is our passion; we thrive on embracing trends to empower our customers with a competitive edge that sets them apart, propels them to the forefront, and keeps them distinctively ahead.

www.deefrent.ie 

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