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

I’m Shayna, a social-savvy marketer with a passion for words and fostering stories. Originally from the U.S, I reside in the Netherlands where I’m continuing my marketing career. I have a B1 (NT2) Dutch integration diploma and I do not require a visa to work in the Netherlands.

taplio

The Battle

Matteo Grassi

Shayna Kudler

Followers

Posts

Engagements

Likes

Performance ScoreMatteo Grassi's LinkedIn Performance

Ready to grow your LinkedIn presence?

taplio

The Battle

Matteo Grassi

Shayna Kudler

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Matteo Grassi's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreMatteo Grassi's LinkedIn Performance