Naturally Artificial by Sergey Osipov

Founder to founder talks in the AI era where the boundaries between natural and artificial are dissolving

I'm Sergey Osipov, tech entrepreneur and investor. Founded 20+ ventures, including a unicorn. Learned that the best insights come from real chat, not polished prezos. Current projects: Playsense.agency (2022), Placy.ai (2024), Naturally Artificial (2026)

We talk about what actually matters: building in the age of AI, raising capital in the EU when the rules keep shifting, and strategy for an era that's rewriting everything we know about business. Founders sharing hard-earned wisdom here

Episodes are in English and Russian, the main languages of my folks

This is the founders' table. Pull up a chair

And subscribe!



Naturally Artificial by Sergey Osipov

Amazing story from a founder of 2 unicorns Uri Levin:

There was a very successful CEO in New York who was constantly ignoring the media and never gave an interview, not even one. Until one day a reporter from the New York Times calls him up and did answer. The reporter asked him for 2 minutes and as he was in a pretty good mood after a very successful year, he agreed.

The first question that the reporter asked was - how you become such a successful CEO, and the CEO replied "Two words - right decisions". Ok, but how do you know how to make those right decisions the reported asked? He replied "One word - experience!". The reporter then went deeper - how do you gain this experience? and the CEO replied "Two words - wrong decisions."

Second time entrepreneur have way higher likelihood of being successful, regardless what happened on the first journey.

I filmed Uri 3 months ago. Watch it on Naturally Artificial https://www.youtube.com/watch?v=Zn6nX...
👆

1 day ago | [YT] | 4

Naturally Artificial by Sergey Osipov

Sam Altman's World (the eyeball-scanning project) is integrating with Tinder. Yes, to verify human dating against deepfakes

AI profiles already outnumber real ones on some apps. Bots DM you. Bots match with you. Bots write better than most humans! And people reply 💔🙈

The new stack:
Email → Proof of human
Dating→ Proof of human
Comments → Proof of human
Feeds → ?..
Marketplaces → ?..

Hard to believe, but we're arrived. Tinder is writing the first check

The irony? The company that introduced AI to us 3 years ago is now charging for protection against it 👾 Chef's kiss

Subscribe to ‪@Naturally_Artificial‬

1 week ago | [YT] | 9

Naturally Artificial by Sergey Osipov

Have you ever taken part in a hackathon? Now you can feel what it's actually like! Watch the video about Zubr Capital Young Hackathon in Warsaw. 1 day of unforgettable drive, chaos, and experience 🔥

Video is in Russian. Subtitles: Russian, English

1 month ago | [YT] | 1

Naturally Artificial by Sergey Osipov

My guest is Uri Levine: 2x unicorn founder, biz-school professor, author of Fall in Love with the Problem, Not the Solution. This video is a fantastic masterclass for early stage entrepreneurs & investors!

→ VCs are still pricing 2021 reality in a 2026 world. Pace changed. Costs changed. Founders changed
→ PMF isn’t a milestone. It’s a survival test with no scheduled exam date
→ Who apologizes when the algorithm ruins your life?
→ AI-maps & autonomous cars (Waze navigation app is one of the Uri’s unicorns)
→ Crisis as the default mode…

To meet Uri, I drove to a mountain village, passing by Limassol dam. There have been scarce rains in Cyprus the last 3 years. The dam reservoir is empty. No water for the city. Cracked earth is warning about the challenging summer ahead. I flew a drone over it. The footage is in the episode. A metaphor. No reasons to prepare for the crisis. Why? Watch the video

2 months ago | [YT] | 3

Naturally Artificial by Sergey Osipov

You think the language of the future is words? Cute. Wrong. AI-to-AI language doesn't look like symbols and sounds. It’s geometry. 4,096+ dimensions. One vector hits harder than a novel-length story. Way quicker than English. Sharper. Pure math, no ambiguity (vectors capture semantic relationships mathematically). While you’re sequencing sentences like a caveman, bots are tensor-dancing in latent space

Villeneuve nailed it in the movie Arrival (heptapods didn’t use linear words). Whole concepts, ink circles. Sci-fi Arrival pretty much scripted our future. Ironic, right?

2 months ago | [YT] | 4

Naturally Artificial by Sergey Osipov

Лидер забирает все. И в марафонах и в маркетплейсах. Если ты N1 в своей нише, то тебя не остановить от роста 30% в год с EBITDA 30%+

Митра Геранин оставил пост CEO av.by и открыто рассказал историю своего сайта автомобильных объявлений. Сегодня N1 в стране с убедительным отрывом от конкурентов. Но в 2017, когда Митра уволился из московского Яндекса и переехал в Минск, все выглядело не так сочно…

Заодно и про марафон в Сахаре, и про нашу островную жизнь узнаете

Смотрите на моем канале. Первая серьезная съемка. Волнуюсь) Как вам формат?

2 months ago | [YT] | 0

Naturally Artificial by Sergey Osipov

Would you book a tooth appointment with an AI dentist? Why the instant “no”? 😏 Relax. We gonna talk about British dental clinics’ balance sheets, not your teeth

Dentist Dr. Randeep Singh Gill took a break from dentistry after burnout and a neck injury. He used that moment to rethink how dentistry can be run more efficiently in the age of AI. And he founded DentaCFO, an AI-powered co-pilot that democratises financial intelligence

Dr. Randeep also hosts TechDental Podcast. So, we recorded our founder-to-founder talk:
• Why people still don’t trust AI
• The 30% Problem: How AI Recovers Lost Leads and Missed Calls
• Real Estate Meets Dentistry: Parallels in Automation and Efficiency
• The Human in the Loop: empathy isn’t optional
• Data Discipline and the Future of Intelligent Practices

And forward to MedTech & PropTech founders!

2 months ago | [YT] | 1

Naturally Artificial by Sergey Osipov

Cooking something special with Mitra Geranin. Feeling a bit nervous because this is my first serious filming for Naturally Artificial 🫣

2 months ago | [YT] | 5

Naturally Artificial by Sergey Osipov

I’m a board member of two real estate marketplaces (among my other ventures) that are N1 in their countries. And I recorded the round video message over my speech at Doers Summit Dubai, which outlines the key ideas of PropTech 2026 in just 5 minutes

• The industry is exploding
• Realtors are either automating or obsolete
• AI roll-ups are eating property management
• Portals are in danger, but they haven't realized it yet
• Everyone should learn how to compete with bots!

Watch it.

Short. Brutal. Useful

2 months ago | [YT] | 1