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

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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

6 days 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?

3 weeks ago | [YT] | 3

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?

4 weeks 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!

4 weeks 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 🫣

4 weeks 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

4 weeks ago | [YT] | 1