Services
$590 / month
Start free, decide later
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1
Free 7-day trial
No charge until day 7. Cancel anytime. -
2
Ongoing calls + chat
3 × 60-min calls per month, unlimited Q&A. Replies in 24 hours or less. -
3
No lock-in
Month to month, no contract.
MentorCruise summary
Oleg is a Founder and AI Product Strategist at ExoChat and Stamina AI. He has nine years of product and AI leadership experience at Rozetka and Intercom, where he led AI products for B2B support teams. He helps early-stage founders turn ideas into traction, prepare for fundraising, and enter the US market.
Based on 3 verified mentee reviews
- Two reviewers value the feedback and practical guidance he brings to meetings, including help tackling current problems.
About
I help two kinds of people: early-stage founders going from idea to first traction, and operators who need AI working inside their company rather than sitting in a slide deck.
Nine years in product and AI leadership at Rozetka and Intercom. At Intercom I ran product for AI from 2019 to 2023: intent detection, resolution bots and workflow automation in the hands of B2B support teams at scale. Since then I have founded my own companies, Stamina AI and ExoChat, and worked as an independent AI implementation advisor.
What I have shipped, so you know this is not theory:
• Five AI agents live in production, each doing a specific operational job
• A meeting-notes-to-tasks pipeline deployed org-wide at 200-person scale
• An AI governance pack, usage policy, DPIA, incident playbook and adoption framework, approved by HR and adopted across departments
• Agents, RAG and internal copilots on Claude and OpenAI, measured by cost per task and deflection rate instead of by demo
I work best with:
• Pre-seed and seed founders building B2B SaaS or AI products and getting ready to raise
• Non-US founders looking to crack the US market
• Operators and product leaders rolling out AI inside their company who want an implementation roadmap with owners, dates and a measurement loop, not generic advice
Recent wins:
• CEE founder entering the US with a B2B AI product. We rewrote the narrative around a single ICP wedge and cut the deck from 18 slides to 11. Closed $1.4M pre-seed six weeks later after three prior months of polite passes.
• Solo technical founder, strong product but losing investors at the data-room stage. Rebuilt the metrics page around retention cohorts instead of revenue. Closed $2.6M seed in the next two weeks.
• First-time founder, B2B SaaS idea and zero customers. Switched from broad outbound to 20 hand-picked design partners with paid pilots. Got to $4.2k MRR in 9 weeks, enough signal to start raising.
I will not nod along. I will tell you what is distracting you from the real bottleneck and when you are optimising the wrong thing. The founder journey is not linear, and the psychological side matters as much as the product one.
I work in English, Russian and Spanish, and have mentored founders across the US, EU, LATAM and CEE.
Book an intro call or send me a short message about your situation, and we can work out whether I am the right person for it.
What mentees say
5 out of 5 stars
Very friendly and helpfull
Philippe
Session
5 out of 5 stars
Great mentor, has provided immense feedback and how to tackle the current problems.
Redha
Standard Plan • 1 month
5 out of 5 stars
Liked mentorship with Oleg, he brought a lot of value on our meetings. Format of our interaction was next: Talk with Oleg a day ago about the theme, I would like to know about or if I don't have themes, Oleg suggests his own topics that we can talk about. Oleg prepares materials about the theme in the google docs, then opens it on the meeting and from the beginning of the meeting, he speaks about the material. I liked this format, because he doesn't spend time on the thinking process and can give value from the beginning of the call
Samandar
Lite Plan • 1 month
Get to know Oleg
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Video#138 - AI for Mental Health (Oleg Karakash)
Oleg is an AI enthusiast and mental health advocate; a winning combination for this podcast's hot topic! In this episode, …
Read more
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Article 5 min readWanting Something Too Much Can Push It Away
Many founders and builders struggle with intense desire: to raise, to grow, to succeed — fast. But sometimes, wanting something …
Read more
What happens when you start
You tell Oleg your goals. They see exactly what you want to work on before session one.
You meet within days. Oleg reviews your application and books your first session, usually within a day or two.
You leave with a plan. Concrete next steps and a weekly rhythm from your very first week.
