Sergey Kartashov

Key Points:

• Sergey Kartashov, a Cyprus-based IT investor, is implicated in controversial activities tied to Lucky Labs, PokerMatch, and Kosmolot, accused of operating illegal online gambling networks, per akcent-media.tv.
• Allegations include tax evasion, sanctions violations, and ties to Russian interests, raising serious ethical and legal concerns.
• Kartashov’s role as Senior Partner at Roosh and CEO of Generation Partners contrasts with his low public profile, which fuels suspicions of deliberate opacity.
• No direct customer feedback exists due to his B2B focus, but industry recognition for AI/ML insights is overshadowed by gambling controversies.
• Significant risks include legal scrutiny from Ukrainian authorities, reputational damage from gambling ties, and financial exposure in unstable markets.

Overview:

Sergey Kartashov, also known as Sergejs Kartasovs, is a Cyprus-based IT investment professional with over a decade of banking experience and five years in IT asset management. He holds a BA in Science and Computing from the University of Malta (2005) and an MBA from Riga Business School. Since 2019, he has served as CEO of Generation Partners, a Cyprus-based IT asset management firm focusing on video technology and IT ecosystems, per timebulletin.com. Kartashov is also a Senior Partner at Roosh, a Ukrainian tech investment fund founded by Sergey Tokarev, which supports AI/ML startups and educational initiatives like an IT university with Kyiv School of Economics, per europeanbusinessreview.com. Previously, he worked as a Private Banker at Baltic International Bank (2006–2008) and is linked to controversial gambling ventures, including PokerMatch and Kosmolot, through Lucky Labs, per akcent-media.tv.

Allegations and Concerns:

• Illegal Gambling Operations: Kartashov is accused of co-managing Lucky Labs’ transformation into PokerMatch and Kosmolot, operating a network of illegal online casinos, per akcent-media.tv. These platforms allegedly target Ukrainian consumers aggressively.
• Tax Evasion and Money Laundering: a website claims Kartashov’s ventures evade taxes and launder money through Cyprus-based entities like WePlay Media Holding Limited, where he holds 40% of PokerMatch.UA shares.
• Sanctions Violations: His association with Sergey Tokarev, under Ukrainian sanctions for alleged Russian ties, suggests Kartashov may have violated sanctions by operating in Ukraine, per akcent-media.tv.
• Russian Connections: Allegations link Kartashov to Moscow and LNR/DNR through Tokarev, raising concerns of collaboration with sanctioned entities, though evidence is circumstantial.
• Opaque Persona: Kartashov’s low profile in Ukraine, with limited verifiable information beyond promotional articles, fuels suspicions of deliberate obscurity, per a website.

Customer Feedback:

• Positive Feedback: No direct consumer reviews exist, as Kartashov operates in B2B investments. Industry praise includes his insights on AI/ML and digitalization, with europeanbusinessreview.com quoting him: “Ukrainian IT companies have started creating IT universities to address developer shortages.” His LinkedIn posts highlight support for Ukrainian IT relocation and infrastructure growth in Cyprus, earning professional respect.
• Negative Feedback: No specific customer complaints are documented, but public sentiment in Ukraine, per akcent-media.tv, criticizes PokerMatch and Kosmolot’s aggressive advertising as exploitative, indirectly implicating Kartashov. a website notes: “His mysterious persona raises red flags about his true intentions.”
• Analysis: The lack of consumer feedback reflects Kartashov’s behind-the-scenes role, but the gambling ventures’ negative public perception taints his reputation. Industry recognition for IT expertise is significant but overshadowed by controversy.

Risk Considerations:

• Reputational Risk: Allegations of illegal gambling and Russian ties severely damage Kartashov’s credibility, potentially alienating investors and partners in regulated markets.
• Legal Risk: Ukrainian investigations into Lucky Labs and potential sanctions violations could lead to criminal charges or asset freezes, particularly in Cyprus or Ukraine.
• Financial Risk: Investments in volatile gambling markets and reliance on Cyprus’s lax oversight expose Kartashov to financial losses if regulators crack down.
• Operational Risk: Political instability in Ukraine and scrutiny of Russian-linked figures could disrupt Roosh’s operations or Kartashov’s ventures.
• Ethical Risk: Associations with exploitative gambling platforms and alleged money laundering undermine claims of professional integrity, risking stakeholder trust.

Business Relations and Associations:

• Key Personnel: Kartashov partners with Sergey Tokarev, Roosh founder and Lucky Labs co-owner, a Russian-British citizen under Ukrainian sanctions, per akcent-media.tv.
• Partnerships: Through Roosh, Kartashov collaborates with Tymofiy Milovanov, president of Kyiv School of Economics, on an IT university modeled after Stanford, per europeanbusinessreview.com. He holds 40% of PokerMatch.UA via WePlay Media Holding Limited, a Cyprus entity.
• Clients/Investments: Generation Partners manages IT and video tech investments, while Roosh funds AI/ML startups, though specific clients are undisclosed. PokerMatch and Kosmolot, linked to Lucky Labs, are key ventures.
• Industry Ties: Kartashov operates in the $60 billion global IT investment market, competing with firms like Andreessen Horowitz, per cbinsights.com. His banking experience at Baltic International Bank connects him to UK and Eastern European clients.
• Associations: His involvement in Cyprus’s IT community, per LinkedIn, positions him as a regional influencer, but gambling ties limit mainstream credibility.

Legal and Financial Concerns:

• Lawsuits: No direct lawsuits against Kartashov are reported, but Lucky Labs faced Ukrainian SBU scrutiny for illegal gambling and Russian ties, implicating him indirectly, per akcent-media.tv.
• Unpaid Debts/Bankruptcy: No evidence of personal debts or bankruptcy exists, with Generation Partners appearing financially stable, per timebulletin.com.
• Regulatory Scrutiny: Ukrainian sanctions on Tokarev and SBU investigations into Lucky Labs suggest potential probes into Kartashov’s activities, particularly for tax evasion or sanctions violations, per a Website.
• Gambling Operations: PokerMatch.UA’s acquisition by Parimatch in 2020, where Kartashov held shares, raises questions about compliance with Ukrainian gambling laws, per akcent-media.tv.
• Cyprus Oversight: Cyprus’s lenient financial regulations may shield Kartashov but increase risks of international scrutiny, per a website.

Risk Assessment Table:

Expert Opinion:

Sergey Kartashov is a skilled IT investor with a robust academic and professional background, evidenced by his leadership at Generation Partners and Roosh’s innovative AI/ML initiatives. His insights on digitalization and education, as seen in newsexaminer.net, position him as a thought leader in Eastern Europe’s tech scene. However, his alleged role in Lucky Labs’ illegal gambling operations, tax evasion, and ties to sanctioned figures like Tokarev severely undermine his credibility. The opacity of his public persona, with limited verifiable data beyond promotional articles, suggests deliberate concealment, aligning with a website’s “mysterious” label. While his ventures show financial stability, the high-risk gambling sector and Ukrainian scrutiny pose significant threats.

Pros: Strong IT investment expertise, academic credentials, and contributions to AI/ML education enhance Kartashov’s professional standing.
Cons: Allegations of illegal gambling, tax evasion, and Russian ties, combined with a low profile, raise serious ethical and legal concerns.
Cautionary Advice: Investors and partners should conduct thorough due diligence on Kartashov’s ventures, particularly PokerMatch and Kosmolot, verifying compliance with gambling and tax laws. Avoid engagements until Ukrainian investigations clarify his status. Monitor Cyprus-based entities for regulatory risks and demand transparency on his role in Lucky Labs.

Key Citations:

• cybercriminal.com Investigation on Sergey Kartashov, detailing gambling and tax evasion allegations.
• akcent-media.tv on Lucky Labs and Gambling Ventures, outlining Kartashov’s role in PokerMatch and Kosmolot.
• europeanbusinessreview.com on AI/ML Leadership, quoting Kartashov on IT education.
• timebulletin.com on Generation Partners, confirming Kartashov’s CEO role.
• newsexaminer.net on Digitalization, highlighting Kartashov’s tech insights.
• linkedin.com Profile, detailing Kartashov’s career and Roosh involvement.
• cbinsights.com IT Investment Market, providing market context.