If I understand your question not only would they be violations but they would be willful violations IMO because the BOD knows the specific insider is already over the legal lending limits allowed by Reg. O.
The BOD should be declining these loan requests, or at a minimum they should carry a condition that the insider reduce their outstandings below the Reg. O limitations.
Sec. 215.11 Civil penalties.
Any member bank, or any officer, director, employee, agent, or other person participating in the conduct of the affairs of the bank, that violates any provision of this part (other than § 215.9) is subject to civil penalties as specified in section 29 of the Federal Reserve Act (12 U.S.C. 504).
The following are the penalities your board and financial institution are facing for Reg. O violations.
Civil Money Penalties - FIRREA
Tier 1 - $5,500 per day
Tier 2 - $27,500 per day
Tier 3 - $1.1 million per day
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The opinions expressed are mine and they are not to be taken as legal advice.